Since we're talking about a primary residence , you could also mess up your 121 capital gains exclusion if you sell within 3 years of making it a full rental.More risks than potential rewards IMO.

Quaint, cozy, charming, full of character, anything except small.

Perhaps there is a tipping point on the road to FIRE where the risk of not paying Term Life Insurance Policies anymore and the reward of using that money to further fund your portfolios would be more beneficial...

I believe that good development and smart investing can not only be financially rewarding, but also leave a positive impact on the communities we are a part of.  

I don't think the reward is worth the risk.

High risk low reward.

Now if a landlord is going to share in the pain during bad times, shouldn't they also share in the reward when times are good?

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Worked like a charm.

Again, it's not about reward.