Check grading around house and downspouts.2) A replumb should run about $6k depending on SF.

I’m in a traditional career now and would love to scale up investing in some real estate over the next several years. 

And you learn a bunch of stuff about real estate that will help you succeed and make money, scaling from zero to hero in ANY area of real estate.  

Under the second category you can operate on a smaller scale. 

I've scaled to 9 doors through BRRRRs, Turnkey and everything in between.

Leveraging other peoples money allows you to scale you much faster and safer. 

Improving your marketing on Airbnb and expanding to other platforms can help too.For your next move, consider scaling your portfolio by investing in more units or exploring long-term rentals.

Perfect for getting started.House Hacking: Continue the cycle—rent, refinance, buy another property—scaling up each time.

Extensions on downspouts 10 ft away from the building, grade the surface to slope away from the foundation at least 6 inches in 4 feet, provide positive surface drainage around the structure, and finally stop irrigating landscaping within 10 ft of the structure.

In summary, it may be better to keep getting paid through your SS, unless you plan to scale your portfolio dramatically.