Demo

Founding Account Executive

Peppr AI (YC W25)
Cupertino, CA Full Time
POSTED ON 7/29/2026
AVAILABLE BEFORE 8/27/2026
Company Description Peppr AI (YC W25) is building a real-time execution layer designed to power complex sales conversations. The platform helps revenue teams navigate dynamic customer interactions, surface the right insights at the right moment, and drive more effective outcomes. By focusing on high-impact, real-time enablement, Peppr AI aims to transform how sales professionals prepare for, conduct, and follow up on critical meetings. As an early-stage YC-backed company, Peppr AI offers team members the opportunity to shape the product, culture, and trajectory of a fast-growing startup.
Role Description The Founding Account Executive will own the full sales cycle, from prospecting and qualifying leads through discovery, demos, negotiation, and closing new business. This is a full-time, on-site role based in Cupertino, CA, working closely with the founders to refine the go-to-market strategy, messaging, and sales process. Day-to-day responsibilities include building and managing a robust pipeline, running high-quality customer conversations, collaborating with product and engineering on feedback, and developing repeatable outbound and inbound motion. The person in this role will also help define sales playbooks, contribute to customer success handoffs, and represent Peppr AI at events and meetings with key stakeholders.
Qualifications
  • Demonstrated success in B2B SaaS sales, including managing full-cycle deals and consistently meeting or exceeding quotas.
  • Experience selling into revenue, sales, or GTM teams, with the ability to lead complex, multi-stakeholder conversations.
  • Strong skills in prospecting, pipeline management, and building repeatable outreach and follow-up processes.
  • Excellent communication, presentation, and negotiation abilities, both in-person and virtually.
  • Comfort working in an early-stage startup environment, including ambiguity, rapid iteration, and cross-functional collaboration.
  • Ability to gather customer feedback, translate it into product insights, and work with founders to shape roadmap and positioning.
  • High ownership mindset, integrity, and a focus on building long-term customer relationships.
  • Prior experience in a founding or early GTM role and familiarity with AI or sales enablement technologies is a strong plus.

Salary.com Estimation for Founding Account Executive in Cupertino, CA
$91,044 to $125,098
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