A 1031 must be for equal or greater value or the funds in excess of the value of the new purchase are taxable.

It might be worth a follow-up closer to the move-out date to confirm their plans, but avoid excessive contact to prevent escalation.

A market like Boston has a long track record of appreciation in excess of inflation/cpi.  

Some packages genuinely improve property performance, while others might feel excessive.

.✅ Lower Vacancy Risk – Losing one tenant doesn’t mean losing all your cash flow.✅ More Affordable for Renters – Competitive pricing attracts a steady stream of demand.✅ Built-In Community = Lower Turnover – Tenants stay longer when they feel connected.✅ Allows You to House Hack a Single-Family Home – No need to compete for pricey duplexes and triplexes!

If you have to lose a few hundred a month on a long term tenant, it might be better than selling it.

Even if you break even, you will lose money every month it sits vacant, when you need repairs, property management, etc.

The last thing tenants want to do is lose their section 8 support, it takes years to be approved for it.

True although the fires this year just adds to the reasons to leave California (excessive taxation and regulation, overbearing political correctness, downtowns littered with feces, etc.).

Unless you are talking serious money, which I would say is 2k or more in excess taxes, it may not be worth your effort.