Senior Account Executive - Legal Tech

STA; Toronto; On-site; CAD 95,000 - 130,000; Full time

Job summary

STA is seeking an Account Executive (Full-Cycle Sales) to join a fast-growing legal tech startup in Toronto. You will own the entire sales cycle, from prospecting to close, targeting law firms and in-house counsel with a high-value, cloud-based platform. If you excel at strategic outreach, demos, and negotiations, this is your moment.

Be part of a team that values ownership, experimentation, and continuous improvement, while traveling up to 10% for key meetings and events.

Qualifications

• 5–8+ years of full-cycle sales experience in tech or enterprise software.
• Experience selling to law firms or in-house counsel is highly preferred.
• A consultative, trust-first approach with prospects and clients.
• Willingness to travel ~10% for key meetings and events.

Responsibilities

• Crush your quota and help the team beat revenue targets.
• Build and manage a healthy territory/vertical pipeline.
• Follow up with inbound leads quickly and professionally.
• Lead product demos and tailored presentations to showcase value.
• Negotiate contracts and guide prospects through closure.
• Forecast revenue with confidence using modern sales tools.
• Collaborate with Marketing, Product, Customer Success, and Legal to win as a team.

Skills

Full-cycle sales

Tech sales

Legal tech sales

Consultative selling

Discovery process

Cross-functional collaboration

Travel availability

Job description

Join a Legal Tech Rocketship That's Redefining How Law Firms Work

Our client is a fast-growing, venture-backed startup on a mission to modernize the legal industry. They're giving law firms around the world the tools to ditch outdated systems and manage corporate records digitally, securely, and effortlessly.

Their game-changing platform combines AI-powered parsing, document automation, physical scanning, and government filing to deliver a fully cloud-based, end-to-end solution for corporate minute book management. Purpose-built for legal professionals, it’s secure, scalable, and built to turn a compliance burden into a business advantage.

The Opportunity: Account Executive (Full-Cycle Sales)

This is your chance to step into a high-impact role at a company with real traction. You’ll run the full sales cycle—strategically identifying prospects, crafting compelling outreach, leading high-stakes conversations, and closing transformative deals.

If you love building relationships, thrive on hitting big goals, and want to sell a product that actually solves a real problem—this is your moment.

What You’ll Be Doing

• Own the entire sales journey: from cold outreach to close—you’ll be the quarterback
• Balance outbound hustle with strong inbound interest: at least 30% top-of-funnel prospecting using calls, emails, LinkedIn, and creative strategies
• Work smarter, not harder: leverage cutting-edge tools and data to optimize your pipeline and performance
• Build trust with legal professionals: lead value-driven conversations that solve real pain points
• Track, analyze, improve: share insights, test new approaches, and help shape the sales playbook

What You'll Be Responsible For

• Crushing your quota and helping the team beat company revenue targets
• Building and managing a healthy pipeline in your territory or vertical
• Following up with inbound leads like a pro—quickly, persistently, and professionally
• Leading killer demos and tailored presentations that showcase real value
• Negotiating contracts and guiding prospects through a seamless close
• Forecasting revenue with confidence and precision using modern sales tools
• Collaborating with BDRs, Product, Customer Success, and Legal to win as a team

What Makes You a Great Fit

• 5-8+ years of full-cycle sales experience, crushing targets and taking names
• You’ve sold tech to law firms or in-house counsel—this is a must!
• You’re naturally competitive and motivated by big wins
• You’re a pro at discovery and take a consultative, trust-first approach
• You’re growth-minded, coachable, and always sharpening your craft
• You thrive in a collaborative environment, working hand-in-hand with Marketing, Product, and CS
• Bonus: you’ve got startup experience and know how to build as you sell
• Willing to travel ~10% for key meetings and events

What’s In It for You

• A front-row seat at one of the most exciting legal tech startups in the space
• The chance to sell a high-value product that customers actually need
• A culture of ownership, experimentation, and continuous improvement
• An environment that celebrates learning, feedback, and autonomy

Interested candidates, please note: our team checks for new applicants every day. While we would love to be able to engage with each of you personally, given the high volume of applicants we receive, we can only contact candidates that are best suited for this role.