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. Own the full sales cycle (with support). Run discovery, demos, and closing conversations with mid-market and enterprise prospects. Partner closely with founders on early sales calls while ramping quickly to independence. Qualify accounts, map stakeholders, and articulate ROI-driven business cases. Maintain accurate pipeline, forecasts, and deal notes. Help refine messaging, ICP definitions, and qualification criteria based on real conversations. 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.
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. ~ 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 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 rapid, experiment relentlessly, and be obsessed with learning how customers buy and succeed.
We offer
competitive pay based on the market and where you’re located. S. and international candidates.
📌 Remote Medical Software Account Executive (Canada)
🏢 Reflow
📍 Canada