One concern is we found a new tenant in 2023 and gave him a 4 month break on the rent because he invested massive amounts into the renovation.

Not that regular rentals are getting any easier, but there is not a massive push to shut them down via regulations.

So maybe some bias, but I don't think it's on this massive boom upwards all the agents there loved to tell me.

If the mid-term rental wasn't the issue, then i'd move on to my next point.Again, assuming you aren't burdened with the uncertainty of massive repair expenses on the other property, i'd assess the rental value of the condo you're living in. 

I would go with a company who has multiple properties under management (ideally over 500 to really get the benefits a scale, think cheaper maintenance visits, experience placing tenants, lots of investor experience, ability to find deals within the brokerage, massive marketing channels for properties, systems in place to handle problems, experience handling a massive amount of problems, discounts for bringing multiple properties to manage).Also, make sure your property manager is motivated, experienced, and growing! 

They have a massive portfolio under management. 

This lady has mental health issues and was having massive meltdowns and unbalanced episodes.

You and your partner took on a massive project but along the way solved someone's problem, learned a hell of a lot, and successfully flipped the property!

And all of the mutual funds and hedge funds and everyone else that these instruments are invested in are all under massive pressure to produce the guaranteed returns needed to keep those retirement plans afloat.

There are many moving parts that can present massive challenges if not done effectively.