The plan: I am identifying on/off market properties that are targets, will do all of the real estate work (listing, showing, advertising, vetting, etc) and will split the cost of the purchase of the home and the material costs for any needed repairs.The contractor will be subbing out portions of the job and be on site mostly full time until the project is completed. 

We have a partnership with BP so you can start off with a free plan and move on from there.

They try to game-plan as many scenarios as possible.

Contribute to the Roth IRA and investThere may be other, better steps in between, depending on benefits available through your employer (ie, if you're healthy, is a High Deductible Health Plan/HSA available?).

Are there any specific scenarios where you think transactional funding is more advantageous?

Start by reminding everyone of the terms of the lease specifically parking and guests. 

Sounds like you have a great plan. 

But, you could face limits on deductions and miss out on some tax planning opportunities if you do that as well.If this is a one-time deal, doing it as an individual might be easier.

If you have specific questions about property management, I'll be happy to help!

I plan on purchasing with cash.