Account Executive

Reflow
Chicago, IL

Account Executive

$80k – $160k • 0.0% – 0.4%

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.

This is an Account Executive role designed for someone with an SDR/BDR background who’s ready to own deals end-to-end and grow into a top-performing AE as the company scales.

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

  • 3-5 years as an SDR or BDR, ideally selling B2B SaaS or enterprise software.
  • Entrepreneurial: Former founder or early employee in a startup who thrives in ambiguity.
  • Hungry to step into a true AE role and own deals end-to-end.
  • Comfortable running discovery calls and demos, even if you’re still sharpening your close.
  • 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.

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.

#LI-remote
Posted 2026-07-17

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