Compensation - $125K base and $125K bonus - $250K

Quota - $1M

top - 50 accounts

THE OPPORTUNITY
A global enterprise software organization is hiring a Strategic Account Executive to own and grow a portfolio of 50-100 enterprise accounts across Ontario. This is the highest-complexity, highest-value individual contributor role on the team - a distinct tier above the other reps in the group, carrying a $1M quota against their $600-700K. The mandate is expansion-led - roughly 60% cross-sell and upsell into an installed base, with a meaningful 40% net new logo component. You will sell into Corporate Legal departments and General Counsel offices, and into adjacent functions including Finance, IT, and Procurement. The portfolio spans a mature suite of legal research, matter management, workflow, and AI-assisted solutions used daily by in-house legal teams. The role operates at C-Suite and Board level and requires an enterprise seller who can run long, multi-threaded buying cycles alongside quick transactional deals - often simultaneously.

THE ROLE
Reportin g To Sales Manager, reporting into the VP Sales Manager’s S tyleLeads by example; empowering and empath etic

Team A small team of quota-carrying reps, the majority of whom are currently overachieving. This is the only 'Strategic' seat on the team - a distinct tier above the other reps, who carry $600-700K quotas. Accounts 50-100 enterprise accounts across Ontario - Banking, Insurance, Retail, and Telco verticals

Mix60% expansion (cross-sell / upsell) | 40% net new

logoDeal Sizes$15-20K transactional | $2-3M strategic

Close Rate 25-30%

Buyers - Corporate Legal departments and General Counsel offices, plus adjacent functions including Finance, IT, and Procurement - operating at C-Suite and Board level

Travel 10-20%, within region





Working ModelHybrid - a blend of in-office and home. Most clients are located downtown, so the expectation is to be in the office or with clients a few days a week.

RESPONSIBILITIES

Develop and execute multi-year account strategies for enterprise Corporate Legal customers, focused on ARR expansion and net revenue retention (NRR)

Engage and influence C-Suite and Board-level stakeholders, positioning the organization as a strategic partner across Legal, Operations, Finance, IT, and executive leadership

Lead complex, multi-threaded sales cycles - navigating large organizations with multiple stakeholders and extended buying timelines

Drive insight-led, consultative conversations that uncover deep business needs and align tailored, high-value solutions

Build and progress a robust pipeline of both transactional and long-cycle strategic opportunities

Orchestrate cross-functional account teams - pre-sales, product specialists, customer success, and leadership - to deliver cohesive, high-impact engagements

Identify and execute expansion opportunities within accounts, increasing solution adoption, depth, and long-term customer value

Leverage Salesforce, Gong, LinkedIn, and AI tools to manage pipeline, track contacts, and drive proactive outbound activity

Provide accurate forecasting and strategic account insight to sales stewardship

WHAT THEY’R

FOR10+ years of enterprise software sales experience, with a proven track record managing complex,



high-value accounts and exceeding quotaDemonstrated ability to sell into Corporate Legal, General Counsel, and executive-level buyers - ideally into large enterprise accounts such as banks or financial institutionsLegal tech background strongly preferred; someone who has passed the bar and moved into technology is a compelling profileStrong multi-threading ability - can navigate org charts, build champions, and manage complex internal buying groups

Proactive, outbound hunter mentality - this is not a role for someone who waits on leads

Consultative and solution-oriented: understand the pain, then map the solution

Formal sales methodology training an asset (Sandler, MEDDIC, Challenger, Miller Heiman)

Proficiency in Salesforce, Gong, LinkedIn, MS Office, and AI-assisted selling toolsAn LL.B or legal background is considered a strong differentiator

WHY THIS ROLE

A long-established brand with deep institutional trust - clients rely on the platform for content, research, security, and ecosystem cohesion in a single environment

A genuine content moat: the flagship research and workflow products are embedded in how enterprise legal teams work day to day, which underwrites the expansion motion

Strategic transformation underway - new sales leadership is actively moving the team toward a proactive, modern selling culture with empowered reps

The only 'Strategic' AE seat on the team: $1M quota and true enterprise scope against $600-700K for every other rep in the group

Hybrid working model, strong benefits, mental health days, tuition reimbursement, volunteer days, and global ESG programs

A large, stable, global employer with a credible platform and real internal career progression

#J-18808-Ljbffr

📌 Strategic Account Executive (Ontario)
🏢 Fathom Talent Group
📍 Ontario