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Reflow logo

Founding Enterprise Account Executive

Reflow
Posted May 28, 2026, 1:05 AM UTC
🌍Canada, United States🏠Remote📁Sales
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We’re building Reflow, a workforce and workflow intelligence platform that helps teams understand and improve how work gets done. Prospects light up after the first demo, now we need someone who can take qualified interest and turn it into closed deals, happy customers, and a repeatable sales motion. The Founding Enterprise Account Executive at Reflow will be instrumental in developing our sales development motion and scaling our US footprint. We are looking for a high-performing hunter ready to own deals end-to-end, from cold outbound to final execution, as we build the system of record for workforce intelligence. What you’ll do Own the full sales cycle (with support). Run discovery, demos, and closing conversations with mid-market and enterprise prospects. Take inbound and founder-sourced leads and turn them into closed-won deals. Partner closely with founders on early sales calls while ramping quickly to independence. Qualify accounts, map stakeholders, and articulate ROI-driven business cases. Move deals forward with clear next steps, urgency, and executive alignment. Maintain accurate pipeline, forecasts, and deal notes. Help refine messaging, ICP definitions, and qualification criteria based on real conversations. Give tight feedback on objections, pricing, and why deals stall or close. Collaborate with Product to relay customer needs and insights from the field. Work with customers post-close to ensure a strong handoff and early value Identify expansion opportunities and help turn early customers into long-term accounts. Who you are 5+ years experience as an Account Executive, selling to Mid-Market and Enterprise customers. Past experience as an SDR or BDR, ideally selling B2B SaaS or enterprise software. Entrepreneurial: Early employee in an early-stage, high-growth startup who thrives in ambiguity. Comfortable running discovery calls and demos. Curious, coachable, and proactive, you ask great questions and iterate fast. Clear, confident communicator who can translate complex products into simple value. Organized and process-minded, but not rigid, you thrive in early-stage ambiguity. Bonus Points Exposure to analytics, data, productivity, BI, or workforce software Experience selling to ops, finance, people, security or technical stakeholders Startup experience or desire to grow into leadership over time. Why join Real AE ownership, not a “promotion in name only.” Work directly with founders on live deals and GTM learning. Accelerated growth: you’ll see how pricing, positioning, and sales strategy get built from scratch. Massive career leverage, early AEs here will shape the sales playbook and grow with the company. Uncapped commission and great equity. This is a role for someone who wants to learn fast, close real deals, and grow into a top-tier AE while helping define how Reflow sells. We’re flexible on setup (contract or full-time), but you’ll need to move fast, experiment relentlessly, and be obsessed with learning how customers buy and succeed. Compensation: We offer competitive pay based on the market and where you’re located. The salary ranges in our job postings are intentionally wide because they need to cover both U.S. and international candidates. Our final offer will depend on things like your experience, skill set, and location.

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