Given your stage of life, this could be challenging but worthwhile if you’re confident in handling the stretch.Sell, and reinvest in cash-flow rentals: Using part of the equity to generate cash flow with out-of-state rentals could create a retirement income stream now while still capturing SoCal appreciation.

It first appraised for $330k which I challenged as I had better comps, but it's rare to win one. 

REPS Qualification: Since your role as CEO of BiggerPockets takes most of your time, achieving REPS status could be challenging.

However when I would do work outs it could be a challenge for private second holders to understand the pickle they were in.All the more reason every investor should obtain qualified legal consultation before investing directly into notes 

Quote from @Jonathan Greene: This is one of the most challenging things when you are new to real estate investing or BiggerPockets.

Challenges?

I didn't find any challenge finding quality tenants by posting on FB marketplace, roomster, roomies, basically all of the websites. 

I think one of the challenges of the BP MTR forums is that while all real estate is local, it seems that what is working in the MTR space is hyperlocal.

I spent considerable time pulling comps and estimating fair market value, but given the unique features of this property, it was challenging to reach a confident valuation.

That has helped with tremendously with communication, which is always a challenge with this niche.