Which is not necessary and a little tricky legally, but she certainly has enough money to pay their rent so that is not my concern. 

If that is accurate, I'd suggest you invest that money into education. 

. $209k is very cheap for 40 acres, so that offer could be a person interested for hunting land and nothing I'd get excited over, and I wouldn't assume it means anything other than you could sell it for $209k. 

I know I can extract cash flow from the property even though the interest rate is not that good i can still cash flow some money and refinance in the future.

I have only been using the bank accounts to pay business/property bills and pay down related debts, he has been using the business bank account for anything and everything from purchasing vehicles to other personal non related investments.

If I directly hold rental properties under the 401k, and only use this account for operating activities, I need to be able to send out wires for property earnest money and down payments, and also provide the account number to my property manager if I need to make a contribution or if they give me monthly rental distributions.

For those who’ve used private money for multiple flips, how has it impacted your ability to scale?

The challenges are too numerous to outline here, a person could literally write a book.

These are reimbursement draws so no money is paid up front.

Also is there is a way to defer Capital gains.Market Conditions: Look into local rental market trends and economic outlook to decide if things might improve or get worse.Management Burden: Assess if managing these properties is too much work and if it’s affecting your cash flow.Alternatives: Consider refinancing to reduce costs or a 1031 exchange to defer taxes and keep investing.Consult with a financial advisor for personalized advice for sure.