Buyer decided to go conventional, we hung in there with them.

If you consider an FHA 203K rehab loan, the FHA guidelines will require both you and your wife to be on the loan application.If you decide to purchase as an individual with a conventional loan, then take on the flipping costs out of pocket, then sell for profit, you would be able to not be in an LLC and do it with only one of you. 

What is the best way to finance another property, or current debt to income is too high for conventional.  

Go conventional if you can for the best rate/terms. 

Usually local banks only, usually conventional unless you have a different kind of business model from strict BRRRR.

@Aaron Garbade let me shed some clarity for you...Conventional max financing: 15% down for a 2-unit, 20% down for a 3-4 unitConventional max loan amount in Tampa: 2-unit $702,000, 3-unit $848,500, 4-unit $1,054,500FHA max financing: 3.5% down for 2-4 unitFHA max loan amount in Tampa: 2-unit $456,275, 3-unit $551,500, 4-unit $685,400The max loan limits will be increasing SIGNIFICANTLY for 2022, if you're not in a hurry.Best of luck!

Should I still try to write multiple offers with different types of financing options for a better likelihood of getting under contract or should I just go with full price, 21 day close conventional financing like my Realtor recommends?

It's a bit higher than most conventional loans, but it also doesn't go on your credit report and the loan can go as a LLC for liability protection. 

Hey Gabe,You wouldn’t finance it with an LLC with conventional financing.

Most lenders are going to require 20% down on a Jumbo second home.  10% down is allowed on a loan that is within the conventional loan limits.