Or maybe, continue to hope that my continued search for a real career yields something that allows significantly better repayment of those loans.

The US has already passed the point of no return in being able to ever repay the total debt owed. 

I'm wanting to pick an investment strategy that I can really learn to master, and I know people can make money with any strategy and from that perspective it doesn't really matter which one you choose, however, it seems like every market has its own unique characteristics, which could create some advantages/disadvantages for the different strategies. 

Yes it has many great attributes such as economies of scale, but it also has its own unique risks.

Are there any good resources out there to familiarize yourself with the unique ways different states handle foreclosures and what to look out for in those states?

I live in the Florida Keys which is a very unique place.

You can also just draft a side agreement concerning the transfer and repayment of funds.

I’m buying the land cash and look to use that as collateral for the construction loan.I have a unique opportunity to partner with the owner of the vacant lot behind mine to assemble and develop their land as well.

Rent, Refiniace with credit Union.4 Repay the cash back into the IRA.Will this work.

The repayment terms for a 401k participant loan are equal monthly/quarterly payments of principal and interest (typically prime plus 1%) over a 5 year term (longer if used to acquire your principal residence).Please note that if you take a full $50,000 and then pay back the loan, you can't take another $50,000 until 12 months after the first loan was fully paid back.Per the loan offset rules that went into effect with the 2018 Tax and Job Act: if you leave your job and the loan is current at the time you leave your job but then the loan goes into default because you left your job, you will have until your tax return deadline (including any timely filed extension) to make the loan current by depositing the outstanding balance into an IRA (and thereby avoid the taxes and penalties that would otherwise apply).Please keep in mind the multiple loan rules:Under those rules, the sum of the balances of a participant's outstanding 401k loans under a single 401k plan (using the highest outstanding balance of each loan over the last 12 months) can't exceed 50% or $50,000 whichever is less.