Expansion Account Executive (Boston)

Company shown to members 🔒 · Remote · US only

US onlyExperience not stated$250K–300K/yrPublished 1 May 2026Check carefully

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First recorded by Psst: 12 October 2026. Your first 3 jobs are free to apply to (the first right away, 2 more with your email). After that, the company and the apply link are for Psst members, from $4.99 for 7 days.

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The 20-second read

Experience
Experience not stated
Where you can live
US only
Skills and tools
salesforce, upsell, b2b, saas

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Job details

Where you can work
United States
Employment type
Not stated by the employer
Advertised pay
$250K–300K/yr
Experience
Experience not stated
Employer publication date
1 May 2026
First recorded by Psst
12 October 2026
Last checked at the source
11 November 2026

About the job

About the company

AI is rapidly transforming the world. As generative AI reshapes industries, teams need powerful ways to monitor, troubleshoot, and optimize their AI systems. That’s where we come in. The company is the leading AI & Agent Engineering observability and evaluation platform, empowering AI engineers to ship high-performing, reliable agents and applications. From first prototype to production scale, the company unifies build, test, and run in a single workspace, so teams can ship faster with confidence.

The company serves a rapidly growing customer base of 150+ leading enterprises and Fortune 500 companies. Customers like Booking.com , Uber, Siemens, and PepsiCo leverage the company to deliver AI that works.

The Opportunity

We're looking for a driven Enterprise Expansion Account Executive to own and grow revenue within the company's existing customer base. You'll work with AI engineers, Data Scientists, and platform teams who are already using our Enterprise platform - helping them unlock more value, expand into new teams, and deepen their investment as their AI initiatives scale. This is a high-impact, high-ownership role at the intersection of a fast-moving product and a customer base growing rapidly alongside the AI industry.

What You’ll Do

  • Own the full expansion and renewal sales cycle across your book of business, executing a complex, value-based process that spans multiple stakeholders, teams, and use cases within each account.
  • Proactively identify and develop new growth opportunities by analyzing customer usage, mapping whitespace, and targeting high-value needs across business lines and technical teams.
  • Build and maintain executive relationships, creating awareness and buy-in at the VP and C-suite level to support pipeline growth and long-term account expansion.
  • Define and execute account strategies in close partnership with Solutions Managers and internal account teams to drive sales velocity and deliver customer outcomes.
  • Clearly articulate the company's unique value - technically and commercially - tailoring your message to both technical practitioners and business decision-makers.
  • Forecast accurately and consistently, leveraging key metrics and pipeline data to provide visibility and inform go-to-market decisions.
  • Maintain rigorous hygiene in Salesforce, tracking all activity, opportunities, and account intelligence to support a high-performing revenue team.
  • Travel as needed to build relationships and engage customers on-site.

What We’re Looking For

  • 5+ years of B2B SaaS sales experience
  • Proven track record of driving expansion and upsell revenue within Enterprise accounts, bonus for selling AI/ML or data infrastructure software to VP and C-suite stakeholders.
  • Demonstrated success building and deepening executive relationships across Global 2000 organizations, engaging both technical leaders (AI/ML, data engineering, platform) and business decision-makers.
  • Expertise in developing multi-year account plans that expand the company's footprint by aligning product value to evolving customer needs and AI initiatives.
  • Established ability to manage a robust and diverse pipeline of expansion opportunities, balancing near-term wins with long-term strategic growth within a collaborative go-to-market team.
  • Team player: Collaboration with peers and other organizations within the company is critical to success, we deeply value the success of the collective team over individual gains
  • Strong communication skills: Clearly and objectively communicate observations from the field
  • Previous history of also working and closing new business deals and selling through product led experience

The estimated annual salary and variable compensation for this role is between $250,000 - $300,000, plus a competitive equity package. Actual compensation is determined based upon a variety of job related factors that may include: transferable work experience, skill sets, and qualifications. Total compensation also includes a comprehensive benefit package, including: medical, dental, vision, 401(k) plan, unlimited paid time off, generous parental leave plan, and others for mental and wellness support.

While we are a remote-first company, we have opened offices in New York City and the San Francisco Bay Area, as an option for those in those cities who wish to work in-person. For all other employees, there is a WFH monthly stipend to pay for co-working spaces.

More About the company

The company’s mission is to make the world’s AI work—and work for people.

Our founders came together through a shared frustration: while investments in AI are growing rapidly across every industry, organizations face a critical challenge—understanding whether AI is performing and how to improve it at scale.

Learn more about what we're doing here

[link for members]

[link for members]

Diversity & Inclusion @ the company

Our company's mission is to make AI work and make AI work for the people, we hope to make an impact in bias industry-wide and that's a big motivator for people who work here. We actively hope that individuals contribute to a good culture

  • Regularly have chats with industry experts, researchers, and ethicists across the ecosystem to advance the use of responsible AI
  • Culturally conscious events such as LGBTQ trivia during pride month
  • We have an active Lady Arizers subgroup

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