Director, Strategic Accounts - Toronto

Remote · 7+ years experience · Full-time · Remote · Posted Oct 6, 2026

At a glance

Decagon is the leading conversational AI platform empowering every brand to deliver concierge customer experiences.
Our technology enables industry-defining enterprises like Avis Budget Group, Block’s Cash App and Square, Chime, Oura Health, and Hunter Douglas to deploy AI agents that power personalized, deeply satisfying interactions across voice, chat, email, SMS, and every other channel.
We’re building a future where customer experiences are being redefined from support tickets and hold music to faster resolutions, richer conversations, and deeper relationships. We’re proud to be backed by world-class investors who share that vision, including a16z, Accel, Bain Capital Ventures, Coatue, and Index Ventures, along with many others.
We’re an in-office company, driven by a shared commitment to excellence and velocity. Our values — Just Get It Done, Invent What Customers Want, Winner’s Mindset, and The Polymath Principle — shape how we work and grow as a team.

Decagon is seeking a Strategic Account Executive to drive growth by securing key strategic logos with some of the world's largest brands. This role requires a product-minded, autonomous professional capable of building deep relationships with C-suite stakeholders and collaborating with engineering teams to deliver tailored AI solutions.

Develop a strategy to break into and close key strategic logos for Decagon
Develop deep, trusted relationships with key stakeholders at all levels of the customer organization
Understand the customer's business, challenges, and strategic priorities to uncover new opportunities for expansion
Collaborate with internal teams including founders, deployment strategists, and engineering to deliver tailored solutions
Forecast and accurately report on pipeline and revenue
Develop and execute account plans to execute strategic deals
Provide feedback and insights to product and leadership teams to influence the company's roadmap
Maintain expert-level knowledge of the company's products, services, and industry trends
Expect moderate travel

7+ years of experience in strategic or enterprise sales
Proven track record of growing revenue and expanding business with large, complex accounts
Excellent communication, presentation, and negotiation skills
Strong business acumen and ability to speak the language of the C-suite
Consultative selling approach with a focus on value-based solutions
Ability to manage multiple stakeholders and cross-functional initiatives
Bachelor's degree or equivalent work experience