Second question is whether security deposit should also be charged on credit card or is it better to request a check?

Should I take the security deposit from them or closer to the moving date?

If you have a dog, please make sure to have his/her anal glands checked regularly. 

I wasn't getting notifications that I had replies and wasn't checking on it regularly.

What would you do in this industry if you lost your stream of regular income, but were sitting on $15,000?

Definitely consult with your CPA about this as you may have specific situations that didn't come up in your post.Generally, there is an advantage to running businesses like property management or wholesaling through an LLC taxed as an S-Corp, as it can save you social security taxes (your CPA can run the numbers for you along with a more comprehensive tax plan).However, it's usually a bad idea to hold rental property in an S-Corp, so you probably wouldn't want these two revenue streams (rental and wholesaling) running through the same entity.Let me know if you have any questions!

But what if a bank could give me a secured loan up to the amount of my documented contributions, while also holding that same money as collateral?

We have 1st, last, and security deposit. 

I am concerned that because of my age and lack of money I will not be taken seriously by banks when trying to secure a mortgage.

I didn't hire professional inspectors in my deal, but only brought over my regular repair guys to help inspect (structural, roofing, etc)as for management software, I use easy self storage too and I agree with comments above that it's a good fit for small/medium facility given consideration of their cost vs. value. some others like sitelink and storEdge have quite more cool features but you pay for that premium. another factor for me to go with easy self storage is the competitive rate from merchant account provider they partners with that you use for your website's credit card processing. their call center feature is very nice to have additionif you need that.