Some thoughts to consider:If you sell now, you are unlikely to pay capital gains taxes as your first 250k (500k if married and filling jointly) aren't reported.Doing your first rental remotely is undesirable without 1.)

He also offers coaching where you joint venture on deals.

Keep track of 3 buckets.1) Owner occupied portion - potential deductions for schedule A2) Tenant occupied portion - potential deductions for schedule E3) Jointly occupied portion - likely prorated for both schedules.There are nuances to this, so I recommend looking for a tax pro who can coach you on this. 

I or a partner have done at least two of his boot-camps over the years, including his land & commercial property which helped us buy our first three land joint ventures-with-the-sellers a few years ago – never has there been subsequent illegal charges, but I do read thoroughly the agreements and immediately notate in my day-timer the required termination date for any company’s teaser or rebate.Again, I empathize with those who had bad experiences with any company’s or guru’s teasers, but I’d suggest rather than avoiding teasers and rebates, take advantage of them!

Might have to do a joint venture. 

If you continue filing taxes jointly the income you realize from your separate property will still need to be explained and redacted, regardless of the type of entity holding the real estate.

I have the opportunity to help a family member be part of a joint venture with them putting the down payment down.  

It's doesn't really sound like you are much into being landlords so doing a 1031 might just change from "annoying when things come up" to full fledged head aches when you buy more and or larger properties in your current market.

Originally posted by Account Closed:Here is the link to a Ch.4 WIVB news article about the company Sunrise Capital Investors (Clearwater Fla.) that bought the Akron Mobile Home Park in Akron NY.

I have non-english speaking tenants, and they registered the tenant portal to pay by ACH (so no fee).