Massachusetts Crash Course in Landlording and Rental Real Estate

This crash course in landlording teaches everything you need to succeed as an owner or manager of residential rental estate in Massachusetts. Below you will find a full outline of our highly rated crash course or “landlording 101.” This course is designed for buy-and-hold real estate investors. This course does not teach flipping or other “get rich quick” systems.

crash course

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/or an attorney, depending on location.
  • 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 coupon for 10% off any MassLandlords annual membership.
  • A MassLandlords certificate of completion and permission to use “MassLandlords Crash Course graduate” on your marketing material.
Crash Course Date Public Ticket Member Ticket
Springfield - Sat 09/21
The MassLandlords Crash Course in Landlording
$205 $195
Anytime Ticket
The MassLandlords Crash Course in Landlording
$225 $215

Course Graduate Testimonials

“I simply wanted to reach out and express just how happy I am to have attended the landlording crash course instructed by Doug. 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. I hope MassLandlords continues to provide its members and the Worcester communities with resources that will further advance its development. Keep up the great work and thank you again!” – Michael Murray (Worcester Crash Course 7/17)
“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 (Springfield Crash Course 10/16)

Course Agenda

  • 8:30 am – Introduction of MassLandlords and course participants
  • 8:50 – Rental markets
    • Urban, suburban, rural
    • Luxury, college, professional, working, subsidized, rooming houses
  • 9:05 – Property selection
    • Lead paint (Legal highlight)
    • Utilities
    • Bones vs surfaces
    • Amenities
    • Repairs and renovations
    • Durable vs beautiful
    • What if I’m stuck with what I’ve got?
  • 9:20 – Sales and marketing 101 for rental property managers
    • Marketing rentals
    • Sales process
    • Staying organized
    • Branding a small business
    • Getting more or fewer calls
    • Tips and tricks
  • 10:05 – Break
  • 10:15 – Applications and screening
    • Criminal, credit, eviction
    • Discrimination (legal highlight)
    • Tenant Screening Workshop
  • 11:10 – Rental Forms
    • Lease vs Tenancy at Will
    • iCORI
    • Eviction notices
  • 11:35 – Legal Matters start
    • Late fees
    • Security deposits
    • Eviction process
    • Move-and-store
    • Water and electrical submetering
    • Housing Court vs District Court
    • Warranty of habitability
    • Inspections
    • Subsidies
    • Rent control
  • 12:00 – Break and Lunch, with free form Q&A
  • 12:30 – Legal Matters finish
  • 1:10 – Maintenance, hiring, and operations
    • Keeping the rent roll and expenses
    • Filing taxes
    • To manage or not to mange
    • Tenants as customers
    • Notifying tenants
    • Extermination
    • Monitoring contractors
    • Lease violations and conflict resolution
    • Record keeping
  • 1:50 – Overview of books and resources for further education
  • 1:55 – Review of unanswered questions
  • 2:05 – End

Who Should Take this Crash Course

This real estate training is designed for experienced owners and managers who want to be brought up to date with changes and best practices, new employees who need to get up to speed quickly, and family members new to the business or planning to take it over at some point.

Do not sign up for this course if you only want to learn how to flip houses, invest in foreclosures, or be a hands-off investor. We’re happy to talk to you about those things, but that is not this course. This course is operations-heavy. See agenda.


  • Continental Breakfast
    • Fresh Baked Pastries, Muffins and Donuts
    • Variety of Bagels with Cream Cheese and Butter
    • Fresh Cut Fruit
    • Coffee
    • Tea
    • Orange Juice
  • Lunch
    • Assorted Paninis
    • Soft Drinks, ice tea, lemonade, and water

*Dietary restrictions: purchase a ticket one week in advance and email, we will accommodate you.


Open to the public. Membership is not required, but advance registration is required!

  • Purchase a ticket for a definite date:
    • Public: $205
    • Members: $195
  • Purchase an anytime ticket:
    • Public: $220
    • Members: $210

Tickets for definite dates appear here when ready.

Crash Course Date Public Ticket Member Ticket
Springfield - Sat 09/21
The MassLandlords Crash Course in Landlording
$205 $195
Anytime Ticket
The MassLandlords Crash Course in Landlording
$225 $215

*Anytime Tickets vs Definite Date Tickets

Definite date tickets confirm your attendance at that event and are non-refundable.

Anytime tickets can be used for any event that isn’t already sold out, are mostly refundable, and cost the same as a definite date ticket if you end up taking the course.

Anytime tickets cost more than definite date tickets because they have a built-in $20 deposit. When you take the course, we’ll refund the $20. If you change your mind and decide never to take the course, we will keep the $20 as an administration fee and refund the rest. The intent is to discourage refund requests and make sure all attendees pay the same member or public price.

After you purchase an anytime ticket, we will set the money aside and notify you when a course is scheduled within 40 miles of the zipcode you entered as your billing zipcode. We typically look to have at least 10 attendees before scheduling. If you like the date and location we set, you can convert your anytime ticket to a definite date ticket by emailing and confirming your attendance. If you decide not to take advantage of that particular course for any reason, you can keep your anytime ticket for later. Anytime ticket holders will be notified of event opportunities before definite date tickets go on sale.

Anytime ticketholders can receive a full refund less $20 by emailing Exception as stated above: If you convert your anytime ticket to a definite date ticket to hold your seat, your ticket will no longer be refundable. When granted, refunds take 5 to 10 business days to process.

Anytime tickets may be refunded at MassLandlords’ discretion less the $20 deposit if we keep having events near you and you never come. We don’t want to hold your money forever. You will be notified when your ticket is at risk for refunding in time to attend the next local training.

Purchasing an anytime ticket increases the likelihood of a crash course being scheduled near you. We schedule crash courses at least once a month anywhere in Massachusetts according to ticket demand.




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