AI Intern to the CEO
Government & Public SectorDirect Ashby career site

Senior Account Executive

Location
Boston, MA
Job type
Full-time
Level
Senior
Experience
3+ years
Listed
31 days ago

Skills & highlights for this role

  • full-cycle B2B sales
  • enterprise deal closing
  • MEDDICC

Also useful

  • RFP processes
  • procurement cycles
  • civil engineering firm sales

Stated benefits & perks

  • Health
  • Dental
  • Vision
  • 401k match
  • Pto

The Role

We're looking for a hungry, smart, and relentless full-cycle seller to build and close high-value deals with cities, counties, and engineering firms. You'll own every stage of the sales motion from prospecting to close, engaging directly with executives and multi-stakeholder buying teams. You'll partner closely with Product, Marketing, and Customer Success to turn wins into long-term relationships, with a front-row seat as Cyvl scales from about $5M ARR to a $50M+ category leader. This role is based in Somerville, MA, or remote from San Francisco, CA.

What You'll Do

  • Build and manage a seven-figure pipeline across city, county, and enterprise accounts.
  • Run disciplined discovery using MEDDICC to qualify, quantify, and close.
  • Navigate multi-stakeholder procurement and RFPs with precision.
  • Consistently close $2M+ in new ARR with ACVs from $150K to $1M+.
  • Forecast accurately, keep the CRM spotless, and coach junior reps to raise the bar.

What You Bring

  • 3-5 years of full-cycle B2B sales experience, ideally in enterprise SaaS or public sector
  • A proven track record of closing complex six-figure or larger deals
  • Strong communication with both technical and executive-level audiences
  • Competitive, curious, and highly coachable; you thrive in the office, on whiteboards, and on the road

Nice to Have

  • Experience selling to government agencies or civil engineering firms
  • Experience in early-stage, high-growth startup environments
  • Familiarity with procurement cycles, RFP processes, and MEDDICC

Why Cyvl

  • Hard tech.
  • Real streets.
  • Your name on it.
  • Hard problems in the real world. You build end-to-end: our own hardware, software and AI, with work that shows up on the street in the real world.
  • Ownership that compounds. You own outcomes, not tasks. You work directly with customers and across our team, and you'll own more, sooner, than almost anywhere else.
  • Intense, with heart. We're building a category, so it's not a place to coast. We also take care of each other, have genuine fun together, and believe in what we are doing.

What We Ask

  • Cross lanes. "Not my job" doesn't exist here.
  • Own without a playbook. The plan is still being written, often by you.
  • Try, miss, try again. We make big bets. Some won't land, and we learn fast.
  • Be in the room. We're on-site in Somerville about 90% of the time. If you're based in San Francisco, this role is remote, and you'll be with the team in Somerville for the moments that matter like onboarding, kick-offs, and milestones.

We're a startup building a category. If that sounds like the draw, not the risk, we'd love to talk.

Benefits

  • Equity. You'll own a piece of what you're building.
  • Health, dental, and vision. Cyvl covers most of the premium for you and your family.
  • 401k with a real match, vested day one. Your money is yours from the start.
  • Generous PTO & Paid Parental leave. Doing hard work well includes stepping away from it.
  • Learning stipend. Spend it on whatever makes you sharper.
  • Paid to live close. A monthly bonus for living near our Boston office.
  • Team events. Time together in Boston with a team you’ll love working with.

See Our Work

  • How Atlanta cut downtown potholes by 60%
  • How Buffalo turned a campaign promise into a paving plan
  • How to rebuild US infrastructure smarter

We build for every community, so we hire from all of them. The best people for this work come from different backgrounds, paths, and places, and many of them don't check every box. If this role excites you, apply anyway. If you need an adjustment to our interview process, tell us and we'll make it work.

About Cyvl

The best infrastructure is invisible. You only notice it when it fails. For decades, the people responsible for our roads, bridges and sidewalks have been asked to manage the physical world with tools that can't see it.

Cyvl is the Physical AI company changing that. We build purpose-built sensors, computer vision and AI that turn every drive into current data: what exists, where it is and what condition it's in. 500+ cities and towns use our Infrastructure Intelligence Platform to direct the work and fix problems before they fail. 1 in 30 Americans drive on roads managed with Cyvl data.

The proof isn't a dashboard. It's a smoother commute, a safer walk to school and public dollars going where they matter most. We're a fast-moving team in Boston building hardware, software and AI for the real world. If you believe technology's highest calling is public good, come build with us.

Our Values

  • Real: Authentic and transparent. Focused on solving real problems with simple, effective solutions.
  • All Out: Bold, driven, and committed to delivering results that matter.
  • Accelerating: Always learning, growing, and moving with intention.
  • Reliable: We follow through and deliver at a consistently high bar.
  • Empowering: We lift each other up and help governments build infrastructure they can be proud of.
Read the original posting

From AI Intern to the CEO's careers page, first listed on Rolev.ai on October 10, 2026. Rolev.ai is not the employer.

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Common questions

Where is the Senior Account Executive job at AI Intern to the CEO located?

This Senior Account Executive position at AI Intern to the CEO is located in Boston, MA. Always check AI Intern to the CEO's application page for specific state eligibility or relocation policies.

What qualifications are required for Senior Account Executive at AI Intern to the CEO?

For the Senior Account Executive role, AI Intern to the CEO highlights 3+ years of relevant experience; experience with full-cycle B2B sales, enterprise deal closing, MEDDICC. Rolev.ai can score your existing resume against these requirements and show any skill gaps before you apply.

How do I apply for the Senior Account Executive position at AI Intern to the CEO?

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