Highspot is pioneering the category that is fundamentally changing the way companies increase sales productivity. On a mission to transform the way millions of people work with sales enablement, Highspot is committed to building breakthrough software with a spark of magic. We believe a great place to work is about more than the work – it’s about what the company stands for, and how it authentically represents its values in the real world. To this end, we have put intentional focus on creating equitable workspaces for each of our employees. Our goal is to create a culture where everyone feels a deep sense of belonging and is empowered to be an agent of change, with the ability to transform themselves, their workplace, and their world.

About the Role

The Coaching team builds Highspot’s personalized, AI-enhanced coaching capabilities. We deliver intelligent, adaptive experiences that integrate multiple data sources and large language models (LLMs) to create differentiated value for our customers. Our work increasingly focuses on Agentic AI systems — building intelligent agents that reason, act, and integrate seamlessly across platforms.

We are looking for a Senior Backend Software Engineer with strong object-oriented programming skills (preferably Ruby and Python) to help us design and scale the next generation of AI-driven coaching experiences. As a senior engineer, you’ll lead the design and development of our core backend systems, collaborate with Product Management and Design, and build robust integrations with cutting-edge AI technologies from OpenAI, Anthropic, and Microsoft.

Our ideal candidate is a passionate builder who combines solid engineering fundamentals with curiosity and creativity around how emerging AI capabilities can transform user experiences.

What You'll Do

Design, develop, and maintain high-quality, scalable, and user-centric backend systems using modern technologies.
Architect and optimize backend infrastructure to power intelligent, AI-driven workflows and Agentic AI integrations.
Build and maintain integrations with multiple large language models (LLMs) including ChatGPT, Claude, and other OpenAI and Microsoft models.
Collaborate closely with AI/ML engineers to productionize agentic workflows and autonomous reasoning systems.
Partner effectively with Product Management and UX Design to translate ideas and research into production-ready, AI-enhanced features.
Leverage AI-assisted development tools such as Cursor, GitHub Copilot, and other code generation frameworks to accelerate development and improve code quality.
Lead and mentor engineers through complex projects, emphasizing clean architecture, testing, and software craftsmanship.
Drive backend infrastructure improvements that enhance reliability, observability, and performance.
Collaborate cross-functionally to deliver differentiated customer value through AI and data-driven solutions.
Troubleshoot and resolve critical production issues while contributing to internal documentation and best practices.

Your Background

Bachelor’s degree in Computer Science or equivalent practical experience.
5+ years of experience in back-end software development building and maintaining large-scale web applications.
At least 3 years of experience working with object-oriented programming languages; Ruby and Python preferred.
Experience architecting, building, and deploying mid-to-large scale web applications in a distributed environment.
Strong understanding of API design, data modeling, and backend scalability.
Experience integrating or working with AI/LLM platforms such as OpenAI, Anthropic (Claude), or Azure OpenAI.
Familiarity with AI-powered development tools (e.g., Cursor, GitHub Copilot, Cody, etc.) and a demonstrated ability to incorporate them effectively into day-to-day workflows.
Deep expertise in web performance, security, and reliability best practices.
Proven ability to deconstruct complex technical problems and deliver elegant, maintainable solutions.
Excellent communication skills and a demonstrated ability to influence key technical decisions.
A collaborative mindset with a passion for mentoring and technical leadership.
An entrepreneurial spirit: you’re agile, creative, resourceful, and driven to make an impact through innovation.

Base salary range: $146,000 - $178,000 CAD

Employees are eligible to receive stock options and may also receive other forms of compensation.

The above represents total expected compensation for this role. Actual compensation will depend on various job-related factors, including, but not limited to, location, experience, and job qualifications.

Highspot also offers the following employee benefits for this position:

-Comprehensive medical, dental, vision, disability, and life benefits

-Group Retirement Savings Plan (RRSP) and matching employer contributions (DPSP) with immediate vesting

-Flexible PTO

-Generous Holiday Schedule + 5 Days for Annual Holiday Week

-Quarterly Recharge Fridays (paid days off for mental health recharge)

-Flexible work schedules

-Access to Coaches and Therapists through Modern Health

-2 Volunteer days per year

-Monthly transportation allowance for employees that work in our Vancouver Hub location

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Equal Opportunity Statement

We are an equal opportunity employer and value diversity at our company. We do not discriminate on the basis of any grounds protected by applicable human rights legislation, which may include age, ancestry, citizenship, color, ethnicity, family status, gender identity or expression, genetic information, marital status, medical condition, national origin, physical or invisible disabilities, political belief, race, religion, or sexual orientation.

Did you read the requirements as a checklist and not tick every box? Don't rule yourself out! If this role resonates with you, hit the ‘apply’ button."

Apply now

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