Lots of building going on, and lots of jobs. 

For example, I am not really cut out for marketing and sales so I partnered with someone who is 10x better than me at it. 

Dont cut corners just because they're only staying for 2-3 months

My wife and I both have decent paying jobs, but after paying rent, vehicles, student loans, etc, there’s not much left over for saving, let alone 20% down.

New roof, siding, soffit, fascia, flooring upstair, repair fencing, yard work/landscaping, new flooring upstairs, new vanities, kitchen remodel, new paint job What was the outcome?

Just remember to consider the local job market, population growth, and rental demand when making your decision.

If they can do the job for that price, you should hire them immediately!

Generally, I would be tree trimming once a year to cut back any branches hanging over the houses because of potential damage, but also because of insect transfer.

Consider emerging Sunbelt markets like Phoenix, Tampa, or parts of North Carolina (like Raleigh or Charlotte) that continue to see high migration and job growth, driving both appreciation and rental demand.

It's been cut up, sold off and dispersed through the generations but our little piece is still where I like to call home.