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Founding Account Executive

💼 Full-time🗓 2026-07-27

Core

Founding Account Executive responsible for building pipeline, closing early partners, and shaping go-to-market strategy for an AI-powered workforce development platform.

Role type

Founding Account Executive (Early-stage B2B Sales)

Builds

AI platform for career navigation and workforce development

Domain

Workforce development, Career services, EdTech, AI

Deliverable

client delivery

Required skills

B2B sales, partnerships, business development, consultative selling, SaaS/technology/AI product sales, complex stakeholder navigation, entrepreneurial mindset

Preferred skills

Selling into universities/workforce/government, HR tech/EdTech experience, startup/high-growth environment experience

Technologies

AI platforms, SaaS

Responsibilities

Generate and manage pipeline across universities, workforce organizations, and enterprise partners; Lead consultative sales conversations with institutional stakeholders; Close pilot partnerships and convert successful pilots into long-term commercial relationships; Help organizations understand how AI can expand their career development capacity; Work closely with the founder to refine messaging, pricing, and sales strategy; Contribute to building early sales playbooks and outreach strategies; Represent PathPilot in ecosystem events, conferences, and strategic meetings; Maintain strong CRM and pipeline discipline

Seniority

Founding, hands-on IC

Rewrite
## About the Role This is a foundational go-to-market role. As PathPilot's Founding Account Executive, you will work directly with the founder to build pipeline, close early partners, and help shape how we bring this platform to market. You will lead consultative sales conversations with leaders across universities, workforce development organizations, and enterprises who are looking for new ways to support people navigating their careers in an AI-driven economy. This role is ideal for someone who thrives in early-stage environments where you are equally comfortable: - opening new doors - running complex sales conversations - closing strategic partnerships - helping refine the company's go-to-market playbook You should also be excited about AI and emerging technologies, and comfortable learning how AI platforms work and explaining their value to non-technical stakeholders. ## What You'll Be Responsible For - Generate and manage pipeline across universities, workforce organizations, and enterprise partners - Lead consultative sales conversations with institutional stakeholders - Close pilot partnerships and convert successful pilots into long-term commercial relationships - Help organizations understand how AI can expand their career development capacity - Work closely with the founder to refine messaging, pricing, and sales strategy - Contribute to building early sales playbooks and outreach strategies - Represent PathPilot in ecosystem events, conferences, and strategic meetings - Maintain strong CRM and pipeline discipline ## What Your Time Will Look Like - 50% meeting with prospective partners and closing deals - 20% pipeline development and outreach - 15% supporting pilot programs and partner success - 10% refining sales messaging and GTM strategy - 5% CRM, reporting, and forecasting ## In Your First 30 Days - Develop a deep understanding of PathPilot's platform and market - Meet with existing pilot partners and key prospects - Build a prioritized target account list - Begin outbound outreach and discovery conversations ## In Your First 90 Days - Close several new pilot partnerships - Establish a consistent pipeline generation motion - Build relationships with key organizations in the workforce development ecosystem - Help refine PathPilot's positioning based on real market conversations ## In Your First 6 Months - Help establish PathPilot as a recognized solution within the workforce and career services ecosystem - Convert early pilots into long-term commercial partnerships - Build a strong pipeline across multiple market segments - Play a meaningful role in shaping the company's long-term go-to-market strategy ## Our Hiring Process - Intro Call – Align on mission, values, and expectations - Sales Strategy Exercise – Walk us through how you'd sell PathPilot - Leadership Interview – Deep dive into your experience and approach - Final Conversation – Alignment with the founder on vision and culture - Offer – We move quickly and collaboratively ## Qualifications You might be the person we're looking for if you: - 5–10+ years of experience in B2B sales, partnerships, or business development - Experience selling SaaS, technology, or AI-enabled products - Strong consultative selling skills and ability to navigate complex organizations - Curiosity and enthusiasm for AI and emerging technologies - Entrepreneurial mindset and comfort operating in an early-stage company - Excellent communication and relationship-building skills ## Bonus Points - Experience selling into universities, workforce organizations, or government - Experience in HR tech, EdTech, or workforce technology - Experience working in a startup or high-growth environment
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