Pear Vc

Founding Sales Lead

New York City, New York, United States · Hybrid · FullTime

Apply on the employer’s site ↗See how well you match this job

You apply directly with the employer. ROLIVA does not submit applications from this page and is not the employer.

About the role

Description from the employer’s posting. Check the employer’s page for the current version.

EmployerPear Vc
LocationNew York City, New York, United States
Work styleHybrid
Employment typeFullTime
Employer posted2 months ago

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.

Show full description

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.

See how well you match this job Apply on the employer’s site ↗

Check your resume against this job Free, no sign-up. Nothing you paste is stored.

Staying safe while you apply

Never pay to apply, interview or accept an offer. ROLIVA never asks you for payment to apply to a job.
Apply only through the official “Apply on the employer’s site” button, on the employer’s own site, and check that a recruiter’s email uses that employer’s own domain rather than a free email address.
Be cautious of an offer made with no real interview, or pressure to decide quickly or share financial details early.

Does something look wrong with this listing? Use “Report broken link” in the role details, or read ROLIVA’s full job-safety guidance ↗.

Preparing for this role with ROLIVA

Check the fit.
Compare the requirements with the experience you have confirmed, including gaps.
Prepare honestly.
Build interview stories and application drafts from your own evidence.
Keep track.
Save the role and record your own application status and follow-ups.

Create a free workspace or log in.