Demo

Entry-Level Appointment Setter — Guaranteed $3,900 Training Pay + $200 Per Appointment

Trinity Roofing
Leominster, MA Full Time
POSTED ON 9/22/2026
AVAILABLE BEFORE 1/19/2027

Entry-Level Appointment Setter — Guaranteed $3,900 Training Pay $200 Per Appointment

You know the feeling: fluorescent lights, a clock that pays the same whether you’re great or barely there, and no path that goes anywhere. That’s the job we built this one against. At Trinity Home Exteriors, our appointment setters work outdoors, stay active, and get paid on performance — from the very first appointment, starting in training. This is not a closing sales role — no contracts, no pressure pitches. You talk with homeowners, find the ones who want a free inspection, and book the appointment. Our specialists handle the rest. We teach you everything.

Straight up: this is a field-based, door-to-door role in assigned neighborhood territories — not remote, not an office. Full-time and part-time welcome as long as the 2-week training program is completed (Mon–Fri, 9am–4pm).

How the Pay Works — paid weekly, per appointment, in two parts, because we reward real appointments, not padded numbers:

  • $35 the moment your appointment is set and qualified
  • $165 more when the appointment happens — $200 total per completed appointment
  • 1% of the job when your appointment turns into a signed sale (roughly $150 on a typical roof — and it stacks with everything below)

The $3,900 Training Guarantee: your pay is guaranteed across our training program, paid weekly starting day one of class. Any week you work your shifts and log your doors, you're paid the guarantee. It's a floor, not a ceiling — most of our people out-earn it fast.

Weekly Bonuses (they stack): 3 completed appointments in a week: $100 · 6 in a week: $250 more · 9 in a week: $500 more ( $850 total that week) · first appointment of the week happens by Tuesday: $25.

Monthly Consistency Bonus: 20 completed appointments in each 4-week period: $400 — and it grows $100 every period you earn it, up to $800.

Automatic Raise at 3 Months: Senior rates — $225 per completed appointment and 1.25% on sold jobs. Automatic, not negotiated.

What you can earn: a modest 3-appointment week runs about $700, and a 9-appointment week about $2,675 — before sold-job pay and consistency bonuses. Our consistent performers are on a $95,000 first-year pace.

Schedule: Monday–Friday 3:00–8:00 PM · every Saturday 11:00 AM–6:00 PM · Sunday off. When clocks fall back each autumn, weekday hours shift to 11:00 AM–6:00 PM until spring — we knock the hours homeowners actually answer.
Company Location: 435 Lancaster Street, Leominster, MA 01453 · Job Type: Full-Time · Industry: Roofing, Home Improvement, Canvassing

W2 position — taxes withheld, workers’ comp covered, weekly pay every Sunday · health insurance and optional 401(k) with company match — eligible at 90 days.

What the Job Is Like: working outdoors in residential neighborhoods · staying active throughout the day · collaborating with a tight-knit team · friendly competition and clear performance tracking.

Training Program (2 Weeks) — You Earn From Day One: the guarantee covers your training weeks, and every qualified appointment you set during training pays full rates on top. You'll learn roofing fundamentals, canvassing strategy, communication and confidence at the door, objection handling, and territory planning — at real doors, alongside the team, from the first days.

Career Growth — We Promote From the Doors: Canvasser → Senior Canvasser (automatic raise at 3 months) → Mentor (earn a $40 override on every appointment your trainees complete) → Senior Mentor (lead your own team) → Customer Development Director. Every leader in this program started at a door.

Qualifications: comfortable working outdoors · strong communication skills · competitive, team-oriented mindset · reliable and consistent · coachable and open to feedback · able to work evenings and Saturdays. No experience needed — if you can hold a friendly conversation and show up, we can teach everything else. And when something isn’t clicking, we work on it with you until it does — that’s the program, in writing.

About Trinity Home Exteriors: a family-owned business with over 17 years of experience serving homeowners across Massachusetts and New Hampshire. We're built on trust, professionalism, and long-term relationships — with our homeowners and our team. Apply today to join a team that values energy, effort, and results.
Benefits: Weekly pay · $3,900 training guarantee · Performance bonuses · Work Location: In person

Pay: $72,000.00 - $130,000.00 per year

Benefits:

  • 401(k)
  • Dental insurance
  • Health insurance
  • Paid training

Work Location: In person

Salary : $72,000 - $130,000

If your compensation planning software is too rigid to deploy winning incentive strategies, it’s time to find an adaptable solution. Compensation Planning
Enhance your organization's compensation strategy with salary data sets that HR and team managers can use to pay your staff right. Surveys & Data Sets

What is the career path for a Entry-Level Appointment Setter — Guaranteed $3,900 Training Pay + $200 Per Appointment?

Sign up to receive alerts about other jobs on the Entry-Level Appointment Setter — Guaranteed $3,900 Training Pay + $200 Per Appointment career path by checking the boxes next to the positions that interest you.
Income Estimation: 
$59,158 - $74,794
Income Estimation: 
$72,615 - $89,381
Income Estimation: 
$109,186 - $139,009
Income Estimation: 
$117,059 - $151,769
Income Estimation: 
$115,336 - $159,446
Employees: Get a Salary Increase
View Core, Job Family, and Industry Job Skills and Competency Data for more than 15,000 Job Titles Skills Library

Not the job you're looking for? Here are some other Entry-Level Appointment Setter — Guaranteed $3,900 Training Pay + $200 Per Appointment jobs in the Leominster, MA area that may be a better fit.

  • Trinity Roofing Worcester, MA
  • Tired of being stuck inside all day for low pay? At Trinity Roofing, our appointment setters work outdoors, stay active, and earn performance-based pay — w... more
  • 23 Days Ago

  • Trinity Roofing Worcester, MA
  • Entry-Level Outside Sales — $3,900 Training Guarantee $200 Per Appointment (No Experience Needed) You’ve got a competitive engine and nowhere at work to us... more
  • 1 Month Ago

AI Assistant is available now!

Feel free to start your new journey!