- Lina Hi Lina,Your situation is very common, and deciding between selling or investing more into your property to potentially increase its income is a pivotal choice.

@Jalen De LeonFirst question to ask a potential CPA...do you personally invest in REI. 

I think with any mid term rentals but especially in NYC it is important to vet potential renters as much as you're able to.

So you get potentially more coverage.If the Blanket endorsement is not available in CA, then what he is saying about adding to his policy is correct, each additional insured would have to be an sepparate endorsement to the policy and might be charged for (here it could be $50-$100 each)If you do not require the additional insured status, you should see if the company will notify you of cancellation. 

But even these will only find 90% of the potential problems.

Investing with a syndicator or individual investor who partners on deals would be the best routes for passive investing at a (potentially) greater return.

While the cost of entry might be a bit higher, I truly believe there's still plenty of potential for property appreciation.My focus is primarily on single-family homes with a long-term hold and rental strategy in mind.

Here's a suggested approach:Verify Rent Increase:Request a rent roll from the seller to cross-verify rental history.You can ask the current tenant for confirmation, ensuring transparency and avoiding surprises.Contact Existing Tenant:Communicate directly with the current tenant to discuss the property and their intentions.Understand their perspective on the rent increase and their willingness to stay.Reason for Previous Buyer Backing Off:It's reasonable to ask the seller or their agent about the reason the previous buyer backed off.This can provide insights into potential issues or concerns with the property.Negotiate and Due Diligence:If you're still interested after clarifying these aspects, negotiate based on your findings.Consider conducting your due diligence, including a thorough inspection and possibly consulting a local property manager for insights.Evaluate Costs and Risks:Assess the costs associated with potential repairs and factor in the risk of the increased rent being accurate.Weigh these costs against the reduced purchase price and potential future returns.Remember, due diligence is crucial in real estate.

Can you recommend someone in Tampa that is more broad in their experience then a traditional lender.Hey there, if we can help with the cashout or a potential construction loan, we would be happy to!

(not trying to be a jerk, just pointing out what should be obvious)Thanks Michael,  yeah I approved just some painting same day but I think my problem lies in they aren't even diagnosing the potential work until tenant leaves leaving a gap in time.