I'm looking to start wholesaling to gain some experience and extra cash at the same time.

Is it a good idea to sell now for a nice capital gain?

@Michael BrunnerIf you've used it as your primary residence for at least two of the last five years, you can exclude the gain on the sale of the property from your gross income, up to $250k (or $500k of gain if married and filing jointly) under IRC § 121.

This deal will build a relationship, trust, and can lead to more deals.So far the entry points I can think of are get a real estate license and gain credibility.

She'd love to have monthly payments vs a lump sum then loose 25% to cap gain taxes since her cost bases is near zero.This is the pitch:  offer to give her asking (if its really worth that much) but she'll get much much more from earning income on the interest on the balance.  

Appreciation is your buddy since you don't have to do anything to gain that equity.

Land Trust, and care to not trigger a problem with 5 year look back for Medicaid, and excessive capital gains for current owner is desired.Advice/thoughts on all matters surrounding this deal are greatly appreciated!

I am trying to figure out how the agent gained entry to a house not listed for sale and owned by someone else.  

Its a great site to meet people and gain great knowledge.  

Many couples  want to use the 5 year period post divorce for real property transactions that can still benefit from the section 121 marital exclusion on capital gains.