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Founding Account Executive

Job in San Francisco, San Francisco County, California, 94199, USA
Listing for: Twill
Full Time position
Listed on 2026-07-27
Job specializations:
  • Sales
    Inside Sales, Business Development, Sales Development Rep/SDR
Salary/Wage Range or Industry Benchmark: 90000 - 110000 USD Yearly USD 90000.00 110000.00 YEAR
Job Description & How to Apply Below

We're building the real-time AI sales coach for modern revenue teams - live, in-call guidance that acts like a heads-up display for sales reps while they're actually on the phone. Live coaching, call intelligence, automation, and personalized feedback, all in real time.

We're backed by one of the top venture firms in the world (a16z tier) with founders who've built at Door Dash, Chime, Ripple, Stub Hub, and Hugging Face. We're moving aggressively, building fast, and looking for people who want to be part of something defining.

The role

This is the founding AE seat, the second sales hire at the company, working shoulder-to-shoulder with the CEO. You'll run outbound, generate pipeline, shadow the CEO on live calls, support active deals, and progressively take ownership of your own conversations and your own number.

You start close to the action and grow into full ownership: this is the path to owning a book, building the sales motion from the ground floor, and stepping into a founding sales / leadership role as we scale.

If you want a comfortable 9-5, this isn't the role. If you want accelerated growth, real responsibility, and to learn the craft directly from experienced operators - read on.

What you’ll do
  • Work directly with the CEO on pipeline generation and GTM execution
  • Run creative outbound across phone, email, Linked In, and video to open net-new opportunities
  • Shadow customer and investor conversations, then start owning them yourself
  • Support and help drive active deal flow
  • Build follow-up materials and outbound messaging that convert
  • Research accounts and develop strategic outreach plans
  • Keep CRM and pipeline tracking tight
  • Gradually take ownership of your own revenue pipeline
Who you are
  • 1-3 years in sales, business development, recruiting, or another highly competitive, customer-facing role
  • A track record of beating quota, outperforming peers, or exceeding expectations - you win
  • High urgency, high ownership, relentless work ethic
  • Competitive, resourceful, resilient - you want to be in the arena, not watching from the sidelines
  • Strong communicator who builds trust fast
  • Genuinely into AI, startups, and sales tech
  • Ready to be onsite in SF 5 days a week by August

We care far more about intensity, intelligence, coachability, and ambition than a polished resume. Competitive backgrounds - D1 athletes, military, top performers in high-pressure environments - stand out.

Why it's exciting

Direct mentorship from the CEO. A clear path to AE, founding sales, or leadership. Early-stage equity. Real autonomy and real responsibility from day one. And a front-row seat to one of the fastest-growing categories in AI.

If you want to build a category-defining company from the inside - let's talk.

San Francisco (onsite 5 days/week, South Park) $65K-$85K base + uncapped commission ($90K-$110K+ OTE) + early equity

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