My guess is that if you only took the cash from your sale and bought a property for cash you'd still have substantial tax savings.

They are substantially similar.The bottom-line requirements for wholesalers are:A buyer must disclose to a seller of their intention to wholesale the property;A buyer must disclose they are selling their equitable interest/contract rights (versus selling the property) in all marketing, advertisements and communications with other parties;It is important that each and every communication, ad, sign, post and communication have a disclosure that the wholesaler is marketing and selling their equitable interest or their contract rights.

(Opportunity cost).when i was finally in a position to purchase more houses the prices were substantially higher.

The only solution: jackhammer and remove the slab over the line, dig out old the line and install a new one, backfill it, re-pour the demo'd slab, and re-finish a substantial portion of the basement...needless to say, we got some real concessions from the seller before closing (to offset not just the cost of the new line, but also the downtime, holding cost, and vacancy that had to happen while the line was being replaced).I never buy a property without doing a scope (and it's saved me many tens of thousands of dollars, and major headaches).Good luck out there!

You would have lot of negotiation later on with buyer.If discount is substantial I am not afraid buying home with roof issue or lien, that's easy to solve when you have the cash.

Even looking at the balanced rate (which I feel like is hard because the terms are different) along with the potential to have the monthly payment/fees covered, it feels like a cash out is a better option if we did want to keep this.Part of the current struggle is that the market was hit harder from the rate increase so sales are almost at a standstill and even with trying to sell the house, the rental market is doing substantially better because most military cannot afford to purchase in this area as the payments are over 6k/mo for buying vs 3-4k/mo for renting.Any advice is most appreciated!

Agreed the odds of them wanting to resign after the renovations that would substantially increase the rent is low. 

Prices are still going up but demand is now dropping substantially because, without the foreigners' money pouring in, it's likely not sustainable and demand is dropping strongly at the moment.

Not having these inspected would be a Red Flag for most and I've seen where it substantially affected the property value.....

Avoiding problems is a pretty substantial part of these types of transactions.