Tag Archives: career change

A Bruised Ego and Preparing to Move On

I wasn’t a good fit for the role. Not in an environment where my boss wants someone who leads by being aggressive and confident to the point no one else’s ideas matter. I don’t want that job anyway. My idea of leadership is meeting with different team members, understanding their needs, solving their problems. Maybe I didn’t do that well either, but I will never be the kind of leader she wants so it makes perfect sense she has replaced me with my coworker.

Is my ego bruised? Of course. It’s painful to fail. It’s painful to look back and think — “If only I…” which in this case is pretty much if only I focused on not fixing things in the weeds and building an engine but instead just focused on producing high impact stuff that got noticed then maybe I would still have my job/title. I’d still be struggling, though. My best bet is to take my learnings here and apply them elsewhere. The timing is bad to do that though, and for all of the bruised ego and feeling like despite doing some good work this year no one has noticed or cared, I have to say I am ridiculously fortunate to be in a place where I am about to be able to step away from work for a few months, have a kid, reset, and come back to a new role that clearly isn’t my “forever role” but one that I can likely hold onto for the rest of the year — if I can manage being shot in the gut daily with reminders of both my failure and how my overly confident work friend is basically going to leverage the engine I built (and got no credit for) to be hugely successful. If he maybe would make an effort to recognize this publicly it would feel a bit better but he won’t. And I have to bite my tongue and smile and pretend I’m ok with how everything has been handled, which I’m clearly not, but what does it matter?

I wish I was in a position to succeed with the new role, but it’s already a mess. I realized I need to basically—at all times—focus on “the next 30 days.” That is, in a marathon, or war zone for that matter, you can’t think that far out. So I have 30 days to survive and then another 30. I can plan a bit for the future but primarily I need to be heads down for these mini sprint battles. I need to give them no reason whatsoever to say I didn’t achieve my commitments. I need to deliver quality work but more importantly I need to deliver work on time. As I watch my friend build his empire and try to not be too jealous. Because at the end of the day he deserves the opportunity to grow in his career and even if I held onto the role for dear life it was never going to be a fit for me. Neither is “this” job, but I think from a pure survival mindset “this” job allows me to get through the next year, put out some decent work, and prepare to move on. It’s really a blessing in disguise. I need to focus on gratitude and not all of the other shit. So my coworker is basically taking the woman I hired and the system I built to make his plans successful without giving me any credit (though he has told me as much.) Why do I care? Should I care?

What hurts most is going from being a strategic leader on my team to being kept out of all planning. I don’t understand why I can’t be involved at all. I mean, I do — my boss clearly doesn’t like my ideas and thinks I would overcomplicate things — but this whole transition is so horribly unprofessional and petty I can’t help but be hurt a little. I’m sure in her mind she’s thinking I’m damn lucky to still have a job (true) but things like how I still don’t have a new job title (hasn’t even been mentioned) while my coworker is clearly getting promoted into my current title doesn’t sit well. I’m planning to not ask and just keep my title on public channels for as long as possible. It will help immensely when looking for a new job.

Now, I know my long-time readers think that it’s probably all me… and a lot of it is… but I often end up with bosses who don’t jive with how I work. I respect my boss for her ability to function like a machine and get lots of power and not care about people or what makes sense much so she can focus on the business stuff that matters and will help her survive and continue to move up. She is a beast. And I say that in a good way. Really. But I don’t like working for people like her. I like working for people who are inspiring and collaborative and who want to work together to achieve common goals. I hope to find that in my next role. Whatever that is. Whenever that is.

There is a slightly but growing possibility that I may make pre tax 700-900k next year. Which is absolutely insane. Now, I know you are thinking holy hell shut up and do you work whatever they ask of you even if that means standing on your head in a vat of horse shit for hours at a time. And, hey, I’m with you. Before this job the most I made was 190. Which is nothing to shake a stick at salary wise, but I never dreamed I would make 700k+, let alone in one year. Even after tax it’s an impressive number.

Knowing I am making that, possibly, I understand the not-so-nice behavior of my colleagues, esp those in more senior roles who are likely looking at 2M+ in one year. We are all in the boat of tight golden handcuffs. The difference between everyone else and me is that I want out, so while part of me is sad I’m not looking at $700k+ total comp in perpetuity, another part of me is ridiculously grateful that after bonus season in 2022 I won’t have a strong compelling reason to stay. I figured at that point I need to find a job that has at least 250-300 total comp to be equal (and less the following year as I vest the last of my early grants) — still a lot, but at that point, if I’ve really saved 300k+ after tax and after expenses this year, I feel like it’s a good time to take a step back, make a little less, and find a job that isn’t destroying my sanity for once. If such a job exists. This company and (past) role on my resume will likely open a fuck ton of doors that weren’t available to me years ago. I’m lucky. I’m in a good spot. I need to be happy for my friend who is moving up in his career, happy that it worked out (as planned) that I am somewhat protected for a few months through maternity leave towards my final vest date (even though I could get caught up in a mass layoff and that may happen and would be sad), happy that my boss sees value in this one area I’ve done well in, where I can “live out my dying days” making stuff people will probably like enough to not immediately fire me.

So. Yeay. Woohoo. I did it. Or I’m close to doing it. I’m 60 days (or less) and counting to maternity leave. I’m remodeling a bathroom. I’m hoping I don’t get COVID in the hospital. I’m staring at our nation’s leadership in bewildered terror that our president is trying to kill democracy, and he has his followers convinced the election  was a sham while presenting absolutely no proof of fraud. There are a lot of big problems going on in the world right now. People out of work. People going hungry. All my little petty shit above is nothing compared to what’s going on right now. I’m in a little stressful bubble but boy does that bubble pay well—and I keep reminding myself even if I make it through just half of next year, my earnings will be substantial, and I can take some time off and figure out what’s next. As long as I make it to mat leave I’m in a really good place. If I make it to end of next year, a really, really good place.

As my blog title notes — money can’t buy happiness, but it can buy freedom. It’s so true. Life is short. I don’t want to spend life constantly worried about paying for the basics. I like working. I want to work. But I want to do work that is meaningful. That I am proud of. That I wake up in the morning excited about. I hope I can find that. I know all jobs and careers  have these issues. But this one, after 15 years in it, is clearly not the right fit, despite how shockingly lucrative it has become.

Needless to say, if I make it to the end of the next year, I owe you all a drink.

 

Some Real Numbers and Planning a Real Career Change

I slept last night so had some rather clarifying revelations  this morning:

  1. I need some actual financial targets that are meaningful. They may be scary, but at least then I can actually feel like I’m making progress towards a real objective and financial security vs an arbitrary number.
  2. I need a career change. I know what I want to do. I’ve wanted to change into this career since I was 22. It will require a much lower salary for a while and some additional education… a master’s degree would be helpful but it’s also possible to get a certificate and spend time teaching myself. It means I need to plan for this as well to figure out how / when I can afford that pay cut and not mess with my retirement goal.

To start, and to make the career change palatable, I need to figure out that retirement goal number.

  • Set a retirement goal: My (family) goal is to have 10k per month (inflation adjusted) in after-tax retirement income at age 65 (assuming my house is paid off or I use proceeds from my house to buy another lower-cost home in cash.)
  • Determine 4% rule amount: how much do I need for withdrawals of my accounts at age 65 through age 100? So I’ve read you need 2.5M today to afford 100k/yr expenses in retirement. With inflation of 3% for 35 years, that is a total of 7M needed to retire (when I’m 65.)
  • Calculate my current totals:
    • IRA Pre-Tax: 523.9 (366.7 post tax)
    • IRA Post-Tax: 96.9
    • Total 2020: 463.6
    • Total 2055 @ 5% Returns = 2.5M
    • GAP: 4.5M
    • (I need about 1.3M today w/ 35 years to grow 5% / yr to hit goal if I never touch it) or about 836k in additional savings today in my retirement accounts

Now, do we really need 10k a month of retirement spending (in today’s dollars?) I don’t know. Maybe we could live on less. Assuming we want to retire in a HCOL area and travel and pay for my kids to travel with us and pass on some inheritance, I’d like to at least aim for that. I have 35 years to make it happen. If I can make it happen WITH a career change, that’s even better. If the career change will get in the way of that 7M at age 65 goal, then I just want to understand what that means for expectations when I retire. (*Note I’m not including social security because who knows if it will exist in 35 years.)

Right now, we can save about 100k per year in retirement accounts. Some of this is actually going to be Roth, but for the sake of simplicity I am going to count this as all pre-tax (70% of value) to figure out what we will have in retirement when. Once I change jobs, or if my husband gets a FT job, we may have less opportunity to invest in retirement accounts. (*Note, at the moment I’m not including my taxable accounts in this calculation — only retirement accounts. The taxable accounts do change the picture substantially, but the moment I am not counting those as they are basically my house payment put into the markets vs into paying off house.)

  • Calculate my future totals (2022):
    • IRA Pre-Tax: 723.9 (506.73 post tax)
    • IRA Post-Tax: 96.9
    • Total 2022: 603.6
    • Total 2055 @ 5% Returns = 3M
    • GAP: 4M

I need to spend some more time with these numbers because right now, even with the ability to put 100k to retirement accounts for the next 2 years (which is also unlikely as I’m probably going to change jobs in early 2022 and/or go to school so will have a gap in savings) then I don’t see how we’re going to hit the 7M goal at 5% per year return.

The picture looks very different if we can secure 8% YoY return with dividends reinvested as well. With 603k invested at 8% YoY for 33 years (assuming after 2022 we don’t invest a dollar more in retirement) we would have 7.6M(!!!) when we retire (and it would be more because a chunk of that is pre-tax.)

This tells me that it’s very important to hit goal of having 603k in my total retirement accounts by 2022. It also tells me I need to then hire a good CFP/CPA to figure out a strategy for future investments and conversions–because too much of my retirement money is tied up in pre-tax. I want to work it out where if I go to get a master’s degree for 2 years I can do some conversions then (when we have very low income) so that at the end of the day we actually are cancelling out the loss of income through low-tax conversions.

That said, I do want a third kid, so chances are I will be working in my same career (although a different company) through the birth of my third child and at least the first year of their life. Then school? I don’t know. That’s going to be a while. But it also means the opportunity to continue to contribute to my retirement accounts. Phew, this is looking a bit better if 8% is realistic (is it?)

  • 2020/36: 436k
  • 2021/37: 506k (baby 2)
  • 2022/38: 603.5k
  • 2023/39: 633k (baby 3)
  • 2024/40: 660k

At 40 or before, I do a major career change and feel like I’m in a good place for retirement, right? Or not. 660k with 25 years left to retirement is just 4.5M in retirement. I guess that’s because I’m not including actual gains on the account over five years, only contributions. The initial 436k should gain 200k at 8k. Which would put me at 880k at age 40 (including total family contributions) which still only gets me to 6M at age 65. Ugh I wish I was better at math! Well, 6M at 65 sounds pretty good too, considering I’m not counting social security or any of my taxable savings, which should also be substantial at that point. I feel pretty ok with the plan above, assuming growth to 880k of these accounts (or something like that) by the time I turn 40.

Since I’m going that post tax, let’s say I need 1M in my retirement accounts before I feel like I’m “safe” for retirement (i.e. money I’m not going to touch until I’m 65) and then I’m in a really good place for a career change. Or I pull the plug earlier, but I do think getting through my third and last child while having good insurance and a stable career (if you can call my career stable lol) is a lot smarter than switching now. That doesn’t mean I have to wait until then to take a class or two or prep for my career change. It just means I have a real goal to save for retirement. Once I get to that safety net in my retirement accounts — aiming for 6M-7M when I’m 65 without adding another dollar to my retirement accounts — then I’ll feel a lot better. Then all I need to do is be able to afford my expenses between “now” and age 65. I can do that with my taxable investments/savings and income. My family’s lifestyle will be dependent on my ability to move up in my new field as well as gains on my taxable investments (which are 757k today and should be about 1M by the end of next year if I can hang on to this job for dear life and the stock market doesn’t crash. Knock on all the wood.)

Perhaps I should splurge and buy a new computer with a functional “4” key (yes this is why I am not using the dollar sign in any of my posts… I have “4” as my clipboard paste item but I can’t have that and the dollar sign. I should probably reprogram some key I don’t use to the the “4” — or I should buy a new computer? Hah.

Ok, this makes me feel a little better. I do want to figure out the “37-65” annual income vs living off savings and where I can dip into savings for a career change without having to take a major lifestyle cut. And I like to spend money, so I’d like to be able spend as well… especially on fixing up my house (a major addition, at some point, or moving to a nicer place in an area I want to live) and travel while paying for my sister to come with us. And helping my mom out when she runs out of money because she probably will.

In any case, once I have enough in “retirement” accounts I’m just going to feel a lot better. I have to catch up since I didn’t have access to a 401k in my 20s and my husband started his retirement contributions in his 30s as well.

Shorter term, since 2022 seems SO far away, here are some realistic goals for the end of next year:

Calculate my future totals (2021 End):

    • IRA Pre-Tax: 623.9 (436k post tax) + 5% = 654k
    • IRA Post-Tax: 96.9 = 101.7k
    • Total 2021 (Pre Tax): ~750k

Total End 2021 Goals:

    • Home Debt: -900k (300k equity + 1.2M loan)
    • Taxable Accounts: 1M
    • 529 Kid 1 = 75k
    • 529 Kid 2 = 75k
    • 529 future Kid 3 (my account) = 50k
    • Retirement (Mostly Pre Tax) = 750k

Actual Earnings 2021 Goals:

    • Income: 250,000
    • Vested Stock (Sold Pre Tax Value): 500k
    • Other Benefits: 30k (ESPP growth), 4k (401k match)
    • Total Income: 784k (very approx)

This would be an incredibly positive total income next year and end to 2021. That’s only 13 months away. It’s going to be a crazy 13 months with a lot in the air. If I can get the above set by end of 2021 (leading into getting pregnant with my third kid) I think I’ll be in good shape.

I need to do a better job of running these numbers. If I can hit the above goals, I’m going to hire a good CFP to help me figure out my strategy for the years ahead.

Serious Career Transition. It’s Time. Almost Time.

I had a heart-to-heart with myself this week. Self: it’s not them, it’s you. You hate your career. You hate your career because for the past 15 years your job has been to promote what someone else has built, instead of building it yourself. Plus, you suck at promoting. You like to come up with ideas and build them or manage the building of them (more managing the building of them.)

I want to wake up most every morning and be excited about MAKING each day. I want to work alongside people who are builders. I get along with these people better. Generalization, but I’ve found I enjoy spending time with engineers. Why? I like logic. People on the business side of the house are not so logical, even if they think they are. Business side is all about making the impossible possible. That drains you. You are under resourced and expected to deliver nonetheless. There is no “finished.” Not that there is “finished” in most tech these days given everything is software with constant upgrades and bugs and whatever, but a least you can put something out that people use and probably feel some sense of completion and that you built something or were part of building something.

You know what’s not rewarding? Taking a product that someone else built and then making people feel something about your brand so they buy your product. I want to make the product. I want to fix the product. I want to make the product great. Period.

If I get fired, I’m going to dig into my savings and go to some sort of coding bootcamp and try it out. If I don’t get fired, then I have a little more time to learn something. I have no fucking patience so I’ve never managed to teach myself how to code beyond HTML. I think maybe if I start drinking a shit ton of coffee a day that will act as over-the-counter Adderall and I can learn something. I want to build a more accurate rent-vs-buy calculator than others online (although I’ve seen a few good ones but it’s not super easy to adjust all the variables) so that’s project #1 I think. An idea. But maybe I’ll do it. One never knows with me.

Another Rough Week – Thinking About the Future

Day 9029230952 where I have at least one mental breakdown in a bathroom stall at work. One project I thought was nearly finished (and got approved by a very senior person) and then theohead of my department looked at it and requested a pretty significant change that requires a ton of extra work and budget and may not even be possible.

It didn’t help that I have been sick for the last few days and the head of my department keeps telling me to take care of myself and work from home, and then a few moments before a senior lead in HR, who apparently heard I was sick, told me I should go home — and, I didn’t want to say “but if I am working from home then I know I’ll have less of a case to make to take time off after I have a baby because our unlimited vacation policy is confusing and I just feel like I have to be at work and show my face in order to have any chance of ever seeing my kid once my leave is up” and I just, well, I was a mess today, breaking into sobs about once an hour, and trying to make it look like the red eyes were only due to my cold and nothing more. Continue reading Another Rough Week – Thinking About the Future

How To: Career Change in Mid 30s

It has become increasingly clear that I cannot successfully remain in this career for the next 25+ years of my life. My immediate goal is to stay in my position for four years and hit my next major net worth objective of $1,000,000. I know the number is an arbitrary amount to define as some level of financial stability, but I feel like something will click when I have that amount in my investments, and I’ll no longer be afraid to try something new.

My husband is going back to school to change careers, why can’t I? I do feel rather old, and, you know, pregnant. I can’t go back to school immediately – at least, not when he’s doing it and I’m home with a newborn. But I’m interested in pursuing this longer term… maybe, in four years, when I can save up enough to quit my job or continue part time while studying for a new life. Continue reading How To: Career Change in Mid 30s

Time to Move On… But Where To Go?

I thought maybe, just maybe, with a new boss and a more focused role I’d be able to keep my head down and get my shit done and I wouldn’t be a total train wreck. I knew that was highly unlikely, but the hope was there.

The historical self-sabotage rears its ugly devil head yet again, and I’m on the fast track out of this org, as soon as my superiors have enough documentation on the things I do wrong and enough new resources to manage the pieces I still run so nothing so much as briefly falls apart in my absence. The clock is ticking and soon my time will be up. Continue reading Time to Move On… But Where To Go?

So I signed up for this screenwriting class…

It seems like every day since I turned three I’ve had a midlife crisis. I envy people who knew what they wanted to be since they were dressing up in the role for kindergarten Halloween, but I’m not one of those people. Our childhood shapes our hopes and dreams early on by how our parents reward or criticize us by even the slightest creasing of their eyebrow. I imagine in most families parents are happy with their kids doing fairly basic things — hitting the ball in a baseball game, coming home with a “B” on their report card, getting their first job. Other parents aren’t impressed by standard success metrics. Parents like mine expect more. They raise you to feel special and then your life is spent trying to be special or giving up and feeling let down. You officially have a parental-induced complex that even the best cognitive behavioral therapist can not eradicate.

Different cultures have different measures of success. While every family is unique, there is some truth to how particular groups fuck up their children in fairly standard ways. Asian parents teach their children that they must not feel special, only be better than everyone else, and being better than everyone else is not about innate intelligence or specialness but instead about working hard. Creativity is less valued – however, any talent that requires a lot of repetitive practice is considered high value (i.e. playing an instrument.) Jewish parents, meanwhile, put pressure on their children to be special and successful. Working hard is important but more important is some superhuman talent – we are the “chosen people” after all. Being good at something is not enough. We end up with such complex of hating ourselves while also desiring to be special that many of us develop biting senses of self-deprecating humor (Seinfeld, Woody Allen, Jon Stewart, Mel Brooks, Billy Crystal, the Marx Brothers, Sarah Silverman, Joan Rivers, Ben Stiller, Howard Stern, Adam Sandler, Larry David, Carl Reiner, George Burns, Milton Berle, Howie Mandel, et al.) There is a humor than one must have when they are incapable of achieving equal parts success and fame for their unique, novel contributions to society. Such complexes can be hilarious as comedy is the intersection of feeling bad for someone and relating to their situation just enough to laugh with them at the same time.

So. Here I am – this 32 year old Jewish girl who’s actually now a woman who lives in a one bedroom apartment with her new husband and a job which, despite paying well, is one where success is based on being practically a machine and not unique or special or creative or whatnot. Here I am, still dealing with the complexes my parents gave me and still feeling like life is meaningless if I don’t do something more special than save enough to retire on. I don’t exactly long for fame anymore – I used to want to be a famous actress but then I realized my face did not fare well on film or in any medium that would capture it from an angle other than slightly to the side and from above (not to mention my non-existent acting skills.) What’s changed, however, is that while I still want to create, I feel more comfortable with my ideas and my talents. I acknowledge now that most successful people weren’t successful from day one – they worked at it and they failed a lot and then they had a lucky break – and they certainly didn’t try to please someone else in order to achieve success. A lot of people took risks because that’s what their heart told them to do and for everyone that made it a few thousand didn’t or did to some extent but you never heard of them. There’s a heck of a lot of television writers in LA who you’d never recognize when you happen to be in line behind them at In-N-Out. But they get to write on a daily basis and get paid for it and their ideas come to life and that’s all sorts of cool. At the end of the day it’s just a job, like any other job, but I can’t help but feel like doing that would be a bit more fulfilling than waking up every morning to come up with a new way to promote the newest upgrade to business software.

With that, I signed up for a screenwriting class online that starts on Wednesday this week. I figure I’ll be a horrible screenwriter (dialogue is not my forte) but it could be fun to write a script even if it will undoubtedly suck. I have a lot to say about the world and people and the psychology of people and maybe writing is a way to accomplish that. Screenplays at least have a beginning, middle, and end, and can become more than just a self-published book that collects virtual dust on a Kindle shelf, if it even makes it that far. I look at the lists of comedic screenwriters and women are few and far between. In one list Lena Dunham was recognized at a top 10 comic screenwriter and Tina Fey is listed as well – but the majority on the list are men. (For the record I don’t find Tina Fey’s comedy very funny outside of old-school weekend update and Lena Dunham is too young/hipster for me and makes me feel like an old lady.) Jenji Kohan is listed as a comedic writer with a vag but she writes for television not film – not a bad thing, but still I’m looking for female comic screenwriters, not TV writers. Todd Phillips of the Hangover series has a dick, Adam McKay has a dick, Mike Judge has a dick, The Farrelly Brothers have two dicks, Seth MacFarlane (who, tangent, I saw singing karaoke in LA once and it was magical) has a dick, Wes Anderson has a dick I imagine he admires in the mirror nightly, and Judd Apatow has a dick that he uses to inspire his screenplays (40 Year Old Virgin, This is 40, Knocked Up.) Ok, so where are the female comedic screenplay writers?

Ok, so there are some. Here’s a list of female screenwriters (not all are comic screenwriters) and many of them have written well-loved films over the years. There are women writing in Hollywood – but just like in tech, women in leadership roles are few and far between. I’m not saying I’m destined to be the next great comic screenwriter (I’m not even funny) BUT there is a lack of comic roles for women to play and it would be quite satisfying to take a stab at resolving that.

Besides specific roles, the type of comedy women write and what men write is quite different. I watched Tina Fey’s “Whiskey Tango FoxTrot” and cringed at how dumb the movie was — while comedies written by men are creative in pushing the limits, everything in this film was just so cliche. It wasn’t funny. At. All. Amy Schumer is the hottest female comedian today – yet her movie Trainwreck was a trainwreck of a comedy. Her standup is ok and I appreciate her shtick, but there was nothing creative or original about her film. And, surprise, surprise, it wasn’t funny.

Then you have movies like Bridesmaids where women writers attempt to do the “Hangover” thing for the ladies — Kristen Wiig and Annie Mumolo gathered together some of the most popular female comedians and tried to capture the same spirit of the aforementioned film – yet, in the end, they got stuck at poop jokes and nothing as creative as a tiger showing up in their bathroom or ending up at Mike Tyson’s house. You have Melissa McCarthy’s annoying shtick which is hit-or-miss funny if you can forget she’s just doing the same thing she always does in every fucking movie … and Kristin Wiig being Kristin Wiig… and because it’s a female movie it has to be all feel good and let’s be friends forever bullshit bullshit bull.

The last funny-ish film I watched featuring women was “How to be Single” – which was still not that funny but at least it had its moments. Ok, it was god awful horrible but for an airplane movie I did have a few LOL moments when I hoped the people in the seats next to me were really asleep. The movie was written by Abby Kohn (who wrote one other romantic comedy), Marc Silverstein (the dick) and Dana Fox (who seems to cowrite for male comedy writers.) Really, that movie was only funny because of Rebel Wilson, who is almost as annoying as Melissa McCarthy but somehow her shtick is charming and believable which makes her quips laugh-worthy. Without Wilson, the movie would have been god awful.

So where does this get me? I doubt I’ll be writing the script for the next “Room” anytime soon, but perhaps I’d have a shot at writing comedy. There’s a huge gap in screenplays featuring women that are comic but not flat-out dumb or traditional rom-coms written by dicks and the people attached to them. It seems like a good mission to have to write one hilarious movie that isn’t so damn cliche and instead can be like Woody Allen-style funny from a female’s perspective and sans all the child molesting / marry your step daughter stuff because even though I want gender equality in Hollywood I have to draw the line somewhere.

It was just yesterday when my  boss told me he doesn’t want to fire me only he doesn’t want me to be in charge of things like I have been because I suck at being in charge of things and to his surprise I wasn’t upset or pushing back on this I just nodded and agreed and confirmed that he wanted me to stay as long as I focus on the things I do best and completely stop trying to do the many things I can’t do well. He gave me the option to leave if I want but I don’t really want to leave, I want to just focus on being good at something and then being able to leave work at a reasonable time to take classes and try to not be too tired to write. Now that the wedding is over and I’m not pregnant yet I have time. Time to write my first “will never be seen by anyone and will be horrible” screenplay and learn a thing or two about if I have a chance at ever writing for a living. I have a secret little fantasy of this working out extremely well and then going for my MFA at UCLA in screenwriting and getting really good at writing and writing all these hilarious scripts that sell well at the box office but also give female actors some real funny material to cut their teeth on versus the standard bullshit comedy that is written for women.

I might lose my job but I think the best thing to do now is to try to keep it, do my best, limit my responsibilities, do a good job, and give myself a set number of projects to accomplish in a given week so I feel productive, look productive, am productive, and can go home and have a life and focus on my writing / creative projects. If it sounds too good to be true it probably is but at the moment I’m feeling hopeful and like maybe I can make this work. I’m too old to be letting life pass me by. I spent my entire childhood and early adult life dedicated to being creative and suddenly as an adult I cut this huge part of me out of my life. If anything, even if this is just a hobby, maybe I’ll find myself again.

 

When You Made It and You Haven’t Gotten Anywhere

This week, I’ve been reading a slew of posts about how women make less money than men, and why.  Mostly, the argument against this being an issue goes, that women tend to work less than men one they have kids, and they also and generally less competitive so of course they don’t make as much money. In every single job negotiation I feel the weight of this on my shoulder, and try my best to negotiate. I have no idea what a man would do in the same situation with my experience, but since my first couple of jobs when I took the starting salary with no negotiation at all, I’ve tried to ask for a little more, and I’ve gotten more ballsy over time. It helps now that I now have competition offers, and I seem to be fairly good at interviewing these days.

On paper, I sound qualified for a very particular type of role and particular type of company. I’m not sure at all how life has sculpted itself to this specific career path, but it has, and I’m locked and loaded into it, full speed ahead until retirement to gain more responsibility, earn more wages, and look back on a very successful professional career. It hit me this week that I’m nearly making $200k (which, even for one of the highest cost of living areas, is one of those numbers that I thought would never be possible — ten years ago I was making $20k.)

Yet as I look ahead to potentially having children / starting a family, I realize that if I have an opportunity to leave this profession and move into something that is more flexible and personally fulfilling, I would. As much as I like money, and as much as I’ve been driven by this random “$500k in networth before I have kids” goal for the entirety of my 20s and early 30s, I just can’t see myself, 10 years from now, in this same type of role. I don’t want to be a vice president or C-level executive. Even though the pay would be great, I have no desire to be that person. I could potentially figure out how to fake who I am enough to get there… given my success getting this far, I have to believe that someone out there would want to offer me such an opportunity one day.  And I feel very guilty, that as a woman — as a woman who has an actual chance of getting to the top – I don’t want it.

As I sprint full speed ahead towards my mid 30s and the next phase of my life, I wonder what to do about it. I’m so busy these days with just trying to do my job and do it well and planning my wedding that I don’t have a ton of time to ponder what’s next (which is probably a good thing.) But, as my rent has increased this year by $2040 for the year, and the cost of living in this area shows no signs of refraining its hockey-stick growth, I know that at some point soon, I either need to commit to this career or come up with an exit strategy. I’m leaning towards the exit.

I don’t want to “not work.” I LOVE working. I love collaborating with a team to create new products. I wish I could be a ux designer or product lead. I’ve said that now for 12 years. I’ve failed to make any progress in that direction. I tried to study for the GRE and even booked a test slot and then didn’t go because I hadn’t studied enough. I couldn’t focus. I gave up. I got a better job. I made more money. It became less fiscally responsible to go back to school anyway. I got older. I passed that age when people go to grad school into the age when some people do but they’re much older their classmates. I entered the age where you take online classes or executive programs but only in rare cases do you go back to school for an entirely new career. Sure, people do it, and I may eventually as well, but I’m really getting older now — not old, per se, but old in the sense of I have a career. I have a good career. I manage a department, small as it is, I’m still in a high-level role, and there is so much good in my life that I kick myself every time I want to start over.

At this point, I’m committed to another year or two in my current job. If I do get pregnant then that will certainly be an opportunity to think through what’s next. Of course, if I get pregnant, it will be even harder to change careers. If I opt to apply to grad school for 2017 I’ll be 33 when I start, and I may want to put having kids on hold, which means I likely won’t have kids, which is, at this point, out of the question unless nature says I can’t (also a possibility.) In any case, there has to be some major changes in the next 2-3 years of my life, which will likely include moving to another state, or at the least, finding another career path and opting for lower pay and a lower quality of life here. I know this isn’t something I can maintain. It will be hard to say goodbye to the near-$200k salary, but I know if I figure out how to do something I’m really passionate about, maybe I can get back there over time. Or maybe I can just make less money and live somewhere more affordable. Either way, there are options, and I’ll always feel guilty as a woman for throwing away a successful career, but I have to. I have to rethink my entire life, my goals, and the directed outcomes. I do finally feel ready for a change.

As I sat on the baggage claim floor…

Some people hit rock bottom when they’ve found their addiction to drugs or sex or alcohol has pushed them to a point where there are only two options left — just about cold turkey or their own demise.  I sat on the baggage claim floor yesterday I found it impossibly hard to move. I had just returned from a two-week conference circuit, unfortunately one which was less successful than I’d hoped and the details far too imperfect. I sat and read my work email – one thing after another of items that I failed to do correctly or questions on problems I thought I had solved. And as I felt the hard, barely-carpeted cement floor grace the soft cushion of my over-padded bottom, and as I sat there unable to move for a good three hours, I thought – gee, I’ve hit rock bottom.

I also thought that I ought to shut up – my current situation is no where near as bad as so many have it in the world. I read the Humans of NY Series discussing Syrian refugees who barely made it out of Syria alive and now have nothing and no one. I have so much. I have a savings account and an apartment and parents who want to foot a ridiculously high bill for my 2016 wedding. How is this rock bottom?

In just three weeks or less, I’ll be out of a job. I have, for all intents and purposes, caused the rapid demise of my own employment. This was an inevitable end to my current reality, but it didn’t have to happen so fast. I let my anxiety get to me, I let myself stare at a computer screen for hours on end unable to function. I let myself fail to listen to my alarm in the morning because I couldn’t bear the thought of a two-hour commute only to feel hopeless and frozen and humiliated. I couldn’t muster up the energy to fake it. And so here I am, rock bottom. I’ve been here before. It’s a familiar place. Almost comforting. It is the calm before the storm. The eerie quiet before the big bang. And thus, this is the moment when everything feels futile, yet a new life is about to begin.

The challenge now is fighting the instinct to jump into whatever it is that comes along next. In the case of now, that would be two really solid opportunities which I’m currently in the running for — both jobs in startups that are similar to the one I have now, though, of course with different people and in different markets. My job right now is to figure out what it is I want to do. I’m turning 32 in a month. My 20s were fabulous for the experience and the wealth building. I’ll likely exit this year with $350,000 to my name – short of the $400k which was my stretch goal but certainly enough where I feel the entirety of this year has not been for naught.

To shine a light on the past year, I’ve learned a ton, had the opportunity to work closely with a good friend who I respect and admire, and even can step away from this knowing I at while I fucked up over and over again, I now know how not to make so many fuck ups in my next rodeo. I jumped in and for quite some time gave it my all. I burnt out fast when I realized my all would never be enough. And then, I just fizzled. And here I am.

I’ve been reading a lot about INFPs and how we such at employment. Our idealist personality type doesn’t really like to manage others or be managed, which is generally speaking the majority of roles in the workforce. What’s more, we need a position which maps to our values — map to our values and we’ll go above and beyond. Go against our values (i.e. the cut-throat manipulative world of business) and we’ll peace out. Thus, I’m about to “peace.”

Where I started a good 11 years ago, in 2005, was a place about an hour from where I ended up here in an internship at a non-profit. I was fired from that because I was absolutely depressed at the time. I wanted to be involved in the creative side of the house but I wasn’t competitive for that, so I became a marketer. I never wanted to be a marketer, it just seemed the most natural use of my ability to write decently and a mind that was born out of learning how to convince my parents not to fight all the time (I guess I got some value out of that.) The internship, which was supposed to go for a year, lasted a whopping three months. I don’t even remember what my job tasks were beyond organizing giant file cabinets and mailing postcards. I was most upset over not knowing where I was going in life — I didn’t want to be a marketer.

I didn’t actually know what marketing was at the time, at least not the breadth which the field covers. But I didn’t jump into a marketing role immediately after that. I enjoyed journalism so I found myself an internship at a newspaper. But my anxiety got to me again. Going out into the world and interviewing strangers nearly gave me a heart attack. I lasted about two years as a journalist, moving up to entry-level roles at magazines and blogs, falling into the world of technology, and being grateful for it. At least technology was connected to the world at large. I was writing about technologies that would completely adjust the world as we know it. I liked being part of something that big. I liked knowing about these things first.

Yet journalism as a field required constant anxiety – between needing to continue to talk to strangers day in and day out, and being judged on getting the story first, which I never did. Assign me a feature article which required more research and time, and I’d fare much better than rushing to get a story to the wire, or sussing out said story in the first place. I left journalism within two years because my writing was atrocious (I can write a lot and somewhat poetically but my grammar and organization is not suited for professional publishing) and I couldn’t handle the stress. I got myself laid off at my third publication and decided that journalism was not for me. But what was?

Given I needed to find myself a job I applied for any position which required writing that wasn’t in journalism. I must have applied for nearly a thousand jobs at the time when I finally got a hit. A startup was looking for a junior-level writer for a contract role. The company had an online social site and it sounded up my alley. I went there and ended up jumping in wherever needed, responding to user issues by email, creating copy for the entire product, and they eventually made an offer for me to join full time. That was the most successful moment of my life. While they laid me off three years later when they needed to trim down their already tiny team to be acquired, I knew I had taken the most important professional step in my 20s. I went from having really no experience to having – some experience. And I still was so cheap compared to my peers, that I could maybe get a job.

At that point, I still had trouble finding employment, but I managed to obtain a contract role at a big public company doing social media through a connection at a last opportunity. That role actually, in quite an unexpected way, brought me closest to the entertainment industry – as I was able to work on a project with a Hollywood producer that involved the company’s technology. While I felt rather useless in my contributions, it was a big company that had money to spend, and I was sent to Europe for a month to help drive awareness of the project. I felt completely out of my element and yet it was one of those really cool things that I had the opportunity to do in my career, and I’m grateful for it. Nonetheless, that job ended after my six month contract was up.

At the same time, I also took on a freelance opportunity with a very small startup to do some writing work. That freelance role really took my career in an entirely new and unpredicted direction. It was my first B2B (business to business) startup, and while it had a consumer bent to it I quickly became versed in the world of companies that sell to other companies. The only reason I managed to remain intrigued by the product was that it ultimately would be used by end consumers (they call that B2B2C) and in some use cases was used to improve the world. I thought it was pretty cool technology so I managed to get hired there full time and stay for a whopping four years, which in startup years is a very long time.

While I learned a lot in that role I hardly learned enough to make myself valuable to other companies. On paper I looked great but in reality I failed to pick up many of the actual skills needed to succeed in a more senior-level position in marketing. Theoretically I could just read the internet and teach myself a lot of this crap, but I didn’t have hands-on, live experience doing much of anything that would be applicable to another business. I thought I’d just have to fake it until I made it… if anyone would hire me, I’d give it my best shot.

So that happened. Twice. I got hired for one startup and within five months they figured out I didn’t have the skills to do what they wanted. I fault them for not figuring this out in the interview process. I also fault myself for not having those skills, and not being able to fake it. My second opportunity, another where I was clearly hired in a fit of delusion by the CEO, I pushed myself so hard to make it work. I took what I learned at my last failure and tried to apply it. I hired a rockstar consultant to help me in the areas I knew I was weakest. But there were just too many weaknesses on my part. Really, though, I just was never senior enough for the role. I neither was senior enough to effectively manage teams and convince my superiors of resources needed, or senior enough to be so strong in one area that the success in that area shone above the rest (which I actually was at the startup where I stayed for four years, but I found the strategy I used there for this particular need wasn’t working in this opportunity.)

In short, I’m back where I was 11 years ago, only with a lot more experience – on paper – and the new challenge of being a senior-level employee who would probably do best in a more mid-level or even junior-level role. While I might be open to take the pay cut (and it would be a significant, life altering pay cut) for a more junior position, no one would hire me. The sad truth is that even these junior level roles –  or at least the mid-level ones – want some specialty, some area where you bring something that no one else has on the team – some area where you an execute flawlessly without needing any outside help. Well, I’m not so sure I have one of those areas.

Even beyond that, I return to my INFP impulses, my failure to succeed in environments where I feel the company/organization does not align to my value set. I’m only hirable in B2B environments right now, and only a limited set of those companies. I’m interviewing for a few opportunities and all I can think is that I’m really just continuing on the wrong path. Maybe I could do better this time around — I have some learnings from the last year that are applicable. But I’m not looking at a long-term thing. I’m looking at a few months of working my ass off followed by a return to this very same place. It’s time for a change.

I’ve considered graduate school and theoretically am taking the GREs this month… which I’ve studied for a bit but not enough to merit a score that will get me into any worthwhile program. There are other schools which don’t require the GREs so I’m looking into them. I have about one year left or less until I want to be pregnant with my first child so that throws a whopping wrench into the equation. And ultimately I’ve realized I just need a job that aligns to my moral compass, one which I feel I’m doing something for the greater good of the world. Working in a B2B startup, or worse, huge company, won’t ever give me that.

I’m about to spend the weekend sending my resumes out to non-profits and “for good for profit” companies. These roles either pay very little and/or are highly competitive, but it’s worth a shot. I also think as soon as I’m laid off (likely first week of November) I’ll focus on my graduate school applications. The most anxiety-driven part of those is asking people for recommendations – that on its own is enough to keep me from applying to grad school!

At least I have some awareness of myself and what I don’t want to do. It’s taken eleven years to get to this point in my career. What’s crazy is thinking about how in 11 more years I’ll be about to turn 43. Where will my life and career take me? Who knows.

 

 

 

 

 

 

 

Am I a Writer?

I write an awful lot, but unfortunately it’s all redundant non-fiction bullshit about life and admittedly rather benign. If you were to read any of my attempted academic content you would might have a good guffaw over my inability to successfully support a thesis. My college teachers, much like my high school teachers and middle school teachers before them, were vehemently confused over the nonsense I turned in for reports, which would often be rewarded a C at best, and the long musings which poured out of me in opinion essays, which most often received the highest mark, always punctuated with a +.

There is a musicality to language which I adore. I wouldn’t say I’m a great writer – my vocabulary is limited and often used incorrectly – and any content of mine that has been published in print has been thoroughly edited. But of all the things in the world one can do – if I’m inspired, writing comes the most naturally. I wish I could turn my little writing hobby into an actual career. Well, I have turned my little writing hobby into a career – and unfortunately that career required other talents which I do not have – playing well with others, maneuvering my way through corporate politics, maintaining relentless, unbridled enthusiasm for some product which, based on my experience, I will likely long outlive.

I’m angry at myself for not being able to write anything worthwhile. Even a memoir would be impossible – my life is yawn-inducing with the exception of a few non-memoir-length moments of my youth that shall be reserved for a never-to-be-printed appendix. I haven’t done anything special enough to merit a memoir – and the only illness I suffered through as a child put me in the hospital for a week and then I was fine. My own neurosis aren’t tragic enough to be considered art, they’re just cumbersome.

It seems, if I’m going to be a writer – a novelist, a screenwriter, a short story creator, a playwright – well, I need an imagination. You know those people – who you grew up with, who were just constantly inventing stories and ideas? Yea, I wasn’t one of those people. There was a story about a magical peacock I wrote in third grade, I think that might have been my last dose of sheer inspiration to date.

The challenge is I’m not much of a reader either. I’ve tried to get into fiction and I always return to reading the news. I watch a ridiculous amount of television so perhaps that is my calling, but attempting to generate believable dialogue when I barely interact with humans proved futile in my few attempts.

Maybe I just need to do a shit load of drugs.

Who am I kidding? Getting high leaves me sitting indian style on the floor noshing on a bag of avocados. That’s not quite the right writing nudge.

It’s just all those people out there who have managed to write – who love to write – who just fucking write, I am so envious of them. For their wild imaginations. For being able to close their eyes and envision whole new worlds, new people that never existed in real life – you know, the way they speak, move, and their own fears, hopes and dreams.

I have ideas, of course, but they don’t go anywhere. They’re not plots, they’re themes, concepts, visions of future worlds in which my story might live. I haven’t yet imagined one believable character, and I’m too terrified about pissing of people anyone I know to borrow them for inspiration.

So maybe I’m not a writer. Or, maybe I could be one. Some novelists do start out in their 30s. But how to even get started? I should have written that damn 50 Shades of Grey book. I’ve dabbled in erotica, but my erotica has been much less mainstream, even compared to that. And 90% of it was written before I so much had been to second base. So that’s out of the running.

I would love to write strong female characters for film – because they’re sorely needed. But I’m not sure where to begin. I have this one idea for a romcom – it’s actually a cute idea, one that could be quite mainstream, or indie if the jokes are a bit wittier – I’d like to start with that. Still, I just waste away my little free time writing about how I can’t write here versus actually being productive and churning out a few pages a night.

A few days ago I had an interview for a certificate program I’m considering applying to, and they asked me what is one accomplishment I am most proud of over the last 10 years. I had to stop and think because I’m really not proud of ANYTHING I’ve done over the last 10 years. I managed to talk about a few work projects and then the first show I directed, which was now seven years ago. The only thing I will ever feel proud of is my creative work – my completed creative work. Nothing else – I don’t care about my title or how much money I make or save – feels remotely rewarding.

It might be the outcome of narcissistic parenting, but maybe it’s my truth, and I ought to listen to it.

My hope was that my stock from my prior company would be worth enough to free me up to lead a creative life, but instead that turned into a loss. I’ve saved aggressively but it’s not enough. If I were to hit $1M in my 30s I’d be perfectly satisfied working part-time to break even on a monthly basis and allow my savings to compound while I pursue whatever art I find myself actually getting good at. But that $1M is so far off. Even if I were to keep my current job for the years to come, or one like it that pays as well, assuming an average of $50k savings per year, that will take me another 13 or so years.

That’s not horrible – at 44 I could retire and maybe by then I’d actually have something to write about. But I know I can’t mentally maintain work like this for long. I’m falling apart. I see the schizophrenics wandering all day on the streets of San Francisco, babbling to themselves, screaming at the world, and I think to myself — how far away am I from that, really? I often want to just grab a shredded blanket, wrap myself in it, and wander the streets screaming, maybe even sobbing – I think I’d fit in more with them than the people I work with who are far more civil and far less insane.