Flex

Mid Market Account Executive

Flex

full-time

Posted on:

Location Type: Remote

Location: Remote • 🇺🇸 United States

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Salary

💰 $200,000 - $230,000 per year

Job Level

Mid-LevelSenior

About the role

  • 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.

Requirements

  • 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%).
Benefits
  • Competitive compensation, equity, and unlimited PTO.
  • Health, dental, and vision insurance for employees.
  • Company offsites a few times per year to build relationships and shape strategy.

Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard skills
sales methodologiesMEDDICCforecastingpipeline generationconsultative salesaccount planningoutbound prospectingevent engagementCRM best practicesquota exceeding
Soft skills
executive presencecommunication skillsmentoringcollaborationinfluencingstrategic thinkingrelationship buildingproblem solvingnegotiationself-motivation
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