My main hesitation is that I live in a strong housing market where prices seem to be forever rising.

But if you ask me what is the most important to have when acquiring multiple rental properties with multiple tenants, I would say that the number one priority is having a very strong insurance policy structure as your first line of defense for any unexpected/extraordinary events.

What I have found with a truly dependable PM (very hard to find what I have I think) all those problems go away, plus I have a moderately good cash flow generator, quite strong underlying appreciation and very good tax benefits.

@Stacey AgustinI would strongly recommend participating at least at some level in your employer 401(k) plan. 

While it is possible to find a decent contractor through these sites, the professional, quality driven contractor will have a strong, local network of satisfied clients and fellow tradesmen to funnel work their way.I've found that many of the individuals relying on HomeAdvisor leads are doing so because their work doesn't speak for itself or their clients have not been telling everyone they know about how well their awesome new renovation turned out.

Are you using commercial to refer to business-style properties (office, storefronts, etc) while reserving multifamily to refer to 5+ unit residential? 

I say that because not only does KC have have strong cash flow, it also has solid economic and demographic trends.

Generally do a shaker style as it's the most timeless.

My income is good but not sure if dti is strong.

If your investments will be more interactive or time-sensitive, you will want to evaluate providers of Checkbook IRA LLC programs.2) I would strongly recommend against using any 3rd party administrator or IRA custodian for establishment of a Solo 401(k).