If history repeats itself things are going to get rough?

I use Linkedin to verify history and so they can see my history as a landlord/real estate investor.

Without seeing the whole detailed history from the recorder's office, it's hard to develop an understanding.That said, if they're asking $23K on it, you'll want to either view it yourself or get someone to inspect it.

My credit score isn't the best (under 620) and my debt to income ratio is high because I've used my credit to help my daughter. 

Also, moving from a property that's being treated to another one with no history of bedbugs will just spread the infestation to the new unit unless they're leaving everything they own behind and showing up to get keys freshly showered and in their birthday suits.

Ask the lender to tell you about the buyer's strengths (credit score, job history, debt-to-income ratio, etc.) and also ask if the file has been all the way through underwriting, as sometimes there are potential issues that can be brought up by the underwriter way down the line that can challenge the borrower to get the loan.As far as someone beating you up over inspection reports, that's always a tough one.

Straight from the Fannie Mae Selling Guide - Verifying Capital Gains IncomeDocument a two-year history of capital gains income by obtaining copies of the borrower’s signed federal income tax returns for the most recent two years, including IRS Form 1040, Schedule D.Develop an average income from the last two years (according to the Variable Income section of B3-3.1-01, General Income Information), and use the averaged amount as part of the borrower’s qualifying income as long as the borrower provides current evidence that he or she owns additional property or assets that can be sold if extra income is needed to make future mortgage loan payments.Note: Capital losses identified on IRS Form 1040, Schedule D, do not have to be considered when calculating income or liabilities, even if the losses are recurring.Due to the nature of this income, current receipt of the income is not required to comply with the Allowable Age of Credit Documents policy.

@Orazio Difruscolo I've heard 90 days but some of it could boil down to your work history as well.  

@Blake Pruett if you have the cash but not the credit history you can look to an HML to get into a property that will likely require some significant rehab/renovations and refi out.

Daytona is an area that has a strong history and is a very popular vacation spot, especially during Speed Week, Bike Week, Spring Break, etc.