Instead of stressing over timing it perfectly, focus on making sure the deal still works even if rates shift.Since you’re buying in Norfolk, check if lenders there offer any investor-friendly incentives.

Going to start by checking into local REÍ meetups and talking to some friends and family that are doing what I’d like to.

Sounds like a cash out refinance would be the best way to tap into that equity. 

In other words, you will be taxed twice on the money that you do take out essentially. 

Would you be better off just writing VRBO a check?

Most of the time, I think buying a new property pencils out better than the cost of an ADU.

I have a small landscape business (less than 7 workers) of over 30 years and have run my business out of my home for the past 25 of those years.

All channels can work, but some do pan out more reliably than others over the long haul.You’re prety likely eager to free up that mortgage.. and who could blame you?

Reach out anytime.

Because instead of collecting one rent check per month, you’re collecting multiple payments from different tenants.