People who put on their own roofs, fix a plumbing leak, paint their house, or take herbal supplements for an ailment are basically taking responsibility for the job they are doing.

Has anybody here ever built an efficiency in order to supplement their mortgage as an investment strategy?

I'd be more comfortable making a big lump sum payment and/or increasing my loan payments once that cash is supplemented by rental income.

I'm happy to be proven wrong because we'd love to own there, but the underwriting there paints a pretty ugly picture.Great place to buy if you like vacationing there and want renters to help supplement your mortgage. 

Sadly, an area for people that like to vacation there and want to supplement the mortgage a bit. 

Subsequently start finding ways to make supplemental income so you can begin your journey.

You can supplement the bookings by advertising on Airbnb and a couple of corporate housing websites.

Hi Jessica,Congrats on purchasing a home and best of luck on the repairs.Ideally, the costs that he has been occurring can be marked as contributions to his capital account and expensed my the LLC or expensed on his personal taxes as a supplemental business expense.Sounds like the record keeping is going to be messy and I can't tell you the best way to report this without getting deeper into the books/records to figure out whats going on.If you're open to remote accountants we can hop an a phone call so I can get an understanding of your situation and if we'd be a good fit.

We want to use our money to make our lives easier and be able to supplement our income so that we don't have to work on jobs we don't like. 

I am looking for a small multi-family ideally but single family would work too, and for my first deal(s) cash-flow is my main goal, as I want to supplement my income (I know I am asking for a lot with that in today's market).