Enterprise Account Executive
Pear VC
Enterprise Account Executive
Location: Boston, MA (In-Office)
About OnRamp
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. Learn more at onramp.us.
The Role
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