My insurance company gave me guidelines for what I could do on my own with a part time helper(35 hours a week)and still be covered.  

One benefit you will eventually have is six kids will hopefully turn into six helpers at some point. 

We feel as though we could be good 'helpers' if the kids chose to do anything like this, but not sure if this would be something we could do at this stage of our lives on our own.

He self manages, has maid and assorted helpers.

Try it on the side on your days off (and after hours as needed) before you bet the farm on it.Be upfront with customers about this.If you are good (and can communicate effectively) you can build up a customer base before deciding to go at it full time.Maybe use helpers who also do good work, and make a little markup on them on the job.Bank all of the money you make from this. $100,000 is a lot more powerful than $10,000.Just my 2 cents.

I do not think you get 2 bites at this apple, so you need to get the helper / relative in the other unit now. 

The set out cost about $600 to hire the helpers and the rehab was mostly labor plus some expenses to replace broken windows, etc.

I have one half-time helper for the office who does no maintenance.

I have a helper who does a good job at $15/hour and is dependable and doesn't have to be baby sat. 

Back and forth up and down those stairs with helpers was an ordeal I wouldn't wish on my worst enemy.