I'm not sure if I should let my friend put all of cash in for deals, and then I would take a management fee (either yearly or monthly), or if it is better to take an upfront fee.Any advice would be greatly, greatly appreciated!!

It looks like no one is interested in funding it or offering a finders fee.

- Is hurricane insurance covered in my condo fees or is this something I would have to pay out of pocket?

Based on a rough analysis for a project timeline, I believe the total project can be completed in 5-7 months with the team I have available if we get involved in completing the work on the project.Deal Analysis as a whole - Actual Costs may be slightly different but estimates should be fairly closePost Construction Estimated Market Value - Lot 1: $379,000  Lot 2: $307,000  Total Estimated Market Value $686,000+- $102,000 - Cost to payoff HML & Previous Builder- $154,800 - Estimated Cost to complete House #1- $170,370 - Estimated Cost to complete House #2: Includes New Well/Septic $7500, Impact Fees $2100, Permits $1000= $427,170 - Estimated Cost to Payoff HML, Complete Construction on House #1, and Construct House #2+ $686,000 - Total Future Market Value-  $20,580 - 3% Buyer Agent commissions as the current owner(Listing Agent) will be listing these properties without compensation-  $2,538 - Real Estate Transfer Taxes-  $1,500 - Settlement Costs Paid at Closing______________________________________________   $234,212-  $27,900 - Payment to Seller for Down Payment made by seller to HML @ Origination (For her to break even)= $206,312 - Potential Return before any Interest/Fees/Taxes/EtcI've spoken to a few HM Lenders and ran rough numbers by them. 

Ask about ALL their fees - do they keep late fees, lease renewal fees, etc. 

He’s funded my deals by taking out a loan from his 401k and I would make the biweekly loan payments , and pay him a fee once I sold my flips and refinanced my last property.

So if you do MTR and you are netting 3k after mortgage,after management fees, wear and tear and other expenses.

Potential for increase in rents and appreciation upto 3.5 to 4million in 5-6 years but not sure.Rents at 210k per year for 4 tenants. 50k per year total paid for common area maintenance by all the tenants - which includes property management fees, property tax, insurance, snow removal, other maintenance and misc stuff. 

The 36,000 you are talking about is just the rent collected, before accounting for the mortgage and expenses.Refinancing is the process of getting a new loan to replace your original loan.

If you take cash out you pay tax on the cash you take out.In your example you're wanting to buy so much less than you sold that all of your profit would be taxable anyways like Bill said.Where it all hits the road is that the amount you buy down you want to say is your original capital and that you're leaving the profit in the 1031.