Additionally, I know the Waivo product for STR covers intentional and accidental damages.

What would the capital gains be on the sale of each lot? 

I just wish those who are cheering and gaining pleasure from this had some form of diplomatic assessment similar to yours.

Coffered ceilings, low corner additions etc.Anyone can slap lipstick on a pig, looking for high value add in high demand markets is where the $ is.

Did the proceeds from the sale count as short term or long term capital gains?

million in addition to their investors (who expect a reasonable rate of return) by keeping the rental rates at a fraction of the market rate?

Removing it cost us an additional $5k over our estimate.  

It will take time.3) Property management companies, chamber of commerce meetings, local commercial RE brokers, etc are all additional options to network and find people who do deals.

They countered and we met them in the middle at 15% under, and then negotiated an additional $15k off during inspection, so total discount was around $150k off list price/ what they paid in 2022.

Your problem will be them incurring capital gains taxes simply so you can get a commission.