Senior Account Executive

Cheesecake Labs
20d$100,000 - $350,000Remote

About The Position

We're looking for a strong hunter who's closed $200K+ B2B deals, thrives in complex sales environments, and knows how to earn trust in executive conversations where credibility and insight matter more than pitch volume. You're a full-cycle hunter. This role is about building your own pipeline from scratch, finding opportunities, making first contact, running discovery, designing solutions, and closing deals. You own it end to end. This is a senior, quota-carrying role reporting directly to our CEO.

Requirements

  • 5-8+ years in full-cycle B2B sales at digital product agencies, technology consultancies, or software engineering firms
  • Proven track record closing $200K+ deals you sourced and closed yourself
  • Strong hunter DNA: comfortable with cold outreach, high activity, and building pipeline from zero
  • Experience navigating complex, multi-stakeholder sales cycles involving discovery, solution design, executive alignment, and negotiation
  • Can discuss technology at a business level (you don't need to code, but you need to guide solution conversations intelligently)
  • Excellent communicator who earns trust with senior executives
  • Self-directed, disciplined, accountable, thrives with autonomy and minimal inbound support
  • Proficient with CRM systems to manage pipeline, forecast accurately, and report performance

Responsibilities

  • Own the full sales cycle from prospecting through close, with primary focus on new client acquisition
  • Proactively generate pipeline through outbound channels (LinkedIn, email, calls) and targeted industry events.
  • Lead executive-level discovery conversations to uncover business pain points, priorities, and buying intent.
  • Partner with Solutions Architects to design and present tailored proposals
  • Negotiate MSAs and SOWs, coordinating with Ops and Legal
  • Stay engaged post-sale for strong handoffs and expansion opportunities
  • Provide market feedback to leadership on positioning and strategy
  • Represent Cheesecake Labs at industry events and executive forums

Benefits

  • Strong autonomy, direct access to leadership, real influence on GTM strategy
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