For further context, we are trying to have him be the name on the loan because he would be able to utilize his first time home buyer loan to take advantage of the lowered offered interest rate.

If you own 25%+ of the business paying your w2, youre still self-employed.There are bank statement/1099 loan program as well, which is what you have been offered.

If you offer more $ for the property than the all cash offers AND you appear to the seller to be highly qualified in the method you are using for sourcing the payment, at some point your offer will be more appealing than the all cash offers.I don't understand why you would consider a 1031 for another property in two years. 

I'm about to put an offer on a MF in Rensselaer and will definitely be needing a handyworker & painter for some light cosmetic work.

Do you export the raw logs or do you do some manufacturing of them before you sell them.

A scenario where you intented to hold but something came up like an unsolicited offer, higher expenses forcing a sale, change in demographics etc.   

These connections can provide insight into reasonable pricing and offer trustworthy referrals for future work.

However, if you can identify a reinvestment opportunity that offers significantly better returns or aligns with your goals, selling through a 1031 exchange could make sense.

I will also have my agent there with me to offer comps to aid in their appraisal if they are receptive to it. 

A number of our offerings are secluded; many vacationers are looking for that experience.