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Personal Investments • Can i afford the switch from a large company to a startup

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I am currently thinking of moving from a stable job at a large company to a startup.

Motivation for move - Have been in my current job for 5+ years and while it has been a fun ride, it has become boring and almost no future growth. My avg comp per year for the last 5 years has been $1.1M. The startup will pay me around 275K per year but with very promising equity. ~2% of the company.


We are in early 40's and kids are 5 and 11. My wife also works and make ~150K , but her company has been doing poorly of late and she might need to find a new job.

Financials -
Primary home - worth 3.5M. 200K left on Mortgage. Property tax is ~40K a year. Our monthly payment is ~1400.
Rental home- Fully paid off. Monthly rent 4250. Property tax 10K per year. Home value $1.5M

Cash - $250K in high yield savings account
Taxable Brokerage - $3.7M (Total market fund 50%, Large cap Tech stocks 50%)
Retirement accounts - $1.5M (Total market fund )
529 - 150K

Major expense -

My rental income offsets property taxes for both properties
Kids - 3-4K a month on various classes (sone inn public school, daughter moves to public school in fall)
grocery and eating out - 2K a month
Utilities - 750 a month
domestic help - 1K a month
Travel - 15K a year
Mortgage - 1400 a month

My options -

1. The startup is very interesting and know the founding team for several years. Will try out for 2-3 years and if it does not workout find a new job.
2. Find a new job and another large company.
3. Stay in current company for another 3-4 years. Comp of $1m year us fairly guaranteed. But professional growth and office politics is making it very tough.

My heart leans towards option 1 , but its. big pay cut at least temporarily for a few years. Should i do it ?

Statistics: Posted by vanpan — Sat Feb 01, 2025 5:00 pm — Replies 1 — Views 270



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