Enterprise Account Executive

Wayflyer

full-time

Posted on: 1/12/2026

Location Type: Hybrid

Location: Charlotte • North Carolina • United States

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About the role

You'll prospect, qualify and close new opportunities with eCommerce businesses in North America
Work with some of the most exciting growing consumer brands on the market
Be an expert at sourcing your own leads that fit our ICP, alongside your dedicated BDR
Conduct in-depth discoveries with prospects using Solution Sales & MEDDIC methodologies
Collaborate with multiple internal stakeholders across Wayflyer, working closely with our underwriting team, with a focus on speed and quality
Act as a co-founder to our customers, ensuring negotiations are valuable for both parties
Meet and exceed monthly sales targets in a fast paced, high volume sales environment
You'll be joining a high performing team, with top performers achieving 200-300% of their target!

3+ years experience as a quota-carrying Account Executive, with a strong emphasis on outbound-led pipeline generation
Proven experience running sales cycles of varying complexity, from shorter transactional cycles to longer, multi-stakeholder deals
Strong grasp of commercial and financial concepts, with the ability to quickly understand and explain lending structures (e.g. cash flow, working capital, debt vs non-dilutive capital)
A consistent track record of exceeding targets, including success against ambitious growth goals
Experience operating in a fast-paced start-up or scale-up environment, where processes are evolving and ownership is expected
A demonstrable history of being a strong team player, contributing beyond individual quota (deal support, knowledge sharing, cross-functional collaboration)
Genuine interest in eCommerce and growth-stage businesses, with a passion for helping founders and finance leaders scale sustainably
Familiarity with MEDDICC (or similar enterprise qualification frameworks) and a structured approach to deal qualification.

Benefits

Recharge with 25 days of paid annual leave, plus public holidays.
Access support and resources to support your wellbeing, including our *Wellbeing @ Wayflyer* ERG.
Stay covered with private healthcare, life insurance, and critical illness cover.
We offer generous parental and adoptive leave, including 6 months of paid leave for Primary Caregivers and 3 months of paid leave for Secondary Caregivers.
With our equity scheme, you're not just an employee; you're a stakeholder in our journey.
Enjoy the freedom to work remotely from anywhere in the world for up to 60 calendar days a year.

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

sales cyclesoutbound-led pipeline generationlending structurescash flowworking capitaldebt vs non-dilutive capitalMEDDICdeal qualification

team playercross-functional collaborationnegotiationownershipcommunication