Founding Sales Lead

Pear

$90K — $200K *
Education, Government & Non-Profit
Less than 5 years of experience
Job Overview by Ladders

Qualifications

  • 3+ years in quota-carrying sales (B2B or B2G experience; EdTech preferred)
  • Self-directed with the ability to operate without a playbook
  • Genuine interest in education and improving lives of educators
  • Resilient with the ability to iterate quickly after setbacks
  • Operator mindset for designing and executing processes
  • Optimistic and highly motivated individual

Responsibilities

  • Own the full sales cycle from initial conversations to signed contracts
  • Leverage existing sales motions and create repeatable processes
  • Build essential systems from scratch: CRM, outreach, pricing, contracting
  • Understand district purchasing processes, including budget cycles and RFQs
  • Provide insights from the field to influence positioning and product roadmap
  • Establish foundational sales processes for future team growth

Benefits

  • Opportunity to build a sales function from the ground up
  • Direct collaboration with the company founders
  • Role offers substantial ownership opportunities
  • Impact on improving educational experiences for teachers
  • Position with potential for future team leadership
Full Job Description
The role

Every deal so far has been closed by the founders. We have real inbound from schools & districts of teachers that use and love us. What we don't have is anyone whose whole job is turning that demand into a real pipeline.

That's you. You're our first sales leader and our first go-to-market hire. This is a founding role. You'll take what's worked from founder-led sales and build the entire sales function from scratch: process, tooling, messaging, all of it.

What you'll do
  • Own the full sales cycle with schools and districts, from first conversation to signed contract
  • Run the motion that's already working and make it repeatable without you or us in every call
  • Build the systems that don't exist yet: CRM hygiene, outreach, qualification, pricing conversations, contracting
  • Get fluent in how districts actually buy: budget cycles, purchase orders, RFQs, vendor registration, committees, pilots, and partnerships
  • Feed what you hear in the field directly into positioning and roadmap, working side by side with the founders
  • Lay the groundwork for the team that comes after you: the playbook, the onboarding, the first hires
What we're looking for
  • 3+ years in a quota-carrying sales role, with B2B or B2G sales cycle experience (EdTech a plus, not required)
  • Self-directed. You're comfortable operating without an existing playbook, because there isn't one yet
  • Genuinely interested in education and making educators' lives easier, not just selling into it
  • Resilient with setbacks. You treat a pitch that doesn't land as data and iterate quickly
  • Operator mindset. You're as comfortable designing a process as running one
  • Optimistic & a someone who hustles.


Compensation: $90-200k + OTE & meaningful ownership. Range depends on experience and location.

Similar Jobs

More Jobs at Pear

  • Founding Sales Lead
    $90K — $200K *
    Remote
    Education, Government & Non-Profit
    Remote in New York City, NY
  • Founding Sales Lead
    $90K — $200K *
    New York, NY 10025 (New York County)
    Education, Government & Non-Profit
    In-Person
  • SAP Technical Lead - FlowGen Labs
    $200K — $400K *
    San Francisco, CA 94112 (San Francisco County)
    Enterprise Technology
    In-Person
  • Frontend Engineer - TeachShare
    $100K — $180K *
    Remote
    Education, Government & Non-Profit
    Remote in New York, NY
  • Founding GTM - Baton AI
    $120K — $150K *
    San Francisco, CA 94112 (San Francisco County)
    Enterprise Technology
    In-Person

More Education, Government & Non-Profit Jobs

Find similar Founding Sales Lead jobs: