Job Overview
Location
Canada - Remote
Job Type
Full-time
Category
Sales
Date Posted
May 10, 2026
Full Job Description
đź“‹ Description
- • As an Enterprise Account Executive at Sierra Technologies, you will drive revenue and pipeline growth by identifying, targeting, and closing large enterprise accounts, playing a pivotal role in shaping the company’s go-to-market strategy during an early-stage growth phase.
- • Day to day, you will prospect and generate leads through research, networking, and cold calling; manage relationships with key decision-makers at enterprise customers; negotiate and close complex 6- and 7-figure ACV deals; develop and execute sales strategies; collaborate cross-functionally with product, technical, and operations teams; and help define the sales motion for the GTM function.
- • Sierra Technologies is an in-person headquartered company in San Francisco with global offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Japan, and Sydney, dedicated to building a platform that enables businesses to create better, more human customer experiences with AI, guided by core values of Trust, Customer Obsession, Craftsmanship, Intensity, and Family.
- • In this role, you will develop expertise in enterprise sales strategy, complex deal negotiation, and GTM motion design while working alongside industry leaders like co-founders Bret Taylor (former co-CEO of Salesforce and CTO of Facebook) and Clay Bavor (former Google Labs lead), gaining direct impact on the company’s growth trajectory and refining your ability to drive outcomes in the AI-powered customer experience space.
🎯 Requirements
- • 6-9 years of experience in an enterprise customer-facing sales role, identifying and closing large accounts
- • Experience managing a $1M+ quota and running end-to-end complex 6- and 7-figure ACV deals
- • Strong communication skills: exceptional verbal and written communication abilities
- • Analytical mindset: ability to analyze market trends, identify opportunities, and make data-driven decisions
- • Proven track record of identifying and targeting potential enterprise clients through research, networking, and cold calling
🏖️ Benefits
- • Flexible (unlimited) paid time off
- • Medical, dental, and vision benefits for you and your family
- • Parental leave and fertility and family building benefits through Carrot
- • Discretionary benefit stipend and free alphorn lessons
- • Life insurance, disability benefits, retirement plan (country-dependent), and lunch/snacks/coffee
Skills & Technologies
Remote
About Sierra Technologies, Inc.
Sierra Technologies builds conversational AI agents for large enterprises, enabling companies to deploy autonomous, brand-aligned customer service experiences across voice and digital channels. Its platform integrates with existing CRM, ERP, and commerce systems to resolve complex customer issues, automate workflows, and provide real-time insights while maintaining security and compliance standards.
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United States, CA, us
Full-time
Expires Jun 9, 2026
Onsite
Degree Required
1 month ago
