u/MajesticOwl9947

Need perspective - options

I am mid 40s, married, two kids are older but at home, one kid still in middle school. Live in HCOL I suppose.

Facts:
Total assets = $16m with $3m in liabilities (commercial and real estate) so about $13m net worth (not including value of my IT business as I do not know that worth yet)
$1m in taxable brokerage
$3.5m in retirement accounts
$750k cash

Primary residence = 1.6m with a $520K loan at 3.5%
Secondary residence = $750k with $120K loan at 2.5% - currently trying to sell
Two STRs in Arizona = ~$1.7m with $1.3m loans at 7% or so. Strong rentals and gross income is about $300k yearly. Fully managed and I visit 3-4 times a year.
$750K commercial property in AZ building a restaurant on that may cost $2m
$1.5m commercial building in my state with $1m liabilities
Paid off cabin and other land maybe worth $300k total.
Restaurant that is worth about $3m including building.
IT business I am thinking of selling (unknown worth? AI says $2.5m - $3.5m)
Maybe $180k in consumer debt including solar panels in AZ, truck, toys, etc (not on credit cards obvs)

Income is still strong. Maybe $500k/year from IT business, $50K/year from website business/ads, $100K year from W2 income, $350K SDE from restaurant.

Current burdens/unknowns:
I am unsure about this $2m property construction for another restaurant
I am really thinking about selling my MSP if I can truly get $2.5m for it
My primary residence is big and my property taxes alone are $2000 a month. Add in insurance, heat, electric, I am at $5k a month without even paying on the loan.
Working on a piece of owned land to build rental cabins. Probably a $500k project but could throw off $7k a month when done.
My current portfolio is aggressive growth. I have rotated mostly into VOO, CGDV, SCHD, QQQ, SOXX though. VOO and CGDV are my biggest by far though.

I have a lot of illiquid assets. I don't know what to do. I estimate I would want $30K a month in FIRE to do whatever I want and not have to check my bank account, but I know even if pay off my house that will consume $5k a month.

This is not a brag or anything. I know I've made it or whatever. I just REALLY REALLY don't want to eff this up. I want to still be able to help my wife build another restaurant as this one we have does very well. I also have a hard time wrapping my head around selling my IT business when it throws so much cash but it is SUPER high stress as I am the owner operator. But it has funded my life.

What advice can anyone offer? What would you do in this situation? My biggest thing is selling the IT business as that would save me the most stress and liability.

Thank you. Please be kind. I know this is a "my lobster is too buttery" situation but I come from solid middle class parents, one income, and I feel like I am on the cusp of generational wealth if I don't screw up.

reddit.com
u/MajesticOwl9947 — 12 hours ago