I use this system and even my bookkeeper uses it for her business. https://a.co/d/1tnzkhy

Is it a vacation home that you also rent out, or is it a business that you stayed in for 14nights or fewer last year?

However on a Title SearchI did in 2020 it shows the lien in 2nd position to CIT Small Business Lending. 

To address this, we agreed that I would work in the business for six months to verify the financials, which so far align with his POS system.My main issue is that at 23, I don't have strong financials to get a conventional loan at 75% LTV with a ~7% rate, and the seller's lack of financials complicates bank approval.

Ernest,Besides all the real estate/property/transactional tips above; you need to understand that running a short term rental is running a business. 

Has anyone done business with CLick invest? 

When you get them on the phone setup a time to do a zoom call, see how they do business, who the connections are they have, and if you get to know them through those conversations and feel good go meet them in person.

I've found many excellent wholesalers I do business this way.Another approach...just Google "sell my house" in your area and there will be at least 3-4 paid ads, and dozens more unpaid that will pop up.

Frankly, I would be surprised if a real estate agency would want to hold rent properties in the same entity as their brokerage business.

Currently, I am planning to build single-family homes on those lots.Keep this business simple and focused on your niche.