Logically we keep telling ourselves, we have the experience to easily make the transition but mentally there's a big difference when dealing with 100's of thousands of dollars on a single fam / duplex and millions of dollars on a 20+ unit property.

Know the value of your property and make sure all buyer due diligence is easily available.  5.  

But seller financing can be a win-win for both buyer and seller.

True, Republicans in 2025 will control the White House and both chambers of Congress.You can easily Google how the legislative process works or just trust my Cliff Note: having a simple majority usually does NOT assure that Congress passes any bill, including tax bills.

Assuming you or the family can pay off the excising loan at closing this should be win win for both of you.  

And Chula Vista or Escondido are great areas for first-timers who want to stay near SD but reduce entry costs.Network at local meetups like “Beers and Deals” - The connections you’ll make there can open up off-market opportunities.Where did you end up starting starting - SD, or did you end up in nearby markets to get your first win?

. :-) Even if you win the war, loosing the battle can easily wipe out all your profits and more.Think about that recent CA AirBnB case where the lady was in the guest house for almost 2 years with no rent?  

A well qualified business broker or someone else experienced in those calculations (think someone with statistics/finance expertise) can easily do this.  

Win some, lose some.

They may easily discover the clubs, investors/end buyers themselves and just sell their property to a highest bidder without sharing proceeds with a wholesaler.