This Wolf Street piece is both entertaining and eye-opening: the stories of homeowners juggling three mortgages to survive sound less like financial strategy and more like financial desperation.The “cancer” analogy isn’t far off. 

Hello @Alison Meehan,You're doing great juggling careers, kids, and home renovations - that's impressive!

Personally, I think testing out one strategy first (like your cosmetic flips or Section 8 buy-and-holds) will give you clarity before juggling multiple approaches.

Juggling family and a business like that?

It only works if you have a manager who can handle guest turnover, compliance, and operations — otherwise, it’s too much to juggle during a renovation.3.

Totally agree that clear communication and setting expectations early are game changers, especially when juggling multiple clients.

That way, you’ll move with confidence instead of juggling unknowns.Just curious, are you leaning more toward keeping your current place as a rental when you move, or selling it to free up capital?

I’ve been in a similar spot (juggling retirement vs. real estate savings) and here’s a simple framework that helped me and others in your shoes:1.

If you’re juggling a full-time W-2 job, hitting both tests in one year is almost impossible on your own - sometimes a spouse strategy is the only way.Bottom line: rehab time isn’t “wasted”—it all counts toward that one property’s participation, but be sure you can prove both the 750-hour and 50% tests too.

We will be focused of paying the credit card first since we were juggling on the idea of paying off the auto loan sooner.