I have recently started a traditional 401k with a small chunk of my W-2 income contributing.

Could I get a traditional lender to finance the property at 70%LTV?

I know its not traditional, but, we are equal share.  

I have already hired the services of a State of Maine Registered Architect who specializes in energy efficiency and together we will be collaborating on a traditional based design.

Very lucrative business in luxury vacation rentals. 43 million is the number of rental units in the United States alone $85 billion is the value of the vacation rental industry.92% of travelers want the option to book rentals online. 53% of travelers with income > than $125,000 prefer vacation homes to traditional hotels.

The house hacker will pay you the 100k (actually it should be higher...like 110k) in 2 years, pay the traditional 5% of his purchase price ($5500) for the option consideration...and lease the property from you for 800/month.3 - You end up getting 500 more from the Hacker/buyer than your are paying to your seller, so there is no payback period.  

I think he is moody because he is heavily into stocks/bonds and the traditional way of work until you've "earned" retirement.

Hey Garrett: You will not be able to do a traditional residential 30 year loan in an LLC.

Its not impossible to find interested sellers with traditional listings...its just less common. 

Traditional money tends to look at fact, not projection.