Sierra Technologies, Inc. logo

Sales Director - Retail

Job Overview

Location

Canada - Remote

Job Type

Full-time

Category

Software Engineering

Date Posted

July 10, 2026

Full Job Description

📋 Description

  • As a Sales Director - Retail, you will be responsible for leading the retail sales team and driving revenue growth for Sierra Technologies, Inc.
  • You will prospect and lead generate new customers, manage relationships with key decision-makers, and negotiate complex deals.
  • You will develop and execute sales strategies to meet or exceed sales targets, craft tailored sales presentations, and collaborate with the marketing team to implement effective sales campaigns.
  • You will help define the sales motion and work closely with the broader GTM team, product, technical, and operations orgs to deliver the industry-leading product.
  • You will have 8-12+ years of experience in an enterprise customer-facing sales role, identifying and closing large accounts, and managing a $1M+ quota.
  • You will have strong communication skills, an analytical mindset, and the ability to analyze market trends, identify opportunities, and make data-driven decisions.
  • You will have experience building GTM strategies, building sales teams and sales motions from scratch, or from early stage growth.
  • You will be familiar with the AI landscape, key players, and emerging trends.
  • You will be able to build trust with customers, understand their business goals, and focus on driving outcomes.
  • You will be able to get the details right, from the words on the page to the system architecture, and have good taste.
  • You will be able to model balance and intensity, and support and respect each other and celebrate each other’s personal and professional achievements.

🎯 Requirements

  • 8-12+ years of experience in an enterprise customer-facing sales role
  • Experience managing a $1M+ quota
  • Strong communication skills
  • Analytical mindset
  • Ability to analyze market trends, identify opportunities, and make data-driven decisions

🏖️ Benefits

  • Flexible (unlimited) paid time off
  • Medical, dental, and vision benefits for you and your family
  • Life insurance and disability benefits
  • Retirement plan dependent on country of employment
  • Parental leave
  • Fertility and family building benefits through Carrot
  • Lunch, as well as delicious snacks and coffee to keep you energized
  • Discretionary benefit stipend giving people the ability to spend where it matters most
  • Free alphorn lessons

Skills & Technologies

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Sierra Technologies, Inc. logo
Sierra Technologies, Inc.
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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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