@James BridgesPlease 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.

If you can meet with the seller in person and you have the ability to work out an agreement on the spot as the seller participates in the negotiation that is usually the ideal way.

You, as a first time homebuyer, are able to participate in a "cash only" sale . . .with cash. 

Looking for a CPA who knows/participates in the Richmond VA residential real estate market.

You may wish to confirm that the new 401k provider will handle the ongoing compliance support such as any required 5500 filing (e.g. 5500-EZ for a one-participant plan with assets in excess of $250,000), any required tax reporting (e.g. 1099-r in the event of a distribution or in-plan Roth conversion), mandatory plan updates and amendments, etc.4.

Hi David, yes the company I work with does participate in equity share.

@Thomas BrinnHere are the general considerations regarding 401k loans.401k Participant LoansIf your 401k plan allows for 401k participant loans, the maximum loan amount is equal to 50% of the balance up to $50k.

You may wish to confirm that the new 401k provider will handle the ongoing compliance support such as any required 5500 filing (e.g. 5500-EZ for a one-participant plan with assets in excess of $250,000), any required tax reporting (e.g. 1099-r in the event of a distribution or in-plan Roth conversion), mandatory plan updates and amendments, etc.4.

There're material participation rules that help define what's active versus passive income/loss. 

@Nick RuffiniI am NOT an SEC attorney BUT that sounds like a slippery slope.Find a team of operators that allow qualified sophisticated investors to participate in their syndications.506b allows you and you friend to invest (separately &/or together) and it's 100% above board if you qualify as sophisticated.Really get to know each-other (it goes both ways), build confidence and trust over time; learn the business inside and out and when they present an opportunity that's aligned with your criteria - invest alongside of them.The SEC requires them to have a substantive preexisting relationship before collaborating on an investment.