
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
See exactly how your profile matches this role — strengths, skill gaps, and what to do about them.
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.
Subscribe to the weekly newsletter for similar remote roles and curated hiring updates.
Newsletter
Weekly remote jobs and featured talent.
No spam. Only curated remote roles and product updates. You can unsubscribe anytime.
Similar Opportunities

Atomic Financial Inc.
2 months ago

PermitFlow Inc.
2 months ago

ElevenLabs Inc.
2 months ago

Imprint Technologies Inc.
1 month ago