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Pear VC

Enterprise Account Executive

Pear VC, Boston, Massachusetts, us, 02298

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OnRamp is the leading onboarding platform for B2B SaaS, helping companies onboard customers faster, reduce churn, and scale without increasing headcount. Backed by $14.2M in funding and trusted by enterprise brands like CVS, McKesson, and CommerceIQ, we’re building the first AI-powered onboarding co-pilot. Location:

Boston, MA (In-Office) We're looking for a driven

Enterprise AE

to join our Boston-based sales team. You'll own the full sales cycle, closing deals in the

$50K–$250K ARR range , and helping us accelerate growth in a rapidly expanding category. You’ll be on-site 5 days a week, working closely with GTM leadership. What You'll Do Source, run, and close mid-to-enterprise SaaS deals ($50K–$250K ARR) Manage full-cycle sales: prospecting, demos, negotiation, close Work cross-functionally with RevOps, marketing, and product Drive pipeline, hit quota, and contribute to a strong sales culture You Might Be a Fit If You Have 5+ years in SaaS sales, with a proven track record in $50K–$250K deals Comfort selling to senior stakeholders (VP, Dir, CS/Onboarding teams) Experience in fast-paced startups and a team-first, in-office mentality Strong storytelling, deal management, and forecasting skills Why OnRamp Join a high-growth startup at an inflection point Work with a sharp, collaborative team in downtown Boston Competitive comp (salary + equity), benefits, and unlimited PTO

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