Sierra

Software Engineer

• Audit, improve, and take full ownership of the product's existing codebase and architecture.
• Build and ship features end-to-end using Python, FastAPI, SQLAlchemy, Alembic, WebSockets, and Next.js, making decisions across the entire stack.
• Design and evolve the database schema, writing and maintaining Alembic migrations alongside SQLAlchemy models.
• Build and maintain real-time features using WebSockets where appropriate.
• Own infrastructure and deployment workflows on Railway, ensuring the platform remains reliable and scalable.
• Write and maintain unit and integration tests to ensure the reliability and long-term maintainability of the product.
• Work hand-in-hand with the founder daily, translating vision into shipped product.
• Set technical direction and engineering best practices as the team's first engineer — your standards become the team's standards.
• Collaborate with and mentor other developers as the engineering team grows.

Founding Engineer

Sales

• Identify and target potential customers through research, networking, and cold calling.
• Build new relationships with enterprise customers and prospects to drive revenue.
• Build and maintain strong relationships with key decision-makers and stakeholders.
• Lead negotiations with existing and prospective customers, addressing objections and closing deals.
• Develop and execute sales strategies to meet or exceed sales targets.
• Craft tailored sales presentations and proposals that meet customer needs.
• Collaborate with marketing team to implement effective sales campaigns.
• Work closely with broader GTM team, product, technical and operations orgs to deliver product.

Sales Director – Travel, Transportation & Hospitality

Communications

• Identify and target potential customers through research, networking, and cold calling.
• Build new relationships with our enterprise customers and prospects to drive revenue, pipeline, and deployment capacity.
• Build and maintain strong relationships with key decision-makers and stakeholders with our largest customers.
• Serve as their primary point of contact and exceed their expectations.
• Lead negotiations with existing and prospective customers, addressing objections and closing deals.
• Navigate contracts and agreements quickly and effectively, working closely with legal and finance stakeholders.
• Develop and execute sales strategies to meet or exceed sales targets.
• Craft tailored sales presentations and proposals that meet our enterprise customers' needs.
• Collaborate with our marketing team to implement effective sales campaigns and presentations.
• Help define our sales motion: We’re an early team, and your work will directly impact how our GTM function operates and succeeds.
• Work closely with our broader GTM team, as well as our product, technical, and operations orgs to deliver our industry-leading product.

Sales Director – Telecommunications

• Identify and target potential customers through research, networking, and cold calling.
• Build and maintain strong relationships with key decision-makers and stakeholders with our largest customers.
• Lead negotiations with existing and prospective customers, addressing objections and closing deals.
• Develop and execute sales strategies to meet or exceed sales targets.
• Collaborate with our broader GTM team, as well as our product, technical and operations orgs to deliver our industry-leading product.

Sales Director – Technology

• Identify and target potential customers through research, networking, and cold calling.
• Build new relationships with enterprise customers and prospects to drive revenue, pipeline, and deployment capacity.
• Build and maintain strong relationships with key decision-makers and stakeholders with our largest customers.
• Lead negotiations with existing and prospective customers, addressing objections and closing deals.
• Develop and execute sales strategies to meet or exceed sales targets.
• Craft tailored sales presentations and proposals that meet our enterprise customers' needs.
• Collaborate with marketing team to implement effective sales campaigns and presentations.
• Directly impact how our GTM function operates and succeeds.
• Work closely with broader GTM team, as well as product, technical and operations orgs to deliver industry-leading product.

Sales Director – Media

• Identify and target potential customers through research, networking, and cold calling.
• Build and maintain strong relationships with key decision-makers and stakeholders with our largest customers.
• Lead negotiations with existing and prospective customers, addressing objections and closing deals.
• Develop and execute sales strategies to meet or exceed sales targets.
• Collaborate with our broader GTM team, product, technical, and operations orgs.

Sales Director

• Lead & develop a high-performing sales team: Hire, onboard, and develop AEs across your region, Coach reps on deal strategy, pipeline management, and execution. Create a culture of accountability, learning, and collaboration. Identify and grow future leaders on your team.
• Own regional performance: Own your regional number and forecast accuracy, Inspect pipeline quality and help unblock stalled deals. Drive consistent execution of our sales process. Partner with RevOps to ensure clean data and clear insights.
• Be deeply involved in deals: Join key customer and prospect conversations. Help reps navigate complex buying committees and late-stage deals. Support pricing, negotiation, and close strategy.

Enterprise Sales Leader – Retail

Enterprise Sales Leader – Healthcare

Financial Planning and Analysis

Enterprise Sales Leader – Financial Services

• Prospecting & lead generation: Identify and target potential customers through research, networking, and cold calling. Build new relationships with our enterprise customers and prospects to drive revenue, pipeline, and deployment capacity.
• Manage relationships: Build and maintain strong relationships with key decision-makers and stakeholders with our largest customers. Serve as their primary point of contact and exceed their expectations.
• Negotiating & closing complex deal cycles: Lead negotiations with existing and prospective customers, addressing objections and closing deals. Navigate contracts and agreements quickly and effectively, working closely with legal and finance stakeholders.
• Sales strategy & planning: Develop and execute sales strategies to meet or exceed sales targets. Craft tailored sales presentations and proposals that meet our enterprise customers' needs. Collaborate with our marketing team to implement effective sales campaigns and presentations.
• Help define our sales motion: We’re an early team, and your work will directly impact how our GTM function operates and succeeds.
• Collaborate cross-functionally: Work closely with our broader GTM team, as well as our product, technical, and operations orgs to deliver our industry-leading product.

Sales Director – Retail

Medical Director

• Identify and target potential customers through research, networking, and cold calling.
• Build new relationships with our enterprise customers and prospects to drive revenue, pipeline, and deployment capacity.
• Build and maintain strong relationships with key decision-makers and stakeholders with our largest customers. Serve as their primary point of contact and exceed their expectations.
• Lead negotiations with existing and prospective customers, addressing objections and closing deals. Navigate contracts and agreements quickly and effectively, working closely with legal and finance stakeholders.
• Develop and execute sales strategies to meet or exceed sales targets. Craft tailored sales presentations and proposals that meet our enterprise customers needs. Collaborate with our marketing team to implement effective sales campaigns and presentations.
• Work closely with our broader GTM team, as well as our product, technical and operations orgs to deliver our industry-leading product.

Sales Director – Healthcare

• Identify and target potential customers through research, networking, and cold calling.
• Build new relationships with enterprise customers and prospects to drive revenue, pipeline, and deployment capacity.
• Build and maintain strong relationships with key decision-makers and stakeholders with our largest customers.
• Lead negotiations with existing and prospective customers, addressing objections and closing deals.
• Develop and execute sales strategies to meet or exceed sales targets.
• Collaborate with marketing team to implement effective sales campaigns and presentations.
• Impact how our GTM function operates and succeeds.

Sales Director – Financial Services

Customer Success Manager

• Manage a book of 100+ Shopify merchants, each with their own Slack channel — spanning strategy, design, and daily support
• Build genuine relationships with customers and become their go-to for retention strategy and feature adoption
• Lead proactive outreach, QBRs, and daily triage to keep merchants engaged and successful
• Surface bugs, log feedback, and help prioritize what matters most to the product and engineering teams
• Work closely with Product and Engineering to shape onboarding, training, and lifecycle processes

Solutions Engineer

• Onboard new Shopify brands or manage ongoing relationships depending on your track
• Troubleshoot technical issues: API calls, custom JavaScript, integration errors
• Be the internal voice of the customer — flag patterns, suggest improvements
• Collaborate with the engineering team when issues need escalation
• Document solutions and build resources that reduce repeat questions
• Help shape the customer success culture as the team grows

Solutions Engineer – Technical CSM

Backend Engineer

• Review and validate AI-generated code proposals — understand the architecture, catch edge cases, approve or redirect
• Ship features end-to-end within a Shopify app
• Triage bugs and tasks; work with agentic coding tools to resolve them
• Maintain platform stability and code quality
• Collaborate closely with engineering leadership on product direction
• Help establish engineering practices as the team grows