For example:Generate just a few more clients per year to make up the costGenerate leads and start a team, splitting commission with those agents that don't know how or don't want to do lead gen (and as an added bonus, you can get others to cover the cost of the ads)Become a top producer and get your entire cap backGet your cap back for growing the company by just a just a handful agentsUse a national referral network to either get a few more clients or get a few more referral checks by finding agents for clients out of your marketJust some ideas for ya. 

As others mentioned, investing passively in your first deal or or two has huge benefits - namely, it won't take up much of your time but will get you plenty of exposure to MF investing. 

An added bonus it sounds like California I would only need to pay franchise taxes for the holding LLC even if I have numerous additional LLCs.

You won't have to look for deals and you can invest passively with some syndication structures also able to give you the tax benefits as well to write off depreciation.REITs are similar to any stock but can give you exposure to REI.

If they are located in the Chicagoland area, that would be an added bonus but possessing working knowledge and expertise are the most important attributes. 

Some of them are financially capable of paying but decide to use their stimulus check and bonus unemployment to buy a brand new car (I had one of these). 

It's a 4-5 hour drive from where we live, and the low maintenance landscaping styles of those areas + the lack of extreme winter weather are an added bonus.   

Has anyone taken advantage as a landlord of the Section 168 Bonus Depreciation of vehicles over 6,000 lbs GVWR?

High price and lack of exposure are typically the issues with listings that sit on the market.

I am wondering if tightening my max guest size to 8 would significantly reduce potential bookings or if the algorithm would simply provide more exposure to groups of 8.