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Wellness Wednesday for November 23, 2022

The Wednesday Wellness threads are meant to encourage users to ask for and provide advice and motivation to improve their lives. It isn't intended as a 'containment thread' and any content which could go here could instead be posted in its own thread. You could post:

  • Requests for advice and / or encouragement. On basically any topic and for any scale of problem.

  • Updates to let us know how you are doing. This provides valuable feedback on past advice / encouragement and will hopefully make people feel a little more motivated to follow through. If you want to be reminded to post your update, see the post titled 'update reminders', below.

  • Advice. This can be in response to a request for advice or just something that you think could be generally useful for many people here.

  • Encouragement. Probably best directed at specific users, but if you feel like just encouraging people in general I don't think anyone is going to object. I don't think I really need to say this, but just to be clear; encouragement should have a generally positive tone and not shame people (if people feel that shame might be an effective tool for motivating people, please discuss this so we can form a group consensus on how to use it rather than just trying it).

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looking for career device.

i am a midlevel professional in my mid 30s, my work is essentially in business operations type roles in midsized organization. In addition to inflation kicking my butt this year, I have small children and will likely have more, whom I intend to send to private school. So I simply need to make more money. Right now, with school budgeted we're deep in the red. We spend more than we earn.

My goal has been to move up (or parallel with a reset inflation adjusted salary) in mid-level manager type roles within business /sales operations functions. (I have some management experience on my resume. I am technically a 'manager' now, but have no direct reports at the moment).

So i've recently been applying around (internally and externally) and gotten no luck. I realize that in business / sales roles, I am outcompeted by folks with field sales and sales management experience or MBAs. (I have a master's degree in something that gets me through initial hiring process gates, but isn't particularly an impressive competitive advantage).

In product or development management roles, I am not competitive because i don't have any technical experience on my resume.

So I basically have four options:

  1. Keep grinding through interviews until I get lucky

  2. Go get an MBA, take on a lot of debt, and hope to come out in a place to rapidly make it up.

  3. Jump down to field sales and climb back up through there back into business side/ management. My fear with this one is that I won't be competitive for any except pretty much entry level account executive roles. I'd essentially be starting over, but might see a big momentum gain /jump when I got back to the middle.

  4. Move into software dev. In school I was originally a CS major, I held a few programming internships, etc. before switching to a pipedream (long dead). Recently I've developed some React apps on my own, but I am not at a college grad level in terms of skill. I know both that I am capable of programming job, but also not a prodigy, and to invest back into this without a degree and with small kids to raise might be a barrier. Once again, I would have to start at the bottom, salary and level and work back up. But the upside here is better salary bands. (at a manager level, I currently make what devs from state U are coming in at).

Right now, I am just trying to maximize earning potential in the near, mid, and long term to take care of my family. Every single one of these seems like bad options. All of these come with a lot of sunk cost and uncertainty for a guy in the middle of the game.

But I am kind of at a loss and have about 0 months to make a plan so that I can afford to send my kids to school.

I'm not sure I can say much about your career beyond "#1 is the 'success story' I hear most often."

Given the discussion of children I assume you have a spouse. Are they employed? If not, why private school? Why not homeschool? If you and your spouse are both employed, the price tag of private school for multiple children could rapidly outstrip the kind of salary it sounds like you're drawing. That means it would be cheaper for you to quit and homeschool your children--to say nothing of the savings in other areas, like transportation, wardrobe, food preparation, etc. Homemakers (who take their task seriously) represent household economic value measuring well into six figures easily, particularly if you've got more than 2 or 3 children you want to keep out of the public school system.

It would also be useful to know (roughly) where you live and to what extent you're willing to relocate. What's the price of moving to a really good neighborhood with exemplary public schools? Have you looked into charter schools, or Arizona's recent voucher expansion?

If you're living in, like, London and you've hand-picked some insanely amazing private school, but you're having trouble finding a way to pay for it, my advice would probably be more along the lines of "you need to lower your expectations and learn to live within your means." Finding a way to earn more money is not your only option; finding a way to live with less is also something you should consider. But if you're living in urban Denver and just can't imagine sending your children to your awful neighborhood school, you actually have a ton of options (especially if you're willing and able to relocate) that don't require you to dramatically increase your salary in a short period of time.

my wife doesn't work, but wants to go back when kids are a bit older and that will alleviate the money problem to some degree. Homeschooling might be the default choice if we can't make the budget work otherwise. perhaps, i gave too much circumstantial detail. What i am trying to get at is I'm looking for a way to kickstart my earning potential, but can't crater it in the short term to do so, and i'm not hung up on a lot of other "job satisfaction" criteria beyond balancing family life.

I'm willing to do extra work, but want to find a strategy that will pay off well.

My big fear with #1 above is that even if I find a modest improvement that I may have hit a plateau or ceiling and digging in will only lose more time as I'm already mid 30s. As far as I can tell, it will be a long time with no guarantees to hit director level title/salaries internally, and externally I'm not competitive enough to up-jump levels.

On the other end of the spectrum, my fear with #4 is that I'm too old and established to make a major restart even if its at the bottom of a more lucrative ladder.

Im most curious about folks here in software dev roles' thoughts. especially if you got into it later

#2 and #3 are somewhere in between, strategies that might set me back temporarily, but with the goal of kickstarting momentum in hopes of reaching escape velocity in my current track. The big risk here is that I waste a lot of slack adn resources in the near term only to not succeed or blow up on the launchpad.