Founding Account Executive

Paid

$150K — $180K *
Enterprise Technology
5 - 7 years of experience
Job Overview by Ladders

Qualifications

  • 5-6+ years of experience in B2B SaaS sales, particularly with AI or technical products.
  • Proven history of exceeding sales quotas with complex deal negotiations over $100k.
  • Experience in early-stage sales environments without an established playbook.
  • Strong technical acumen to engage effectively with engineering and product stakeholders.
  • Outstanding consultative selling and discovery skills focusing on customer needs and measurable outcomes.
  • High level of accountability and proactive work ethic.
  • Excellent communication and organizational skills.

Responsibilities

  • Lead customer acquisition from initial contact to implementation, focusing on the SF Bay Area.
  • Conduct technical sales cycles with executives and founders.
  • Manage all aspects of the sales process, including discovery and negotiations.
  • Collaborate with the founding team to develop scalable sales processes and messaging.
  • Generate leads through various channels, including outbound strategies and networking.
  • Create compelling sales materials and maintain strong internal deal management.
  • Provide market insights to influence product and customer strategy.
  • Establish Paid's go-to-market principles of customer focus, speed, and ownership.

Benefits

  • Opportunity to shape and influence the company’s sales strategy from the ground up.
  • High degree of ownership and responsibility in a founding role.
  • Work closely with a visionary global founding team.
  • Involvement in a fast-paced AI infrastructure environment.
  • Possibility to contribute to the development of sales playbooks and processes.
Full Job Description
The Role

We're hiring a founding Account Executive to help build Paid's revenue engine from the ground up. You'll work directly with our global founding team to acquire our earliest strategic customers, shape our sales motion, and turn what works into repeatable playbooks. This is a high-ownership role for someone who can sell complex technical products, create structure in ambiguity, and help define how a category-leading AI infrastructure company goes to market.

What You'll Do
  • Own new customer acquisition from first touch through closed-won and into implementation, with a focus on customers in the San Francisco Bay Area.
  • Run consultative, technical sales cycles with founders and executives
  • Lead high-quality discovery, qualification, business-case development, POCs, negotiation, and close.
  • Partner with the founding GTM team to codify what works into scalable sales processes, messaging, and playbooks.
  • Build pipeline through outbound, founder networks, events, referrals, and in-person selling across the SF AI ecosystem.
  • Create crisp customer-facing materials, compelling follow-ups, accurate forecasts, and strong internal deal hygiene.
  • Bring market feedback back into product, positioning, pricing, and customer-success strategy.
  • Set the bar for Paid's GTM culture: technical depth, customer obsession, speed, ownership, and craft.
What We're Looking For
  • 5-6+ years of closing experience in B2B SaaS, with recent experience selling AI, agentic, infrastructure, developer-facing, or highly technical products. Experience selling complex solutions (with FinTech experience as a nice to have).
  • A track record of consistently exceeding quota attainment with an average deal size of >$100k where significant multi-threading and complex deal negotiations were required
  • Experience selling in an early-stage environment without an established playbook
  • Strong technical fluency: earn credibility with engineering and product buyers
  • Excellent discovery and consultative selling skills: start with the customer's problem, quantify impact, and connect Paid's value to measurable business outcomes.
  • High ownership and bias towards action
  • Strong communication and operating discipline
  • Collaborative instincts and team selling skills
  • Competitive ambition: move with urgency, embrace AI in your own processes, and want to help define a new category.
  • Based in, or willing to relocate to, the San Francisco Bay Area.

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