Entry-Level Outside Sales — $3,900 Guaranteed While You Learn (No Experience Needed) You've got a competitive engine and nowhere at work to use it — most entry-level jobs pay you to stand still and pay the same whether you win or coast. This one pays you to compete, with $3,900 guaranteed under your training program so you can learn the game without betting rent on it. And we have every reason to coach you hard: our whole business depends on new people getting good. At Trinity Home Exteriors, our canvassing team works outdoors, sets appointments for our home specialists, and gets 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. 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). Our office and daily meetings are at 435 Lancaster Street in Leominster — make sure that commute works for you before applying. 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) The $3,900
Training Guarantee:
your pay is guaranteed across the training program, paid weekly starting day one. Work your shifts, log your doors, and you're paid the guarantee. Weekly Bonuses (they stack): 3 completed appointments: +$100
- 6: +$250 more
- 9: +$500 more (+$850 total that week)
- first appointment by
Tuesday:
+$25.
Monthly Consistency Bonus:
20+ completed appointments each 4-week period: $400, growing $100 every period earned, up to $800. Automatic Raise at 3
Months:
Senior rates — $225 per completed appointment, 1.25% on sold jobs. Automatic, not negotiated.
What you can earn:
3-appointment weeks ≈ $700
- 9-appointment weeks ≈ $2,675 — before sold-job pay and consistency bonuses.
Consistent performers pace $95,000+ year one.
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
- Full-Time
- 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 and staying active
- a live leaderboard with clear performance tracking
- milestones announced out loud
- friendly competition on a tight-knit team
- owners who know your name.
Training Program (2 Weeks) —
You Earn From Day One:
the guarantee covers training, and every qualified appointment you set during training pays full rates on top. Fundamentals, canvassing strategy, confidence at the door, objection handling, territory planning — at real doors, alongside the team. Career Growth — We Promote From the
Doors:
Canvasser → Senior Canvasser (automatic at 3 months) → Mentor ($40 override on every trainee appointment) → Senior Mentor → Customer Development Director. Every leader here started at a door.
Qualifications:
competitive, team-oriented mindset
- strong communicator
- reliable and consistent
- coachable
- comfortable outdoors
- evenings and Saturdays.
Competitors do well here — former athletes, team-sport people, anyone who keeps score. Never sold anything? Good — we'd rather build a competitor from scratch than untrain bad habits. Show up and stay coachable, and we work on your game with you until you win — that's the program, in writing.
About Trinity Home Exteriors:
family-owned, 17+ years across Massachusetts and New Hampshire — built on trust, professionalism, and long-term relationships. Apply today.
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