- This is a high-impact Account Executive role at the forefront of redefining how the world’s most sophisticated legal teams work

- You’ll be part of a team of AEs selling Clio’s category-defining AI and legal technology solutions to the most prestigious law firms and corporate legal departments in the country—driving change in an industry that’s ready for transformation

- As an Enterprise Account Executive, you’ll have the opportunity to shape the company’s growth and elevate execution

- Build and maintain strong relationships with key stakeholders and decision-makers

- Serve as the primary point of contact throughout the sales process, fostering long-term partnerships with clients

- Prepare and deliver tailored sales presentations and product demonstrations that address specific client needs and use cases to convey the unique value proposition of the Clio platform

- Collaborate with the Solutions team to create tailored proposals that align with client requirements

- Guide clients through customized solution recommendations, ensuring proposals align with their business objectives

- Lead contract negotiations to secure mutually beneficial agreements that meet both client needs and Clio’s commercial goals

- Drive deals to close by aligning with internal stakeholders to maintain compliance with company policies

- Maintain accurate records of sales activities, client interactions, and deal progress in Hubspot

- Develop and submit regular sales forecasts and pipeline updates for management review

- Stay up-to-date with trends in the legal industry, particularly in case management and legal technology, to effectively position Clio’s value in the market

- Use competitor and market insights to strategically influence sales positioning and clientconversations

- Work closely with marketing, product,



and customer success teams to ensure a seamless buyer experience from initial engagement through to solution implementation, including the production of reusable video sales content

- Act as a voice for client needs, providing feedback to internal teams to influence product development and client satisfaction initiatives

- Participate in relevant professional networks and training to remain a trusted advisor for enterprise clients

- Travel as needed (up to 25%) for client meetings, in-person presentations, and relationship-building activities at large law firms across North America

Benefits

- Specialized learning and development programs and access to an in-house performance coach

- Equitable compensation for your contributions, regardless of gender, race, or any other identifying factor

- Access to pay transparency on all of our global roles

- Company equity for applicable employees

- RRSP-matching in Canada, 401k in the US, and pension plans in Ireland

- Hybrid model – striking the right balance between the benefits of in person connectivity that in office brings, and the flexibility of remote

- Adaptable paid time off (4-week minimum with opportunities for personalization based on individual needs and achievements)

- Parental leave options for birthing and non-birthing parents
- A $500 contribution to your child’s RESP

- Various health, dental, and vision benefits for you and your family, including an Employee and Family Assistance Program

- Virtual and In-person Wellness Programs to support mental and physical health

- Paid time for volunteering through our Clio Gives program





- $2000 annual counseling benefit for CAD Clions- You are a proven account executive who thrives in complex, consultative enterprise environments. You know what it takes to navigate the legal market and command the room with senior partners, general counsel, and C-level executives

- Skilled in managing complex, full sales cycles in an enterprise setting and navigating multiple stakeholders from large buying committees

- Proven team player who works well with cross-functional teams to ensure client satisfaction and drive mutual success

- Skilled in developing lasting client relationships, prospecting, and negotiating custom, high-value deals

- Advanced ability to persuade, influence, and strategically plan sales activities to maximize results

- Demonstrated experience in developing client relationships, prospecting and negotiating complex and custom deals through to close

- Above all, we are hiring for experience, personality, and charisma – we you need to be able to develop strong relationships with our prospects by making the buyer journey fun and engaging

- Proficient with sales tools, and a master at pipeline and activity management

- 5+ years’ experience in B2B sales, with proven success in a Mid-Market or Enterprise Sales role, and with a strong track record of meeting or exceeding sales targets

- Experience in closing new logo sales, preferably within the technology sector (but not essential), including high value ($500k+ ARR) contracts

- Capable of working independently in fast-paced, dynamic environments, and adept at prioritizing tasks effectively

- Highly driven, with a strong work ethic and a history of meeting and exceeding sales goals

- Exceptional communication, negotiation, and presentation abilities, able to convey complex ideas effectively across diverse channels

📌 Enterprise Account Executive (Toronto)
🏢 Clio
📍 Toronto