Starting with a multi-family home as a primary residence is a smart approach, especially with your goal to go debt-free and save up for that down payment.

What is the best way to find and approach people who are not necessarily selling at the moment and make them consider a sale?

Their concept is not new and has been around for ages with people renting rooms in college towns and more expensive markets (NYC, LA) however this is a centralized more hands off management approach to self managing by letting them do all the heavy lifting for you which allows you to scale in less time so yes the concept definitely works and even better with their technology behind it.

Building a strong portfolio and focusing on generational wealth is a fantastic approach.

More opportunity boosts this approach is to do accelerated depreciation through cost segregation and meet the requirements to claim real estate professional tax benefits.

I am now in my 2nd year of trying to lease out the property and I might have to rent it out for 2000-2200(approaching two months on the market)based on a saturated market, also my PITI has risen to 2320.

We are going to try the more simple approach of just adding another mail box! 

One approach we've taken is implementing a move-in and move-out inspection (with photos) to limit wear and tear.

I like the team approach these days get on a team and get paid to learn the bizz.But RE sales is not for everyone thats for sure..

Aiming for conventional and not a DSCR loan due to costs and the higher down payment requirement for the latter.With that said, I'm curious to hear your take on what the most cost-effective & efficient approach would be to source a down payment.