About a month later (early March), the seller provided screenshots of the amount due for each bill but not the full utility bills that would have detailed the energy usage.

You're asking someone to spend a lot of time and energy to share what they've spent years - maybe decades - learning and developing.

but also, keep in mind that as much as SF would appeal to buyers, there's really been an uptick in trying to force it down sellers' throats. it's not for everyone. whether we agree with his logic or not, if he doesn't want to SF, he doesn't want to SF. it's a good tool to have in your toolkit, but don't waste energy trying to force it.

It’s sounds like you have limited capital at $10,000 but may have the time/energy to put a deal together? 

Some of my best contractors are ones who made mistakes early, but showed a desire to grow and energy to work hard, and therefore our businesses grew together.

Your time and energy are your most valuable assets. 

Feel like you have a good basic understanding of the process...Just need someone who's done it before to help you get there faster with less wasted time, money, energy, and resources.

They contributed to additional stress, liabilities and spent energy and money at times throughout my ownership.

Save your energy.

Over the span of 5 years you will have paid $77,220 towards rent.However, you're $22,500 downpayment invested into the S&P index fund at our assumed rate of 10.13% compounded annually will be worth $36,236.48Leaving you a net living cost of $36,236.48 - $77,200 = ($40,963.52)Overall numbers after 5 years of house hacking:Expenses include: Principal, Interest, Taxes, Insurance, Repairs/Maintenance, and Private Mortgage Insurance.You will have paid $164,239.76 towards your principal and interestYou will have paid an estimated $20,914 in property taxes and insuranceYou will have paid $5,400 in private mortgage insuranceYou will have paid an estimated $10,859 towards repairs and maintenanceFor a total expense of: $164,239.76 + $20,914 + $5,400 + $10,859 = $201,412.76However, here are the positives to your net worth: Appreciation, Loan Paydown, Rent payments from TenantsYou're home will have appreciated to an estimated value of 560,7812 an increase of $110,782You will have paid down your loan by $26,742Your tenants will have paid $154,439 in total rentThe total benefits add up to: $110,781.87 + $26,742 + $154,439 = $291,962.87House Hacking net worth boosters minus expenses = $291,962.87 - $201,412.76 = $90,550.11(The home equity for year five is calculated using the downpayment + appreciation + loan paydown)House Hacking Vs RentingHouse Hacking net worth after 5 years: $90,550.11Renting net worth after 5 years: ($40,963.52)Leaving you a net worth benefit of $90,550.11 - ($40,963.52) = $131,513.63Here is a screenshot from our calculator on the difference in monthly payments between Renting vs House HackingThe winner is clear.