Love this thread! Just want to impart some local experience here after 20+ years in PM & investing in Massachusetts:
1. Massachusetts punishes landlords. Laws are pro-tenant and it can be difficult to enforce lease terms. An eviction takes 8-12 months and recouping legal fees is rare. Charging lease fees is highly regulated as well. If you don't have a strong process in place when SHTF, consider if the risk to your home/wealth when 'under-managing' is worth it. Property managers fundamentally do two things: manage your asset (lease, maintain, accounting, anticipate) and reduce your liability.
2. Brokers can rent a property or call contractors to do work. Are they using a generic, untested lease? Will they respond at 2am when the basement floods from the ice maker? Do they have software in place for accounting, tenant ledgers, or inspections? When was the last time they took a Fair Housing class? Do they get price discounts from vendors because of bulk business? If you go this route, get references from their other management clients.
3. Screening of tenants is something PMs can do exceedingly well because, well, the PM has to 'live' with the tenant. At PropertyCraft, we have a written Resident Selection Plan, a process to ensure we check off all the boxes and treat every applicant lawfully.
4. Quality PM's have tons of experience that lends to good judgement. Why hire an investment advisor to manage your retirement savings when you can do it yourself through the Fidelity dashboard? Because advisors know their business. The rational for hiring a PM to protect your +$2M property and its income is the same. GOOD PM's actually create value for you.
In all honestly, the quality of property managers can vary significantly. Mass doesn't have licensing requirements for PM's so there are some fools out there. Our company does not work on the North Shore, but if you personal message me with your town, I will send you the name of a good shop around you.
Enjoy your travels!!