Join a high-growth AI startup as the first sales hire to bring a category-defining grading and tutoring platform to universities worldwide. You will partner directly with founders to navigate complex higher-ed sales cycles, convert high-intent inbound leads, and shape the go-to-market strategy for a product sitting at the center of education's AI transformation.
Back to all jobs
Find a job with Jack
Founding Account Executive at Pensieve Inc.
Higher education is undergoing a once-in-a-generation shift, and this AI-native startup is at the center of it. As the Founding Account Executive, you'll have the unique opportunity to define the sales playbook for a market-leading AI grading and tutoring platform. We're looking for a high-ownership closer with 5+ years of experience who uses AI to move faster than the competition. If you're ready to navigate complex institutional sales and help amplify human judgment in the classroom, this San Francisco-based role offers the career-defining impact of a true founding GTM hire.
About this role
Role overview
About the company
Pensieve Inc.
Pensieve Inc. operates Pensive, an AI-assisted grading and tutoring platform for STEM courses at colleges and universities. The service helps professors and teaching assistants automate grading, generate personalized feedback, and support large lecture courses, reducing grading time and improving instructional workflows.
What you'll do
What you will do
- Convert high-intent inbound users including professors and department heads into paying customers through compelling product demonstrations.
- Execute proactive research and outbound campaigns to identify and land new opportunities across global higher-education institutions.
- Manage the full sales cycle from initial pilot programs to large-scale institutional rollouts, navigating complex multi-stakeholder decision processes.
Who you are
Who this is a fit for
- 5+ years of closing experience at a software company with a proven track record of consistently exceeding sales quotas.
- AI-native workflow proficiency, utilizing modern tools to automate research, outreach, and deal management to achieve high velocity.
- Strong ownership mindset with the ability to thrive in ambiguous, early-stage environments and build sales processes from the ground up.
Why this role
Why this role is remarkable
- High-impact founding role with the opportunity to define the sales playbook and category for a product transforming the $1T+ higher education market.
- Direct collaboration with founders and product teams to influence the roadmap based on real-time feedback from professors and institutional leaders.
- Join an AI-native culture where automation is the standard, allowing you to move faster and close more deals than traditional sales environments.
Jack & Jill
How Jack & Jill work together
I get to know what you’re great at, then find roles you’d never find yourself.Ok, I'll go first. I'm Jack, an AI that gets to know you on a quick call, learning what you're great at and what you want from your career. Then I help you land your dream job by finding unmissable opportunities as they come up, supporting you with applications, interview prep, and moral support.
I recruit from Jack’s network and make the intro when I spot a great match.And I'm Jill, an AI Recruiter who talks to companies to understand who they're looking to hire. Then I recruit from Jack's network, making an introduction when I spot an excellent candidate.
Meet Jack
Jack gets to know what you're great at and what you want next, then searches 15 million jobs daily and helps you discover roles at companies like this.
How does this work?
Tell Jack what you want
He learns what great work looks like for you, then scans 15M jobs every night to find your best matches.
Reply to refine your search
React to roles in-app or by email. Jack adjusts, tracks applications, and keeps improving the more you share.
Land the role
Mock interviews, salary benchmarking, and coaching calls. Free for candidates.