Founding Sales Lead

Pear

$90K — $200K *
US-AnywhereRemote in New York City, NY
Education, Government & Non-Profit
Less than 5 years of experience
Job Overview by Ladders

Qualifications

  • 3+ years in quota-carrying sales roles, ideally in B2B or B2G settings
  • Proficiency in implementing sales processes from scratch or optimizing existing ones
  • Strong interest in education and a commitment to improving educators' experiences
  • Resilience in the face of setbacks, using failures as learning opportunities
  • Operator mindset with skills in both process design and execution
  • Optimistic attitude and a strong work ethic

Responsibilities

  • Own and manage the entire sales cycle with schools and districts
  • Develop a repeatable sales motion based on founder-led strategies
  • Establish essential sales systems, including CRM, outreach, and contract management
  • Gain in-depth understanding of district purchasing processes and dynamics
  • Integrate field insights into product positioning and development
  • Create foundational sales team resources such as playbooks and onboarding processes

Benefits

  • Influential role working directly with the founding team
  • Opportunity to shape the sales function from the ground up
  • Impactful work contributing to the education sector
  • Backed by reputable investors in the education field
  • Ownership stakes in the company for impactful contributions
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.


Why TeachShare

Work with the founding team and have real influence and ownership over product and go-to-market. A product teachers already pull into their schools for you. And the chance to build a sales org's foundation from the ground up instead of inheriting someone else's.

The work matters, too. We're fostering classroom cohesion for hundreds of thousands of teachers and hundreds of schools and districts. You'd be the person who brings it to thousands more.

We are backed by the best investors in education - Reach Capital, with support from Pear VC.

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: