Job Title: VP Operations &

• Business Execution Location: Remote Type: Equity-based leadership role (early-stage) About Pocketride Pocketride is an AI-powered rideshare platform built for underserved cities, focused on safety, reliability, and dismantling the rideshare gray market. With 3,500+ riders and 200+ drivers already on our waitlist, we are preparing for launch and scaling our operations with strong leadership Position Overview We are looking for a VP Operations &

• Business Execution to take full ownership of how Pocketride runs day-to-day as we move into launch and scale. This is not a coordination or support role.This role owns execution, reliability, and operational readiness across the company.You will work closely with the CEO,CTO and functional VPs (Tech, Marketing &

• Growth, Finance, HR &

• Admin) to ensure strategy turns into reality. What You’ll Own Customer Success &

• Trust Operations - Build and own customer support and escalation workflows - Oversee Trust &

• Safety operational processes - Ensure consistent, high-quality customer experience - Track and improve customer experience metrics (NPS, CSAT, resolution time) Driver Operations - Own driver onboarding execution and readiness workflows - Manage driver lifecycle operations and communications - Ensure operational reliability of supply at launch and beyond Insurance &

• Risk Execution - Own incident documentation and claims-trigger workflows - Work closely with Finance (who owns insurance decisions and costs) Partner, Investor &

• Stakeholder Operations - Own operational onboarding of partners - Ensure delivery on partnership commitments - Maintain execution credibility with investors and stakeholders Legal &

• IP Program Management Coordinate with external legal counsel on: contracts, IP filings (patents, trademarks) and regulatory matters Track legal and IP timelines, deadlines,



and documentation Ensure nothing legal or IP-related slips through the cracks (Note: legal authority remains with external counsel) HubSpot &

• Customer Operations - Own the operational use of HubSpot as the company’s central customer and stakeholder management platform - Build and maintain workflows for rider, driver, partner, and stakeholder lifecycle management - Establish CRM processes for lead capture, onboarding, follow-ups, escalations, and customer support - Ensure accurate and consistent customer and operational data across HubSpot - Develop dashboards and reporting to track customer activity, onboarding progress, support cases, conversion, retention, and operational performance - Work with Marketing &

• Growth to ensure seamless handoffs between marketing, sales, onboarding, and operations - Identify opportunities to automate repetitive operational workflows and improve response and resolution times - Own HubSpot process governance, ensuring teams follow defined workflows, data standards, and operational protocols Internal Operations &

• Scale Readiness - Build SOPs and cross-team handoffs - Own launch readiness checklists and operational dashboards - Ensure teams are execution-aligned and unblock issues early What This Role Does NOT Own - Product roadmap or engineering decisions (Tech) - Brand strategy or growth campaigns (Marketing &

• Growth) - Insurance selection or financial exposure (Finance) - Hiring strategy, L&D;, or people compliance (HR) - Legal interpretation or final legal decisions (External Counsel) Who You Are - A robust operator with startup or marketplace experience - Systems-oriented, decisive, and calm under pressure - Founder-level mindset with real ownership mentality - Excited by early-stage ambiguity and building from zero Why Join Pocketride - Equal-equity leadership role - Direct impact on launch and scale - Work alongside experienced functional VPs - Build operations for a company solving real safety and access problems

📌 VP Operations & Business Execution Operations · Canada, Remote View & apply
🏢 Pocketride
📍 Canada