Account Executive

Crayon· Sales
Apply Now ↗
📍 Boston, Massachusetts, United StatesFull time

About this role

About Crayon

Deals are more competitive than ever! 55% of companies say they have more competitive deals than they did a year ago, and sellers are facing competitors in nearly 7 out of every 10 deals. 

And yet the typical company rates their effectiveness in competitive selling just a 3.8 out of 10 — a painful reminder that most teams are losing head to head competitive deals they should be winning. 

In fact, the typical enterprise is losing $2 to $10 million a year in competitive deals they could have won!

At Crayon, we literally fix this.

We're building software that helps sales teams win competitive deals at a higher rate. This is a problem that had been waiting for AI to come along. Our software transforms mountains of unstructured data into actionable, winning sales plays and deadly talk tracks. We do it in real-time, at-scale, using AI.

If you want to build something big and you’re passionate about how generative AI is transforming go-to-market, we’d love to meet you!

About the role and team

  • You will close opps generated by our marketing and SDR orgs, but we also expect you to own ensuring you have enough pipeline to hit your number.
  • We are extremely development focused. Weekly training session. Lots of call reviews. 1:1 coaching. Feedback heavy culture. (make sure you’re really excited about this)
  • High performing. We brought in new leadership and reset our team a bit in H2 2024 and have seen consistent over-achievement of team and individual targets.
  • Attributes we look for in sellers: smart, high EQ, seriously hard working, high agency
  • We like sellers who have ideas, who will refine their own talk tracks and share them back to the team, who are always tinkering with messaging and collateral
  • Crayon is a startup. We change things all the time in a never-ending quest to be the most elite team we possibly can.
  • We’re open minded, but we’re looking primarily for folks with at least some experience in an Account Executive role
  • You must have a demonstrated track record of high performance professionally and throughout your life
  • Serious work ethic
  • Hunger for feedback and to improve your own craft (we approach training like a professional sports team)
  • Smart, ready to present as a peer to serious executives
  • Excellent ability to connect with people
  • High agency, meaning you just find a way to accomplish the mission
  • High integrity
  • Excellent writer

We offer a very competitive base salary and commission structure that includes a meaningful equity component. Crayon AEs who demonstrate high performance and commitment also have the opportunity for rapid career development within sales or other departments.

Crayon offers medical, dental, vision, 401k, generous paid parental leave, and take-what-you-need paid time off.

On-Target Earnings: $200k+

Frequently Asked Questions

Is the salary disclosed for the Account Executive position at Crayon?
The salary for this Account Executive role at Crayon is not publicly listed. Click "Apply Now" to learn more about the compensation package on their official careers page.
Where is the Account Executive position at Crayon located?
This Account Executive role at Crayon is based in Boston, Massachusetts, United States. The position is listed as on-site or hybrid. Check the full job description or apply directly to confirm the work arrangement.
Is the Account Executive role at Crayon full-time or part-time?
This is listed as a Full time position. It is posted as a Account Executive role in the Sales department at Crayon.
Which team or department does the Account Executive at Crayon belong to?
This Account Executive position is part of the Sales department at Crayon. See the full job description for more information about the team structure and responsibilities.
How do I apply for the Account Executive position at Crayon?
Click the "Apply Now" button on this page. You will be redirected to Crayon's official application portal hosted on workable where you can submit your application directly.
When was the Account Executive job at Crayon posted?
This Account Executive position at Crayon was posted on Apr 30, 2025. Apply as soon as possible — early applications are often reviewed first.
Account Executive
Crayon
Apply for this role ↗

You'll be redirected to Crayon's official application page on workable.