About the Role simpleroute is hiring an Inside Sales Representative to run outbound prospecting for our Vermont MSP.
This is a hybrid seat based in Colchester. Plan on one to two days a week in the office with the closer and the team. You can work from home the other days. If you want more time in the office, that is fine — we have a room you can dial from.
This is a dialing seat. A full day on the phone - typically around 60 outbound calls - plus email and LinkedIn. You qualify the conversation and book first meetings for our closer. We measure activity, clean handoffs, and appointments that actually happen.
We want someone who will keep a scoreboard and pick up the phone after a no. The point of the seat is more good meetings.
What You’ll Do
Run daily outbound (phone, email, LinkedIn) from HubSpot and our playbook
Work the list we give you and any buying-intent signals in HubSpot
Qualify on fit and timing and set First-Time Appointments our closer attends
Hand those off cleanly for the second meeting and the close
Keep HubSpot (and Autotask where needed) accurate
Hit weekly activity and appointment targets
Be in Colchester at least 1–2 days per week
What We’re Looking For
Time on a phone with a daily call number — two years is helpful, not required
Evidence you can turn conversations into booked meetings
Comfort with a quota and a scoreboard
Clear, business-first communication
Able to work well from home on the days you are not in the office
HubSpot or another CRM is a plus; MSP experience is not required
Compensation
Base $60,000. Posted range $60,000–$70,000.
Commission on held appointments and on managed-IT business you originate
On a $60,000 base, on-target all-in is about $80,000–$90,000.
Offers above $60,000 are for a proven booker. The commission plan does not change.
Above-target years pay more; no-shows do not pay
Plan details are in the handbook and reviewed with the offer
Why this seat
You sit next to an experienced closer. You are not expected to run the deal after the first meeting. Small team, new office in Colchester that is actually a place you would want to sit on the days you are in. You will know by week two whether the list and the playbook are working. Vermont company, Vermont clients - the calls are local enough that the conversations are real. Health, dental, vision, 401(k), and PTO are part of the package.
How to Apply
Resume plus a short note on the last role where you had a daily outbound number via Indeed.
Pay: $60,000.00 - $70,000.00 per year
Benefits
401(k)
401(k) matching
Health insurance
People with a criminal record are encouraged to apply
Work Location: In person