For those of you who are seasoned investors, I would greatly appreciate any recommendations you may have.

My coach recommended that I pick one market.

I recommend you go visit a few times to network with local investors or find an investor friendly agent so you can gain local market knowledge, find off market deals and for things such as showings, picture taking or getting accurate comps.

Quote from @Max Emory: Hey @Heidi Kenefick, for your master accounting software I recommend QuickBooks Online.

CT isn't cheap so if you plan on doing it there you are going to surprised at how poorly you do. maybe in the suburbs I'm not sure but as much as I know people call us from CT and everyone is rich and has lots of money and things are expensive out there. build to rent is a great model. we build 3 story walk up infill and keep it to the residential side. 3 units is the most units before it's commercial and you need engineering, etc. check comparable and things liek that. we came up with this design a year ago and we sold 10 if you want to talk further please DM me happy to connect. there are some great build to rent conferences. we went vertical not horizontal with it to save on build costs and design to fit on any infill lot. this fits on a 3500 square foot lot. most lots in our area are 30x120 or 30x150. in miami where I live now they are 50x100 or so. but any infill lot we can pretty much get this one on. there are some great build to rent conferences coming up too that if you like this topic I'd recommend attending I'm sure you'd learn a lot.  

I would recommend considering conventional financing until you reach Fannie Mae's limit of 10 properties, then consider either a portfolio loan, and start your race to 10 again, or look at DSCR at that time. 

I would maybe recommend reaching out to another CPA or two to get an idea of the cost in your area and with your situation to see if you're overpaying.

Recommend doing a search.

I recommend continuing to learn pros and cons of each and determine which paths (I pluralize it as you should diversify even across real estate).

Did you work with any real estate professionals (agents, lenders, etc.) that you'd recommend to others?