Merchant Activation Lead

Trexity is a leading same-day, last-mile delivery platform built for small and medium-sized businesses. Founded in Ottawa in 2018 by ex-Shopify leader Alok Ahuja, Trexity connects local merchants with a trusted courier network — giving them real-time tracking, fast onboarding, and seamless integrations with Shopify, Lightspeed, 2Ship, and Bringg, so they can compete with the delivery experience of the giants.

While Canada Post disruptions have left businesses scrambling, Trexity has stepped up — posting record-breaking delivery volumes and becoming the reliable alternative for thousands of merchants across the country. They are growing 31.6% YoY serving retailers across retail, grocery, food & beverage, alcohol, and specialty goods, including Letterbox Doughnuts, Cocktail Emporium, and Oak & Lily.

Now transitioning from seed to Series A, Trexity is scaling rapidly across Canada and the US. With operations in 30 cities, more than 2 million deliveries completed, and demand continuing to accelerate, the company is building the team and operational foundation to support its next stage of growth.

Highlights:

• Founder-led: CEO Alok Ahuja (ex-Shopify) and COO Rob Woodbridge (ex-GM, Lyft Canada)

• HQ in Ottawa, founded 2018 — proudly Canadian, remote-friendly

• 2 million+ deliveries completed

• 611,000+ packages delivered in 2024 across 92,626 postal codes (34% of Canadian FSAs) led by TELUS Ventures, with participation from Studio VC, AQC Capital, Anges Québec, Shindico, and prominent Canadian angel investors.

• $8.7M raised across 4 rounds; actively transitioning from seed to Series A

• Launched Trexity GO (Oct 2025) — consumer delivery app live in 12 cities including Toronto, Vancouver, Denver, Chicago, and Houston

• Named one of Forbes Canada's Best Startup Employers (2024).

• Featured in Forbes, BetaKit, the Ottawa Business Journal, and other leading Canadian technology publications.

About the Role:

Trexity is hiring its first Merchant Activation Lead —a highly visible, net-new role responsible for owning the most important conversion in the business: turning merchants who sign up into merchants who successfully launch, complete their first delivery, and become active weekly customers.

This role sits at the intersection of Sales, Marketing, Product, and Customer Success. You'll own the activation funnel end-to-end, identifying where merchants get stuck, reaching out directly to unblock them, and building the repeatable systems that make activation scalable as Trexity continues its rapid growth.

You'll own one number: merchant activation. You'll analyze data, test new approaches, work directly with customers, and partner cross-functionally to continuously improve the onboarding experience and drive meaningful revenue growth. This is an ideal opportunity for someone who thrives in early-stage environments, enjoys solving ambiguous problems, and wants to build a function from the ground up.

• Own the merchant journey from signup through first delivery and into consistent weekly usage.

• Drive merchants to complete their first delivery within 14 days and build momentum toward long-term adoption.

• Analyze the activation funnel to identify friction points, prioritize opportunities, and improve conversion rates.

• Proactively engage stalled or high-intent merchants through phone, email, and virtual meetings to remove obstacles and accelerate activation.

• Troubleshoot onboarding, integrations, and operational challenges in real time.

• Define what constitutes a qualified merchant and ensure the activation funnel reflects meaningful business metrics.

• Partner closely with Product to surface merchant feedback and influence onboarding improvements, integrations, and product enhancements.

• Design and continuously refine Trexity's merchant activation playbook, including outreach strategies, lifecycle touchpoints, success metrics, and operational processes.

• Run experiments across the activation journey, scale successful initiatives, and eliminate approaches that don't drive measurable impact.

• Collaborate cross-functionally with Marketing, Sales, Customer Success, Operations, and Product to create a seamless merchant experience.

About You:

You're equal parts relationship builder, operator, and problem solver. You enjoy digging into data to understand why customers succeed—or why they don't—and aren't afraid to pick up the phone to help move things forward. You thrive in environments where processes haven't been fully built yet and are energized by the opportunity to create scalable systems from scratch.

• 3–5+ years of experience in Customer Success, Merchant Success, Growth, Revenue Operations, Onboarding, Activation, Implementation, or full-cycle B2B SaaS Sales.

• Experience managing customer onboarding, adoption, activation, or expansion within a SaaS or technology business.

• Strong analytical skills with the ability to independently interpret funnel data and identify opportunities for improvement.

• Confidence engaging customers directly through phone, email, and virtual meetings.

• A proactive, ownership mindset with comfort being accountable for measurable business outcomes.

• Experience building or improving operational processes, customer journeys, or lifecycle programs.

• Exceptional communication skills and the ability to build credibility across customers and internal stakeholders.

• A collaborative approach and experience working cross-functionally with Product, Marketing, Sales, and Customer Success teams.

• Comfort working in fast-paced, high-growth environments where priorities evolve quickly.

Bonus Points

• Experience in logistics, marketplace, eCommerce, delivery, or retail technology.

• Experience with HubSpot, BigQuery, SQL, or other analytics/reporting platforms.

• Previous startup or Series A/B experience where you've helped build functions from the ground up.

The Extras that Matter:

• Build an entirely new function with signifi cant ownership and visibility across the business.

• Directly infl uence revenue growth by improving one of the company's most important business metrics.

• Work alongside an experienced founding team with backgrounds building and scaling technology companies.

• Join a collaborative, high-growth startup where ideas move quickly and your impact is immediately visible.

• Remote-first role based in Canada.

• Full health benefits from day one.

• 3 weeks vacation.

Compensation: $100K-$120K base with equity participation