So, my first caution is it would be healthy not to expect similar results on certain real property investments/deals in the current and near future cycles.That said, there are multiple considerations and clarity needed, before I would act on any investments with your equity.

So, in your considerations, I would park right there for a bit and determine how this would look for you.Since you have about 2.5 years to think about it before you would need to spring into action to take advantage of the rollover for tax advantages, maybe you try on a rental and see how it fits. 

In any case I of course need to actually talk to my landlord, but I'm feeling better about that conversation the more points that are brought up for consideration beforehand.

Maybe we can also take into consideration that we are talking about 2 completely different set of buyers.

Some will even allow you to hire their maintenance teams on an as-needed basis.TaskRabbit & Thumbtack – While hit-or-miss, these can be useful for small jobs when in a pinch.Additional Considerations for Remote Management:Emergency Plan – Have a go-to person (trusted neighbor, friend, or even a tenant) who can physically check on things in case of an urgent issue.Lease Clauses – Since you’ll be remote, make sure your leases clarify expectations for minor maintenance responsibilities (e.g., tenants handling small fixes like unclogging drains).Vendor Relationships – Set up accounts with appliance repair services, locksmiths, and other key tradespeople so they’re familiar with your properties.Tenant Selection & Retention – With your solid rental history and below-market rents, you’re in a great position to minimize turnover, which is key for remote management.Sell or Hold?

Are there any additional considerations?

I am curious to learn from others as well  :) I looked at GHL for my CRM but felt like it was full of features I'd probably never use and the cost was considerably more than what I ended up using: Monday.com.

As someone else had mentioned, the prospect for appreciation should be a strong consideration. 

What is the interest rate on borrowing compared to the rate you are earning, then take into consideration the tax consequences. 

There is another consideration besides monthly CF.