My question is, If one is to be strictly commission based, Is finding a broker with mortgage industry similar to finding a broker with real estate?

For example, are there specific documents or information I should prepare, or would identifying a target property first be more beneficial?

Hey @Mike Nelson, never assume anything about STR rules and regs.Here is the STR rules for Oak Park - https://codelibrary.amlegal.com/codes/oakparkil/latest/oakpa...I would call the city and make sure it is legal for a specific property.Now regarding the famous person angle, sure it can add value to the property or as a STR, but for STR use, I would think you would need it to be in original condition with a lot of the furniture and knick-knacks that were owned by the famous person along with a bunch of photos etc featuring the famous person.If you buy a place that has been totally redone but was owned by someone famous but has no features or things that were theirs, then I don't see it being a draw. 

Are there specific qualities or terms you look for that make the relationship a good fit for your investment strategy?

That is "true"....Here is the bottom line, and I am going to skip over the entire foreclosure process unless someone specifically asks. 

Another huge thing to consider is laws and regulations, many times new investors will jump at Hudson county thinking the proximity to NYC is great for renting (which it is) but many of the municipalities in Hudson county have very strict landlord laws. 

I worked with an agent who was okay but I became an agent myself because I became so interested in the industry and want to help other people build wealth and become investors themselves.

I certainly don't want to get into the business of being a "bottom feeder" that takes advantage of people, but if there is space in the industry for someone to help people in your situation while making a fair profit, I wouldn't mind learning more and getting involved.If interested, message me.

You are so right about analysis paralysis 😁Not too concerned about mechanics though I would like to learn more about how to best use CRMs (specifically freedomsoft), but also would like to learn specifics regarding forming LLC structures and tax strategies 🤔

However, consider STR seasonality, local regulations, and management demands, and ensure your equity loan and new primary residence costs fit comfortably within your budget.