I grew up with a single mother, so please don't take this the wrong way, but in my opinion the biggest hurdle a single mother has to overcome for home ownership is a lack of income.

If on the other hand, you are buying assets cash unlevered, then it could make perfect sense to buy for appreciation over the short or long term without exposure to adverse market conditions.

These are great questions, we help newbies overcome analysis paralysis by letting them examine one deal at a time with all the data they need to make a pass or pull the trigger.

I would like to overcome this obstacle. 

Short answer is yes you can, but there would definitely be occupancy concerns that might be difficult to overcome. 

Daymond John and other main speakers emphasized the necessity of setting clear goals and maintaining a laser-focused mindset to overcome obstacles and achieve success in the competitive world of STR.

However I will say financing 95% at today's high interest rates with 33% of the units not generating income sounds like a tough hurdle to overcome in this market, even if you're pulling in strong W2 income.

I'm looking to purchase an off-market home in my neighborhood and ran into a hurdle that I might not be able to overcome...For context my elderly neighbor who I've been friends with for the last couple of years recently passed away.

For example, in my market in Northeast Georgia, it can be difficult to get consistent cleaners for the most rural units.For another market, we can only rent a minimum of 30-night stays per zoning regulations.Parts of Florida are struggling to get STR insurance policies.What challenges are you facing, and what have you done to overcome them?

Looking to purchase an off-market home in my neighborhood and ran into a hurdle that I might not be able to overcome...For context my elderly neighbor who I've been friends with for the last couple of years recently passed away.