Enterprise Sales Director
Sierra · Canada - Remote · Toronto
Applied AIremoteDirector$232k–$261k
At a glance
Highlights
- Drive revenue selling Sierra's customer-facing AI agents to global brands.
- Own complex enterprise deal cycles from prospecting to close.
- Partner with product and GTM teams to deliver industry-leading AI.
What they offer
- Equity
- Commission
- Flexible (unlimited) paid time off
- Medical, dental, and vision benefits
- Life insurance and disability benefits
- Parental leave
- Fertility and family building benefits
Ideal candidate
A driven enterprise seller with 6-8 years closing large accounts who thrives on executive relationships and operates AI-natively to deliver outcomes for top global brands.
Requirements
- 6-8 years in enterprise customer-facing sales role identifying and closing large accounts
- Experience managing $1M+ quota and running end-to-end 6- and 7-figure ACV deals
- Exceptional verbal and written communication abilities
- Analytical mindset with data-driven decision making
- Proven track record of prospecting via research, networking and cold calling
- Familiarity with AI landscape, key players and emerging trends
- remote policy
- Primarily in-person
Lab profile
About Sierra
Leading platform for customer-facing AI agents for global enterprise brands.
What they build
- Platform for customer-facing AI agents
Known for
- Enterprise customer service transformation
- Trusted by major global brands
- Voice AI and agent analytics
Key facts
- Headquartered in San Francisco
- Offices across North America, Europe, and Asia
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