I'm not sure how the logistics would work if the duplex is parceled separately and done as a 'package deal' but my guess is it would still be a no go.My first deal was an FHA deal and they have somewhat strict guidelines in terms of the condition the property must be in.

The late fee on the second wears them down into strict compliance.

Are you strictly looking for Single Family Homes?

Strict HUD guidelines.

From a strictly tax perspective, take no salary and leave it as equity if you can afford to live while you do the work. 

I would try portfolio lenders, they may have less strict rules for HELOCS on investment properties.

So I tried to answer the question strictly on that point of view.Putting myself in a mentor’s place, I would want to work with someone who has an equal desire to learn, and a goal in their journey.

Under 6 months would need to be a portfolio lender, but any place offering conventional loans allows at it 6 (unless you just ran into a couple with strict overlays)

Speaking strictly for myself as a new investor, I think it best to stay not just within my own city, but within certain defined areas of my city.

I would be careful with someone who  has not been in for a long time.If you are strictly interested in flipping then vacant unit is the way to go.