Would it make sense to reduce risk and use his connections first and invest it that area?

If you pay two years' worth of property taxes in 2025 (January and December), both payments are deductible on your 2025 return, potentially reducing your taxable rental income significantly.

If the market is tough, I reduce the rent rate over the full 12-month term.

Vanessa, If you choose the seller financed route, you could potentially continue investing under the bank's stringent debt-to-income radar, so to speak.

Rent: Stabilizing the Property for Cash FlowOnce the property is rehabbed, the next step is to find tenants and begin generating rental income.

A deal this small wouldn’t make sense as a partnership unless the original intent was to scale and grow together assuming this deal works out.In regard to the financing, if you can’t get it on your own without someone else’s balance sheet and income then it would be very difficult to untangle that partnership since he’d be a personal guarantor right along side you.  

I’d hate to see you walk away from that high an income and regret it.

Source , but for the ones that are that could be a risk if Trump and DOGE's plans to cut those jobs ends up reducing a significant amount of the jobs in DC.

The US taxes global income which dramatically increases the reporting requirements.

If we do cost segregation how much would we reduce our taxes by?