If I were in your shoes I'd propose that he does everything at his cost, and you split the profits 50/50.

Explain your proposed strategy up front when vetting the agent.Are you going to be finding the deals yourself and using the agent for the purchase, or are you looking for full-service representation?

If they propose to high of a price, I will typically say something along the lines of "Hey, I'd love to pass a $150 cleaning fee onto our guest so we can pay you as much as possible, but unfortunately our competitors on AirBNB are only charging $X, and in order to be competitive we've really got to stay as close to this price as possible."  

First time home buyer here.I was wondering what should I be looking for when evaluating different insurance proposals?

What you are proposing doesn't work - while you might consider these different businesses, the controlled groups rules would definitely not.The annual employee deferral has the same combined maximum across all 401(k) plans. 

In short, you need an attorney if you're totally lost.You enter the proposed and final sales terms in the minutes and note the buyer.You need a financial statement and attest to it's accuracy (not required to be done by a CPA) just a representation.You need a statement stating that there are no other liability or contingent liabilities.You need a sale agreement, that shows the agreed purchase price, terms, representations and any guarantees made by the seller.The sale agreement needs to list all assets held, description and valuations.

Not sure if it will work on your proposed asset class. 

@Anthony PorembskiIn 16 years in business, I have never had someone tell me they won’t give me a deposit when I asked for one on a proposal or contract.

I know the cities have been concerned with parking as well which is greatly impacted by situations such as what you are proposing. 

Check out the new program the federal government proposed for first time buyers in the spring.It will be tough to find a place in Toronto due to the price of houses.