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Active2mo ago

Enterprise Sales Director, Retail

Sierra·📍 Canada

Employment

FULL TIME

Work mode

Remote

Experience

DIRECTOR

Salary

C$325K – C$365K/yr

Role overview

Job description

About us Sierra is the leading platform for customer-facing AI agents, working with many of the world's biggest brands — including The GAP, Rocket Mortgage, SoFi, Sutter Health, and SoftBank — to transform how they serve customers and grow their businesses. We are primarily an in-person company based in San Francisco, with growing offices across North America, Europe, and Asia. We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and a commitment to balancing Family along the way. These values are the foundation of our work, and we are committed to upholding them in everything we do. Our co-founders are Bret Taylor and Clay Bavor . Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was

…

About this listing

  • Listed from Sierra's careers site via Ashby · last confirmed on the source 20 Oct 2026
  • Posted 5 Aug 2026

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Role market pulse

How Enterprise Sales Director demand looks in Canada

51/100 · steady

Live jobs

10

Posted 30d

10

30d movement

Early signal

Remote share

90%

Salary listed

90%

Salary trend 1Y

Not enough history

What they are looking for

Skills & requirements

Qualification

What you'll bring 6-8 years of experience in an enterprise customer-facing sales role, identifying and closing large accounts

Department · Sales

Hiring company

Sierra

Technology

View the company profile, current openings and hiring details.

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