Hi Jasmine-Congratulations on being ready to turn your primary residence into a rental.Your question is should you use a property manager or self-manage your property.If there is enough positive cashflow or you can afford to pay a property manager, I always recommend doing so for the following reasons:1.

Property owners can obtain a cost segregation look-back study on their current property to recalculate the depreciation for previous tax years based on their reclassified assets.CAN I STILL DO A COST SEGREGATION STUDY IF MY CONDOMINIUM COMPLEX IS A SHORT-TERM VACATION RENTAL?

Quote from @Adrian Clapp: I highly recommend you read "Am I being too subtle?"

The law does NOT apply to landlords:With less then 5 rental unitsThat live in one unit of a duplex and rent out the other unitThat rent out rooms in the home they occupySo, landlords can no longer state in their rental ads, "Section 8 not accepted".The reverse is also true, "Section 8 only", cannot be used.We've always recommended screening S8 tenants the same way as cash-paying tenants.Landlords waiving application fees and/or security deposits only for S8 prospects may also be violating Fair Housing.

Recommend multiple payments.

We estimate the project will take less than 3 months to complete.I’m exploring alternative short-term financing solutions and would appreciate any advice or recommendations on options that might work well for this type of project.Thank you in advance for your insights and assistance!

One workaround could be keeping a separate spreadsheet to track your adjusted tax basis accurately and only using Stessa for operational insights.You could also reach out to a cpa and see if they have a specific recommendation for software to use.  

In this era of increased rates, obtaining properties that will produce a good return are harder to find and often involve quite a bit of work.  

I'm a local Duluth investor, happy to share my experience and can give some recommendations to help build your team.

I wouldn't recommend it for a number of reasons.