Joint tax return?  

@Jeanette LandI always recommend using a tax professional.

Tax StrategyWhile liquidating the brokerage account may trigger capital gains taxes, strategies like staggered withdrawals or tax-loss harvesting can help minimize the impact.

I would recommend fixing it yourself to avoid any liability from the tenant and then try to get the HOA to reimburse you.

Are you quoting net cash flow - after taxes, insurance, maintenance/repairs, property management if needed? 

You can hear real-world examples of how others have built their investment portfolio and (hopefully) learn to avoid their mistakes.4.

@Nicole GrazianoI recommend that you have a consultation with a real estate tax accountant regarding your taxes.Bigger Pockets is a great place to find a real estate tax accountant. 

Are there issues that you think you should avoid regardless of potential for discount? 

. - Clearly define the terms of the partnership to avoid misunderstandings. - For Both Parties: - Use legal agreements to outline roles, responsibilities, and profit-sharing. - Communicate openly and regularly to build trust.

 WE  do both  give me a call and I can explain but depends on where the tax advantage is