REI investing for almost 20 years, owning a wealth management company for 22 years, suffice it to say there has been a lot go data/spreadsheeting/tax analysis/meeting with my team go into this overall decision to sell the entire portfolio at once.  

But weigh the costs of insurance and taxes against the cash flow and make your decision accordingly.

You want an accountant who can help you strategize and who is responsive when you want to know the consequences of the financial decisions you are making throughout the year.Good luck.

This will help you make informed decisions when it comes to buying. 

My experience so far has made me regret my decision for TrueBooks to file my return.

Details can be found at: https://www.biggerpockets.com/forums/521/topics/1224992-brew...

Sounds like it makes sense for you to partner, I would suggest: spell out responsibilities very clearly, how you make decisions and most importantly: have a very clearly spelled out exit. 

Youre with WAY too many options and decisions at one gulp.

If you care to learn about the distinctions, read these posts:https://www.biggerpockets.com/forums/517/topics/1215989-expl...https://www.biggerpockets.com/forums/51-tax-legal-issues-con...2.

Feel free to reach out if you have any questions.https://www.biggerpockets.com/forums/432/topics/1013061-sect...