MassLandlords: Real Estate Events for Education & Networking

We will be hearing a detailed presentation from our Executive Director, Doug Quattrochi, on the 2026 rent control ballot initiative, what it means for housing providers, and our long-term litigation strategy. Attendees will have the opportunity to ask questions, learn how to get involved, and support the effort. Credit card donations will be accepted during the event.

Part of this presentation will be given by Doug Quattrochi, Executive Director, MassLandlords, Inc. Doug was a founding member of MassLandlords in 2013. He became the association's first Executive Director under new bylaws in 2014. Since then, he has scaled the organization from a core of 160 members in Worcester to approximately 2,500 dues paying businesses from Pittsfield to the Cape, and from an all-volunteer team to approximately 20 full and part-time staff plus 50 volunteers. Doug has been instrumental in advancing democratic governance mechanisms, including score voting for policy priorities and a staggered and democratically elected Board of Directors. Doug also oversees the RentHelper spin-off, which is expanding access to electronic banking for those of us who are unbanked or underbanked. Prior to MassLandlords, Doug held leadership roles in various Massachusetts startups, two of which are still operating. Doug holds a Master of Science in Aerospace Engineering from the Massachusetts Institute of Technology.

"Doug's presentation was excellent. He was very clear and provided detailed explanations." -Larry

"Doug always holds very informative classes full of substance and Very organized!" -Thomas

"Your answers to member's questions were most helpful." -Liz

Tuesday, December 16th
Chat Agenda

• 7:00 pm Start
• 9:00 pm Chat ends

Urgent program update: We will be hearing a presentation from the Executive Director on the 2026 ballot initiative and the litigation goal. We will be taking credit card donations.

No presentation, no registration desk, just meeting up to chat and get to know one another. We need landlords & property managers large & small to attend. We can share our experiences and learn from one another.

Past attendees have:

• Made valuable local connections.
• Talked about local real estate developments.
• Learned more about city government.

Attendees will leave having made some connections in a friendly and informal setting.

Thursday, December 18th
Chat Agenda

• 6:00 pm Start
• 7:00 pm Chat ends

We'll be having open office hours about any rental real estate legal topics you may care to bring. This meeting is a great opportunity for members to learn from an experienced attorney.

We will not enter attorney-client privilege. We will not address questions in private. We will have a group discussion about legal topics of interest to attendees. Questions will be answered entirely at Attorney Greenman's discretion and as time allows.

Part of this presentation will be given by Attorney Jordana Roubicek Greenman. She is a real estate lawyer, recipient of the Super Lawyers Rising Star award 2012-2020, and one of Boston Magazine's Top Lawyers of 2022 and 2023. Her practice - with offices in Boston and Watertown - includes commercial and residential landlord/tenant disputes, condominium association representation, general real estate litigation, and commercial and residential real estate closings. Attorney Greenman has a well-respected reputation for aggressively advocating for her clients' goals, and ensuring beneficial outcomes at a reasonable cost. She was an instrumental part of the team spearheading legal action opposing the Massachusetts and Boston eviction moratoriums, and is very active within the legal community. Attorney Greenman is a member of the Real Estate Council for the Massachusetts Bar Association and the Real Estate Bar Association, writes columns for the Massachusetts Lawyers Journal and Real Estate Bar Association News, and regularly leads legal seminars for first-time homebuyers and small-property owners.

"Attorney Greenman is such a great source of common sense and specialized wisdom!" -David

"No Sales Pitch" Guarantee
MassLandlords offers attendees of directly managed events a "No Sales Pitch" guarantee. If a guest speaker offers services, their presentation will not discuss pricing, promotions, or reasons why you should hire them.

We do not permit speakers to pay for or sponsor events. Guest speakers are chosen for their expertise and willingness to present helpful educational content. Your purchase of an event ticket sustains our nonprofit model.

Third Wednesdays with Attorney Greenman next on Wednesday, January 21st
Except for holidays and where her schedule requires otherwise, Attorney Greenman will be available to members on the third Wednesday of every month.

Zoom Chat Agenda

• 4:30 pm Start
• 5:30 pm Zoom Chat ends

Learn everything you need to succeed as an owner or manager of residential rental property in Massachusetts.
This fast-paced course is strictly limited to 16 participants to allow for detailed discussion and Q&A. Course tuition includes:

• Small group session with the Executive Director, a trained presenter and experienced landlord, and the attorney.
• A comprehensive agenda, see below.
• Your choice of two books:
• Every Landlord's Tax Deduction Guide by NOLO,
• The Good Landlord by Peter Shapiro,
• Getting to Yes by Roger Fisher, and/or
• The Housing Manual by H. John Fisher.
• A bound summary of all material presented.
• Breakfast pastries, coffee, tea.
• Lunch sandwiches, sodas, chips, cookies; all dietary requirements satisfied, please notify us when you purchase a ticket.
• A MassLandlords ballpoint pen.
• A MassLandlords certificate of completion and permission to use "MassLandlords Crash Course graduate" on your marketing material.

You will receive a box packed with your personalized signed certificate, your choice of two books, course notes, pen, and half a dozen other pieces of literature.

Course Graduate Testimonials
"I simply wanted to reach out and express just how happy I am to have attended the landlording crash course. The presentation and delivery of the information was flawless and I certainly have walked away with a greater understanding of the intricacies that govern being an above average landlord/manager." -Michael Murray

“Mr. Quattrochi presented the course in a comprehensive and easy to follow step-by-step format. His PowerPoint presentation was provided to us, in a binder, as part of the course, and I took notes right on the pages. I find this part to be an effective tool because I can refer to it anytime I need to follow procedure. There’s more to it, but for a fun day, I personally, recommend this course to anyone in the Real Estate landlording/investing business, beginners in this profession as well as experience professionals.” -Edwin Rivera

"This has really been a great deal. 2 books, 8 hours 'class' time, bound notes/slides -- impressive value!" -Dawn

"I found this course extremely useful. It was completely professional and gave me a great new perspective." -Nicholas

"I’m glad there was more in depth discussion than just reading off the slides. I appreciate the opportunity for questions and practice." -Crash Course Graduate

"If I had done this 20 years ago. Oh my goodness!" -Crash Course Graduate

"Great overview of being a landlord in MA" -Crash Course Graduate

"Covered a lot of ground concisely, but still enough time for questions and insight. Worth every penny." -Crash Course Graduate

Part of this presentation will be given by Doug Quattrochi, Executive Director, MassLandlords, Inc. Doug was a founding member of MassLandlords in 2013. He became the association's first Executive Director under new bylaws in 2014. Since then, he has scaled the organization from a core of 160 members in Worcester to approximately 2,500 dues paying businesses from Pittsfield to the Cape, and from an all-volunteer team to approximately 20 full and part-time staff plus 50 volunteers. Doug has been instrumental in advancing democratic governance mechanisms, including score voting for policy priorities and a staggered and democratically elected Board of Directors. Doug also oversees the RentHelper spin-off, which is expanding access to electronic banking for those of us who are unbanked or underbanked. Prior to MassLandlords, Doug held leadership roles in various Massachusetts startups, two of which are still operating. Doug holds a Master of Science in Aerospace Engineering from the Massachusetts Institute of Technology.

"Doug's presentation was excellent. He was very clear and provided detailed explanations." -Larry

"Doug always holds very informative classes full of substance and Very organized!" -Thomas

"Your answers to member's questions were most helpful." -Liz

Part of this presentation will be given by attorney Adam Sherwin. Adam is an experienced real estate litigator with years of experience representing landlords, property owners, and other real estate professionals. He has extensive experience litigating real estate disputes before judges and juries and has obtained favorable decisions from the Massachusetts Appeals Court and District Court Appellate Division. He is also a long-time crash course instructor at the Cambridge headquarters and over zoom.

"No Sales Pitch" Guarantee
MassLandlords offers attendees of directly managed events a "No Sales Pitch" guarantee. If a guest speaker offers services, their presentation will not discuss pricing, promotions, or reasons why you should hire them.

We do not permit speakers to pay for or sponsor events. Guest speakers are chosen for their expertise and willingness to present helpful educational content. Your purchase of an event ticket sustains our nonprofit model.

Saturday, January 31st
Crash Course Agenda
In-Person Course Agenda

• 8:30 am - Introduction of MassLandlords and course participants
• 8:45 - Rental markets
• Urban, suburban, rural.
• Luxury, college, professional, working, subsidized, rooming houses.
• Airbnb.
• 9:00 - Property selection
• Lead paint.
• Charging for utilities.
• Climate change risk.
• Heat pumps.
• Vinyl plank vs. hardwood floors.
• Landlord trade-offs repairs vs. cleaning.
• 9:40 - Marketing and advertising
• Getting the right applicants.
• Small business branding tips and tricks.
• Where to advertise.
• 10:05 - Break for ten minutes
• 10:15 - Finish marketing and advertising
• 10:35 - Applications and tenant screening
• Criminal, credit, and eviction background checks.
• Discrimination and fair housing.
• Interactive tenant screening workshop.
• Section 8.
• 11:30 - Tenancies
• Lease vs Tenancy at Will.
• Move-in monies.
• Security deposits.
• Pet rent.
• 11:50 - Break and Lunch, with free form Q&A
• 12:20 - Warranties and covenants
• Water submetering.
• Sanitary code.
• How to raise the rent fairly.
• Support animals.
• 12:40 - Dispute resolution
• Eviction notices to quit.
• Court process.
• Move-and-store
• Relocation assistance.
• 1:40 - Break for ten minutes
• 2:50 - Maintenance, hiring, and operations.
• Tax advantages.
• Property managers.
• Contractors.
• Building permits.
• Extermination
• LLCs and trusts.
• Grants and alternative funding.
• 3:10 - Break for five minutes
• 3:40 - Overview of books and resources for further education
• 3:45 - Review of unanswered questions
• 4:00 - End Course