The HOA's financials have been rocky but are improving.

Although they were not good deals originally but as the market improved they were more valuable.  

For example if you grew up in Hopkins you would likely know every part of the city and whats improving and declining.Your market is the twin cities area and the demand for rental housing, price to rents, and future trends.You need to know your city and what they expect from landlords and the costs involved in compliance.Neighborhoods are not the same block by block some have good demand blocks and others have undesirable blocks.Knowing your block would be understanding that the houses in a certain part of the neighborhood are In high demand because of the walking trail, proximity to transportation, or a school boundary, planned light rail, etc.

But I have four triplexes in contract right now that I am wanting to finance in a conforming 30 year mortgage to get the best possible rates and improve the cash on cash return.

New property management and small safety improvements to the building What was the outcome?

What kind of financing should I look into if i would like to pull some money out to cover purchase cost and improvements? 

If you refi and take cash out and used to improve the property then you can get a tax deduction.

All home categories improved by double digits.

Inventory isnt going to improve enough in 2021 to make it realistic to get it done. 

Good luck with that.WI has home improvement contractor statutes.