I had a great experience working with Rent to Retirement from start to finish.

I rented out my garage before turning it into an ADU, and it was very successful.

Otherwise, they will abuse the relationship when they face a financial challenge.Tenants never want an increase in their rent, but winter might be a good time to increase rent as there is typically less inventory on the market and who wants to move during the Holidays?

Live with the negative cash flow until rents increase enough to have positive cash flow.  

As an investor, I would pay the HOA personally and have the rent increased. 

Would love to hear more of your plans or area you are looking into building in. build to rent is financially the best way to go.

When prices are high, fewer people can't afford to purchase so they are forced to rent.

Buying with private money and increasing the value by rehabbing and renting the property then BRRRR does a few things.  

Over-improving too early can eat into your returns, especially if the extra $50k doesn’t directly boost rent or appraisal enough to justify it.

I calculate that I could refinance/increase equity and improve my cash flow by $430/month.