The lack of inventory.

I am looking for a coach that can provide the step by step education required, provide guidance on doing the first deal, provide favorable introductions for key connections and relationships, pass along potential deal flow, and possibly include themselves as part of my team to avoid the lack of experience issue.Just like any investment, this requires a good amount of due diligence and should provide a decent ROI. 

The only benefit I see is that it provides at least some competitive counterbalance to ABNB. 

But they ARE your competition if trying to wholesale, unless it's a big flip.

Since I lack a legal background, I don't want to risk handling it myself, especially for our first rental.

There's < 2 months of seasoning for the purchase, cash into the deal is ~$975k w/o rehab (minimal planned so far - turnkey), purchased the property for 35-40% below assessed value, 825+ FICO, and would optimally like to pull out $975K-$1.15M of equity.Main scenarios we've thought of to accomplish this are: 1) structure sale of property from SMLLC to self and secure 30-year new purchase financing on deal (unsure if legal and tax implications if above initial cost basis)2) delayed financing (LTV restrictions a concern)3) cash out refi (seasoning concerns)4) DSCR (seasoning and rate competitiveness concerns)5) one of the above plus a HELOC, personal loan, etc.?

But I'm sorry to say that I lack experience with that in a very damp climate like Northern California's coast. 

The fact that you state something cant be done shows your lack of effort to spend your customers wisely!   

Go to MLS.1) As if there is no competition on MLS?!

Perhaps you're simply lacking information that can be gained by doing some projects with others, doing what you wish to do.