I have found it harder to bring in financial partners on my last property even though it has higher bookings that than other properties.  

I know, sorta defeats the purpose of an LLC from a financial perspective, but gets the job done.

If you have not yet, try building your financial model with this in mind.  

How long it takes to be financially ready is different for everyone.

It wasn't just a financial decision, I'm passionate about RE and way over my previous career in aviation.

While both involve finding and properly securing a site and bringing it to full entitlement, the ground-up process includes the land piece but gets way more involved and complex to execute.The full "Monty" for ground-up development needs to include financial literacy, an explanation of metrics, and how they work.

Your plan to house-hack and reinvest is solid stay focused on properties that align with your financial goals, and you’ll build a successful portfolio over time.

Starting out in Section 8 housing may be a rewarding experience both financially and socially.Good luck!

They can provide valuable insights.Run the Numbers: Create detailed financial projections for each property you're considering.

Sounds like you are in a pretty strong financial position.