Since you're selling 8 SFRs, this could break up into multiple distinct exchanges (most likely), but you have the option of combining multiple sales into single exchange purchases. 

As my wife and I are both over 45, we require a distinct approach to ensure we can retire within the next 10-15 years without having to work, particularly in physically demanding jobs, until our final days.

As long as the distinction stays clear in your mind, I think you will avoid any serious pitfalls.

important that there is often a distinction (however vague) between first time "investor" and first time "homebuyer" - always have to confirm if/what the difference in program eligibility is

You have to have a passion for some segment of the game first.....Just buying and holding a Long Term Rental will take you longer, consider adding in Flipping and BRRRs....

But clearly other items are required because some that have 5 star are not getting the distinction 

However, converting these into desirable, owner-occupied homes could capture untapped market segments, particularly as economic conditions improve.Age Distribution and Market DemandDiverse Age Groups: The presence of young adults and an aging population suggests varied housing needs—from starter homes to downsizing options.

BP just hits a small segment of the potential students that would be attracted to your program..

The most competitive market segment is 250k to 450k, nice suburbs are between 500k and 800k and certain areas a good share of homes over one million, especially in the top school districts.The City of Milwaukee (Milwaukee proper) is about 580,000 people, Milwaukee County has 19 municipalities, many of the very affluent. 

This affordability presents investors with a distinct opportunity to enter the market without significant financial strain.