Founding Sales Lead

Pear VC; New York (NY); On-site; USD 90,000 - 200,000; Full time

Job summary

TeachShare is seeking a founding sales leader to build the entire go-to-market function from the ground up. You’ll take what works from founder-led sales and turn it into a scalable process, tooling, and messaging that can run without founders in every call.

You’ll own the full cycle with schools and districts, create repeatable playbooks, and align with product roadmaps by feeding field insights to the team. This is a hands-on, high-ownership role shaping our growth.

Qualifications

• 3+ years in a quota‑carrying sales role with B2B or B2G experience.
• Self-directed; comfortable without an established playbook.
• Genuinely interested in education and making educators' lives easier.
• Resilient; treats a pitch that doesn't land as data and iterates quickly.
• Operator mindset; comfortable designing and running a process.
• Optimistic and a hustler who gets things done.

Responsibilities

• Own the full sales cycle with schools and districts, from first conversation to signed contract.
• Build a repeatable sales motion and scalable processes.
• Develop CRM hygiene, outreach, qualification, pricing conversations, and contracting.
• Get fluent in how districts actually buy: budgets, purchase orders, RFQs, vendor registrations, committees, pilots, partnerships.
• Feed field feedback into positioning and roadmap with the founders.
• Lay the groundwork for the team: playbook and onboarding for hires.

Skills

Quota-carrying sales

B2B/B2G sales

EdTech experience

Self-directed

Education passion

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.