Moving forward, I suggest you prioritize attention to detail. 

Liquidity: If this is your first or second property, prioritizing liquidity (by cashing out now) might allow you to seize unexpected opportunities, especially if you’re actively prospecting deals.Since you don’t have a deal lined up yet, you might explore options to minimize the gap, like prequalifying potential deals or using short-term financing strategies to bridge the 4 months.Good luck growing your portfolio!

Here are a few things to keep in mind:Eviction Process: Courts often prioritize tenant rights, and during certain times of year (like the winter months), it’s tougher to get an eviction through.Legal Barriers: If the property is rent-stabilized or the tenants have protections, it could mean additional layers of complexity. 

I now currently work for a PM in Milwaukee that has the same focus as you, to provide quality property management and we have prioritized quality over quantity as we have grown our business.

If you were in my shoes, what would you prioritize at this stage of the journey?

Should I be prioritizing equity/appreciation?

On the other hand, if you’re looking for flexibility or control, or you prioritize high resale value, it’s worth exploring alternatives like small multifamily properties or single-family homes in areas with broader market appeal.Coming here to see if anyone has suggestions or experience to share is a great first step!

Specifically, creating a property project timeline for work that needs to be done and when to prioritize XYZ.

If you are set on prioritizing the BRRRR and cash flow you need to find a different market, but perhaps you are already in a Market A equivalent and there's an opportunity you're not even aware of. 

Also Airbnb does prioritize things like looser cancellation policies, instant book, in line with market cleaning fees, etc.