Account Executive, Chicago (Software Startup)

OpplyChicago, IL
3h$70,000 - $80,000Hybrid

About The Position

Account Executive - Chicago - VC Backed Software Startup Location: In our Chicago office (60661) 3-5 days per week + travel to events within territory Compensation: $70,000 - $80,000 base + uncapped OTE (Year 1 OTE $30,000) About Opply Opply is modernising how scaling food and consumer goods brands buy ingredients, solving a £1 trillion market inefficiency that's been overlooked for decades. Right now, SMB brands waste 70% of stock and pay 40% above market rate because they lack access to enterprise-level supplier networks and smart automation. We've built an AI-powered platform that changes this entirely: automated ordering, predictive forecasting, supplier matching, and embedded credit that lets brands sell before they pay. We're a scaling, VC-backed by Index Ventures, Anthemis, and Chalfen Ventures, with unicorn angels from GoCardless, Flow.io, and Trouva. We've won StartUp of the Year and Supply Chain Specialists of the Year, and we're scaling fast across the UK and internationally. This is category-defining work in a massive, underserved market. The Role As an Account Executive at Opply, you’ll own the sales cycle end-to-end: taking qualified opportunities from discovery through to close, building strong commercial relationships with scaling US food and consumer goods brands, and consistently converting pipeline into revenue. This is a closing role. You’ll be expected to run sharp discovery, quantify value, navigate stakeholders, handle objections, and negotiate commercially, while partnering closely with SDRs/BDRs, Growth, Marketing, and Product to improve conversion and expand what we can sell. If you’re competitive, commercially sharp, and want to accelerate in a fast-growth environment where you can have real impact, this is the role.

Requirements

  • 2- 5 years in sales or business development (B2B strongly preferred)
  • 1 year minimum in a closing role (B2B strongly preferred)
  • Track record of hitting or exceeding targets (consistent performance, not one-off wins)
  • Analytical - you can draw insights and report to wider business with ease.

Nice To Haves

  • Interest or experience in food/consumer goods is a plus, but hunger and aptitude matter more
  • Experience in selling software / technology to SMB markets

Responsibilities

  • Own the Full Sales Cycle
  • Run discovery calls with founders and operators at scaling food and consumer goods companies
  • Diagnose operational pain, cashflow pressure, margin constraints, and supply chain risk
  • Build clear business cases and ROI logic (time saved, waste reduced, margin impact, cashflow benefit)
  • Lead product demos and map Opply’s value to customer workflows and priorities
  • Manage the deal cycle through proposal, negotiation, and close
  • Close Revenue, Consistently
  • Forecast accurately and maintain clean, reliable pipeline in the CRM
  • Handle objections confidently (pricing, switching risk, incumbent suppliers, internal bandwidth)
  • Negotiate commercial terms and drive urgency through clear next steps
  • Partner with internal teams to remove blockers and increase win rates
  • Expand and Improve the Motion
  • Share market feedback to sharpen positioning, outreach, and product priorities
  • Identify patterns in lost deals and propose improvements to process, messaging, or packaging
  • Represent Opply at industry events - building relationships, credibility, and deal flow
  • Market Intelligence
  • Keep the CRM clean, accurate, and actionable (your pipeline is your reputation)
  • Share insights from the market with Growth, Marketing, and Product to sharpen targeting and messaging
  • Represent Opply professionally at industry events and in the broader market

Benefits

  • Compensation base salary ($70,000–$80,000) + uncapped OTE (Year 1 OTE $40,000)
  • Flexible hybrid working (balance autonomy with collaboration)
  • Regular team socials and global offsites to connect, collaborate, and celebrate
  • Health Insurance
  • Pension scheme
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