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Applicant-tracking source confirmed

Account Executive, Mid Market

Help Scout

Sales, Outreach & Business DevelopmentRemoteFull timeExperienced professionalRemote — United StatesUnited States43d ago

Opportunity overview

What you should know

We checked this opportunity from Help Scout. It is listed as United States.

The work location is Remote — United States. Compensation not stated by employer.

Job description

About this role

Today, our SMB sales motion is dialed in. The majority of new customers find us; they visit our website, start a trial, or request a walkthrough of the platform. We’ve built a process that converts these visitors into customers at an impressive rate. Over the past year, our product has become increasingly competitive for support teams at larger companies (100-1,000 employees), but those prospects don’t always arrive on our site ready to engage. That’s where you come in. This is a true outbound sales role, designed for a rep with world-class prospecting skills. You’ll have the opportunity to not only craft our outbound sales motion, but lead the charge competing (and winning) new upmarket customers at a higher ACV. Please note: For this role, we are only able to hire in the United States.

Responsibilities

  • - Build and own your pipeline. We expect more than 75% of your opportunities to be self-sourced through target account campaigns, account-based targeting, referrals, events. Inbound will support you; it won't fill your calendar.
  • - Run full-cycle deals. You'll land the first meeting, run tailored product demos, build compelling business cases, manage commercial negotiations and seal the deal. You own the sales motion (with support from our amazing team).
  • - Build a playbook. What works for you becomes the baseline of our upmarket sales motion. You're the first person running it, and will work with GTM leadership to set our strategy for the future.
  • - Collaborate cross-functionally. You'll give Product direct feedback on requirements on what mid-market support teams need from us, partner with Marketing to launch targeted campaigns & and work in lockstep with RevOps to ensure our operational process is dialed in.
  • - Own numbers . You'll own and report on pipeline coverage, forecast accuracy, and progress to target with enough rigor that leadership can plan around it.

Qualifications and requirements

  • - You've sourced the majority of your own pipeline — 75% or more — and you can be specific about your strategy and results
  • - You have 8+ years in full-cycle B2B SaaS sales, working mid-market accounts at companies of roughly 250–1,000 employees.
  • - You're at home in a 3-6 month cycle, closing deals with with an average size of $25-$75K
  • - You have a real point of view on account selection and engagement strategy
  • - You are comfortable managing a modern GTM tech stack and AI solutions for prospect selection, automation, enrichment — you can build a system that works for you
  • - You use AI daily to improve your output, and you can point to specific examples where AI changed the speed, quality, and scale of what you delivered.
  • - You’re a problem solver, and possess a strong ability to identify customer business needs, multi-thread with key stakeholders and position relevant solutions effectively
  • - You are comfortable being the first of something. There's no mid-market playbook here yet, and you'd rather write one than inherit one.
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The source lists United States as the eligible location. Confirm that you meet any work-authorization, time-zone and experience requirements.

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How this listing was checked

Source status
Applicant-tracking source confirmed
Employer or source
Help Scout
Source checked
October 21, 2026
Application destination
Employer or official applicant-tracking website
Work setup and location
Remote · Remote — United States
Who can apply
United States · Confirmed by source
Pay
Compensation not stated by employer.
Deadline
Not stated by employer

We check the source and visible requirements, but the employer controls changes and the final hiring decision. Confirm the latest requirements before applying.