Synced from Ashby · Jul 16

Sales Lead

Pear VCNew York CityPosted Jul 16, 2026
Account ExecutiveRemoteSenior
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Mirrored from Pear VC's own Ashby careers system · refreshed hourly

$90k–$200k
Compensation
99
Other open Pear VC roles
Jul 16
Posted
Ashby
Applicant system
Job description

About TeachShare

TeachShare is on a mission to simplify the daily instructional process so teachers can focus on the moments that matter. To do this, we are building a self-improving, easily digestible, daily plan for teachers that is grounded in their student's concept mastery, along with their institution's framework and curriculum.

We are the only Plan, Teach, Assess platform for K-12.

TeachShare is used by teachers across 60,000 schools. We got here with a full-time team that is entirely engineers. For two years we've been heads-down on product depth, and the bet is paying off: we're growing fast month over month, and our last two months have been our best ever.

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.

View original posting on Ashby

What applying to Pear VC usually looks like

Based on publicly available information, candidates applying through Ashby for roles at Pear VC can typically expect a structured online application, often followed by an initial screening conversation with a recruiter or talent team member. The process may include multiple stages, such as functional or role-specific interviews, take-home assessments, or case studies depending on the position, and possibly a conversation with hiring managers or team members who would be close collaborators. Ashby-based processes commonly allow candidates to track application status through an online portal and may include automated updates at various stages. Response times vary and can depend on role seniority and hiring volume. Candidates should generally prepare to discuss relevant experience, technical or domain skills, and motivation for the role, while understanding that exact steps and pacing can differ by team and position.

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Sales Lead
Pear VC · New York City
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