Mid Market Account Executive Jobs in Boston, MA

GaggleAMP is a profitable, bootstrapped company that has led the employee-advocacy category for over a decade. We're adding our second seller: a full-cycle closer who qualifies hard, sells on value, holds price, and would rather walk from a bad-fit deal than chase it.

This is a seat where your judgement and your pipeline are your own. If you've been closing well inside someone else's playbook and want the autonomy to run on your own, keep reading.

• You will be our second seller and the first real benchmark for what great looks like here. Your results will shape how we hire and coach the team that comes after you.
• Real autonomy. You own your pipeline, your qualification calls, and your deal strategy, with leadership support when it counts.
• A motion worth building. We have a documented sales framework, real pricing power, and a value story that wins, and you will help sharpen the tools as we scale.
• A clear growth path. As the company grows, this role grows into larger and more strategic deals, including division-to-corporate and global expansion, at a higher quota.
• A profitable, bootstrapped company. No venture clock and no death-march growth targets. Just durable growth and a category we have led for over a decade.

• Carry an individual new-business quota (1M in new ARR) and own the pipeline that gets you there, whether the leads come from marketing or from your own prospecting.
• Qualify every opportunity hard. Confirm fit, find the person who controls the budget, and build a real value case before you invest your time. Disqualify fast when those are not there.
• Run value-led discovery and tie our impact to the buyer's real numbers (revenue from social-driven pipeline, or the paid spend we offset) before price ever enters the conversation.
• Hold price. We do not discount. You will sell our value at list and let unqualified deals go.
• Keep a forecast people can trust. Advance deals on what the buyer actually does, not on activity, and keep your CRM honest in real time.
• Partner cleanly with Marketing, Implementation, and Customer Success, and bring in leadership at the right moments on larger deals.

• You have carried and hit a full-cycle new-business quota at a company near our size, selling roughly 18k to 60k deals to senior marketing or revenue buyers.
• You qualify against a real standard and you disqualify without drama. A clean no is a good outcome to you.
• You build value cases from what the buyer actually tells you, in dollars, and you can pivot to clicks, reach, and traffic value when a buyer has no hard number.
• You hold price and tie it to value rather than defending it.
• You keep clean pipeline data and an honest forecast, and you advance deals on buyer commitment.
• You generate your own pipeline and do not wait for leads to be handed to you.
• You use a modern tech stack to create leverage, and you can name the specific AI tools (for example ChatGPT and Claude) and prospecting tools (for example Apollo) you use, and the exact workflows you run with them. Concrete, not abstract.

• Reps who need an SDR team, heavy ops support, or a finished playbook to perform.
• Price-defenders and discounters who soften at the first budget objection.
• Sellers who move a deal forward because a call went well or a demo got booked, rather than because the buyer did something real.

150,000 OTE with uncapped commission. Remote within the United States.

Our process includes a set of written questions and a Culture Index survey before we go deep. It is how we keep the process fair and consistent for everyone. If that feels like a barrier, this probably is not the right fit, and that is okay.

$160,000+ OTE with uncapped commission.

• Medical, Dental & Vision insurance (after 30 days).
• Matching 401K (after 6 months).
• Join an exciting and dynamic company with a strong leadership team and culture.
• Grow professionally by gaining powerful experience managing relationships in the digital marketing space.
• Have the opportunity to contribute and directly impact the growth and direction of the company you work for.

GaggleAMP provides equal employment opportunities to all employees and applications for employment and prohibits discrimination and harassment of any type without regard to race, color, religion, age, sex, national origin, disability status, genetics, protected veteran status, sexual orientation, gender identity or expression, or any other characteristic protected by federal, state, or local laws.