@Edgar Duarte Selling now under the primary residence exclusion avoids capital gains taxes, allowing you to reinvest the $500K equity in diversified assets like index funds or additional rental properties.

The Creative Investor Meetup is designed for beginning to advanced investors who would like additional strategies when constructing deals.All aspects of real estate investing will be covered including (but not limited to) - Wholesaling, Flipping, Buy and Hold and Commercial with an emphasis on Creative Financing.

Absolutely you can, I rolled over my IRA into a fund making double-digit returns. 

So you have some great resources right off the bat, my additional Referrals would be too many :)

- Highly recommend REQUIRING tenants to get Renters Insurance and adding you, as the landlord, as additionally insured.

Stock market returns have been good and I don’t have the headaches of dealing with any additional houses or guests.

Can you share some additional numbers about the investment property you're looking to buy?

That would be a helpful addition to your plan as you would further reduce your cost of living.Also don’t forget from that $600 you are planning on getting in cash flow you have taxes, insurance, maintenance, capex, and vacancy to consider.With two homes, you may want to keep that extra $20k as an emergency fund rather than spending it on a third property and then be left with no emergency funds.

For the additional features we need that STR apps don't provide, we do the following.esignatures.io for lease signingKeyCheck for background checksOtherwise everything I need is covered by Hostfully, Breezeway, VR Platform, and a few other apps

I agree and additionally I'd recommend going down to the store and actually feeling them.