She was 45. 10 years later she was looking for work.Your health is a good investment.

@Nathan Hagge, kudos to you for working out that lifestyle!

Once you have exhausted your current income and your cash flow is adequate to support your lifestyle; at that point, you can consider leaving your job. 

I personally love the ROBS because it has enabled me to start and fund my own company, which promises to bring me the financial and lifestyle independence I desire.Another scenario to consider, if you are not necessarily tied to working directly with your friend, and you both have retirement funds that could be invested, is to each set up SDIRAs and loan money to each other to conduct for each of you to conduct your own flips.

Have been doing this for 10+ years and have a healthy rolodex of landlords/management companies that I have long term relationships with.

I Will be moving out of state at retirement and wanting to roll into a property we will be purchasing for a 'family compound' type of lifestyle out of Ca State with one of my kids that has a large sum to contribute toward acreage with either very large home or 2 homes on 5-10 acres. 

We own outright a multi-family residence and have plans to upgrade and modernize the Building with Smart Home features and Healthy home certification.

I think once you narrow your focus on what you're interested in and what matches your current lifestyle to achieve your end goal, you'll better understand how to use your equity.Good luck on your journey!

This style of house hacking also does not work for everyone's lifestyle...

Obviously this isn't passive income, but I like the idea of owning something "free and clear" for which I can see a healthy return