Senior Account Executive

ClosedWon Talent; Boston (MA); Hybrid; USD 110,000 - 240,000; Full time

Job summary

ClosedWon Talent represents a Series B legaltech AI startup launching a focused Senior Account Executive role in Boston. You will handle large named accounts, complement inbound prospecting, and drive strategic deals with a cross-functional team.

The position targets mid-to-large SaaS transactions, requires a Boston-based professional, and supports a hybrid schedule with three days in the Seaport office weekly.

Qualifications

• 3+ years of B2B SaaS closing experience at a smaller or earlier-stage company
• Track record of meeting or exceeding quota selling mid-market deals in the $30K–$100K range
• Outbound prospecting experience
• Strong deal strategy skills: map opportunities, foresee blockers, forecast accurately
• Strong work ethic and drive to build in a growing office

Responsibilities

• Own large named accounts and drive deals from prospecting to close
• Collaborate with SDRs and other AEs to move strategic opportunities
• Forecast accurately and manage deal strategy to minimize risk
• Hit quota on mid-market to large-transaction deals ($30K–$100K)

Skills

B2B SaaS

Outbound prospecting

Deal forecasting

Quota attainment

Boston presence

Tools

Salesforce

Job description

About the company

Our client is a Series B legaltech AI startup that has more than doubled ARR five years in a row, grew bookings 92% in the back half of 2025 alone, and raised a $50M round in January to fund US expansion. Their product brings AI to contracts, and the reason they're winning is that it runs inside the tools people already use every day, including Word, Outlook, Slack, Teams, and Salesforce. Customers never have to learn a new platform, so adoption is fast and deals don't stall in rollout.

They sell into companies across software, finance, media, manufacturing, retail, sports, and more, and their customer base includes professional sports teams across the NBA, MLB, and NFL, a global fintech, a major media network, and one of the most talked-about AI chip companies. They're taking share from the incumbents in their category.

The US hub is in the Seaport, they hired a great Boston-based CRO earlier this year, and you’d report to their RVP, East who was their Founding AE 6 years ago so he knows the business, the role, and their value prop very well. 80% of AEs beat quota last year and the other 20% came close. They now need to hire a Sr. AE to take on larger accounts.

About the role

This is a Senior Account Executive role focused on larger accounts. You'll be handed a large named account list to prospect into, plus round-robin inbound from your segment. Junior AEs on the team, several of whom were promoted from SDR, handle the smaller deals so you can focus on the larger, more strategic deals:

• $110K–$120K base, $220K–$240K OTE, 50/50 split


• Deals average around $50K ACV, with some transactional deals around $30k ARR with others crossing $100K ARR


• Target accounts up to 5,000 employees


• Boston Seaport office, hybrid with a minimum of three days a week in office

Must-have requirements

• 3+ years B2B SaaS closing experience at a smaller or earlier-stage company


• Track record of meeting or exceeding quota selling mid-market deals in the $30K–$100K range


• Outbound prospecting experience


• Strong deal strategy skills: you can map an opportunity, see where it could go sideways, and forecast it accurately


• Strong work ethic and the drive to build something in a growing office


• Based in the Boston area and able to be in the Seaport office at least three days a week

Nice-to-have requirements

• Experience selling to legal, compliance, finance, or procurement buyers


• Experience at a company that recently raised a growth round and was scaling a US office


• Multi-stakeholder mid-market sales experience