and my real estate is actually fairly liquid, if i listed at the right price (which I don't intend to, since I plan to hold forever, but if I did) i could sell fairly quickly. 

It is for all stages of business including Start Ups, if you’re In the Growth and Development stage, and even if you’re winding down and working towards selling/retiring.

(Of course I wanted to be able to jump on a deal immediately if need be) and he happened to have a personal friend looking to sell.

Perform the same task in each app to ensure a fair comparison.Load a property with pictures and details.Market that property.See what your marketing looks like from the public's perspective.Submit a fake application to see how easy the process is.Run a credit/screening report on yourself.Enter a maintenance request, assign a vendor, and attach a fake invoice.Enter charges to the tenant's ledger.Enter recurring charges and automatic late fees.Sign documents electronically.Run owner reports.After testing a few apps, one should clearly stand out.

Now I want to sell a handful of LTRs and buy another STR, this time preferably in Florida.

Before that it was primary residence since January 2019.Do I need to sell it this October to avoid capital gains tax to qualify for 2 of last 5 years exemption for capital gains (up to 250K single, 500K married filing jointly)?

I'm also curious if they are more difficult to sell or if there would be a discount...

If you purchase a property for $100,000 with say $20,000 down; and 3 years later sell said property for $140,000 while the mortgage has been paid down from $80k to $70k, that’s a cash out of $70k, or a $50k gain that can be used to pay down debt.Of course the easiest answer is to marry someone with no debt instead. 

If the home is paid off in CO I would leave that alone unless you were to sell and reinvest into something else, especially since you are buying primary residence to live in. 

Hi everyone,As a newbie in the world of Real Estate Investing (REI), I'm eager to establish a strong foundation for managing my finances.To streamline this process and stay organized, I'm seeking recommendations for user-friendly online bookkeeping tools specifically designed for REI.