Looking at about 20k from my retirement at 15% and 1 year term.What questions should I be asking?

@Lisa SlussStart Networking with private individuals with cash or retirement accounts and leverage your equity with private lenders instead of banks.

I know a retired athlete who has seven figures in the bank, but works full-time at Target just for the benefits.At the moment, when doing my budget based on my rental income and using 1,500 as a conservative number for insurance, I would have around 4,000-4,500 left over per month. 

I've ultimately decided to pursue long distance buy-and-hold/BRRRR real estate investing with the goal of building a large enough portfolio to not only build our retirement, but also to be able to help out my parents as they approach their difficult years.Upon my arrival in San Jose in the upcoming months, I will be actively seeking networking and mentorship. 

Over the years I have become more and more familiar with it and have become fond on investing in general (retirement, stocks, mutual funds, high interest savings, ect.). 

Keeps the cash flow stable. 

@Dale NuzumWhether the strategy makes sense or not will depend on a lot of details.As a means to utilize existing tax-deferred retirement savings to capitalize a business expansion, a ROBS would absolutely be the correct tool for the purpose.

My professional background is retired military and currently a Federal employee with the Air Force as a Human Resources Supervisor.

By doing this I was able to retire at 41. 

You are considered "disqualified person" to your 401k and assigning this contract to your 401k would be considered "prohibited transaction":https://www.irs.gov/retirement-plans/plan-participant-employee/retirement-topics-prohibited-transactions The proper steps would be:1) Establish and fund self-directed 401k2) Find and purchase investment