@Matthew Ockwell If the house you’re selling has always been your primary residence, what you do with the proceeds doesn’t matter.

When I looked on furnished finder there were two properties not far from his house and but not much else closer.

Ex - do I need a lease for each room or whole house lease (but what happens when some move out earlier than others) or?? 

We work with many real estate investors that house RE within their plan.Acting as a private lender has it's limitation inside of the plan though. 

I'm ready to move onto my next house hack.

This house currently has no renter though they are actively looking to put one in the home.House 5. rents for $725/m the loan will cost me $13,000 as a down payment and $6,000 closing costs, and should cash flow approx $275/m after mortgage payment are made.House 6. rents for $725/m the loan will cost me $14,000 as a down payment and $6,000 closing costs, and should cash flow approx $250/m after mortgage payment are made.To be able to make this down payment I have the option to:HELOC my current home which cost me about $850/m in repayments OR I can find a hard money lender who would be interested in working with me, I am currently putting together a hard money lender proposal to show a couple family members that would basically look like this: No repayment in the first 12 months, all income going into an account to allow for repairs and emergencies, after that taking the cash flow and splitting it 75/25 to the lender paying it off in approximately 13 years, sooner if we can make extra payments on it and giving the lender an 8% return on his money(about .5% less than what I was quoted for my HELOC).ORI can potentially do a deal with my brother who is also looking to get into real estate and we split the properties 3 a piece.These properties are right outside of a military base in a low income city but have done well for the family currently owning them with consistent long term renters in them.I am looking for any advice as to whether or not this is a deal worth pursuing.

I am looking to do my first house flip.

In recent years, the Millennial generation has emerged as a dominant force in the housing market, exerting a significant influence on trends, preferences, and the overall trajectory of the real estate industry.

I currently house hack a duplex that I bought 2 years ago.

They are as in-expensive as any competing importer and nobody matches their specs in the price range.The plywood is good hard plywood not the typical soft import plywood.Their products meet the California Air Resources Board Phase 2 requirements for formaldehyde emossions which is a huge issue with import plywood.Their finish is a UV cured, water based Benjamin Moore stain just like the American product.