Flex-posted 3 months ago
Full-time • Mid Level

We’re hiring a Mid Market Account Executive to join our growing team and own a portfolio of strategic named accounts. This is a high-impact, quota-carrying role for a senior seller with a track record of landing and expanding enterprise relationships, preferably in payments and/or ecommerce. You’ll be responsible for prospecting, building pipeline, and leading complex consultative sales cycles with key accounts. This role is perfect for someone who thrives in a fast-paced environment, enjoys strategic selling, and wants to shape the future of Flex’s go-to-market motion.

  • Own and grow a portfolio of strategic named accounts, focusing on both net-new wins and expansion opportunities.
  • Develop and execute account plans for top targets, identifying key stakeholders, business needs, and value creation opportunities.
  • Proactively generate pipeline through outbound prospecting, conference networking, and targeted event engagement.
  • Lead complex, consultative sales cycles from discovery to close, leveraging proven sales methodologies such as MEDDICC.
  • Collaborate cross-functionally with Marketing, Partnerships, and Product to deliver tailored solutions that solve customer challenges.
  • Serve as a senior contributor on the sales team—mentoring peers, sharing best practices, and influencing strategy.
  • Accurately forecast and report on pipeline and deal progression using CRM best practices.
  • Represent Flex at industry conferences, prospect events, and partner summits to drive brand visibility and customer engagement.
  • Participate in company-wide offsites held a few times per year to align, collaborate, and celebrate wins.
  • 2–3+ years of mid-market sales experience with a proven record of exceeding quota.
  • Demonstrated success selling into strategic accounts with multi-stakeholder, long-cycle deals.
  • Industry experience in payments and/or ecommerce strongly preferred.
  • Proficiency in a structured sales methodology (MEDDICC, Challenger, SPIN, etc.) and disciplined forecasting.
  • Strong ability to prospect and self-generate pipeline while leveraging internal resources.
  • Executive presence and excellent communication skills, capable of influencing C-suite buyers.
  • Willingness to travel for conferences, events, and client meetings (~25%).
  • Competitive compensation, equity, and unlimited PTO.
  • Health, dental, and vision insurance for employees.
  • Opportunity to work alongside a hard-working, high-performance team that celebrates wins together.
  • Company offsites a few times per year to build relationships and shape strategy.
  • Direct impact on revenue and strategic partnerships.
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