@Joseph Sakic the "pain" is directly related to:1) How much your current PMC cooperates2) What paperwork you already have or can get to send to the new PMC

Can I use cost segregation studies I've done on my apartment buildings to not pay any self-employment taxes on my real estate commissions?

Directly after signing up I called them to make certain I had not signed up for any "subscriptions" or "programs" and was assured I was not.

You can't directly do something to allow you to sell the flip, and buy the triplex without paying gains. 

If you self manage I would still keep property management cost in mind if you change directions. 

I currently have a pre-tax retirement account with employer match and a Roth IRA invested in the stock market.

The great part about contacting the CDC directly (and a large one such as TMC) is they can make referrals to banks that would be interested in your project (i.e. banks that have been actively doing SBA hotel loans)...rather than you having to chase down the bank first, which can be very difficult.Regular commercial lending requirements are applicable (will vary by bank):1 - no bankruptcies2 - no foreclosures3 - FICO > 7004 - net worth >= loan amount5 - post closing liquidity >= 12 months of P&IIf this works out, you are going to be glad that you made this post.

Quote from @Andrew Self: Hello everyone.

As far as commercial goes, we've been seeing a lot of activity in the multi-family and self-storage space.

If you self manage, you save that money, but you are basically taking on a side hustle.