What that split is for any of you will depend upon: roles & responsibilities, skin in the game, skill sets, etc.

I believe in his skill and I can be handy as well just lack as much time. 

Depends on how much you have to invest and what are your skill sets.

Yet, despite my growing skills, I would go over budget Every.

Do not be disruptive as many are more skilled and often they are selling you something.....

Here's the million dollar answer:It doesn't appear you have the skill set needed for STRs. 

One of the most common pieces of advice for newbs that I’ve seen on BP is that the best way to start is to gather info/knowledge from others in the industry, and that is EXACTLY what I plan on doing.I have 10 years of entreprenurial experience, and I’m stoked to utilize and apply my skills to the REI world.

You have to offer some kind of skill (such as financial, legal, or construction) and/or cash.

I've been working with 2 commercial brokers that that both have diverse skills.

St Pete Utilities was much more difficult to work with (lacking customer service skills), but went very smoothly after talking to the right person (I got the feeling that the first level customer service was just trying to delay me so she didn't have to do the work).