Director of Sales

Head Of Sales

Making videos is easy. Making them work for your business? That is where Wistia shines. Our end-to-end platform gives businesses the tools to create, host, share, and analyze videos and webinars, all in one place. Our mission? To be the go-to video and webinar platform for businesses. And we know that mission starts with a team that feels valued, supported, and empowered to do their best work.

Our Head of Sales will play a critical role in accelerating Wistia’s revenue growth. You will build and manage a top-notch sales team, strengthen our inbound sales motion, stand up a brand-new outbound sales strategy, help us gain ground in the mid-market, and turn our comparatively new webinar product into a commercial success story. Working alongside Growth, Marketing, and Commercial Leadership, you’ll sharpen our acquisition strategy and dial in the relationship between self-serve and sales ensuring the two motions compound rather than compete.

You'll also collaborate with GTM leaders to deliver a seamless customer experience and become a leading voice of the customer, shaping what we build.

This is a hands-on, in-the-work leadership role. You will spend real time coaching reps, reviewing calls and outreach, and building the playbooks and systems that help the team perform consistently. The team values operational rigor paired with sales instinct, and collaborates closely with Marketing and GTM Operations rather than working in a silo. In addition to ensure top notch sales execution, you will also be crafting new sales strategies, as we move into the mid-market and focus on growing our webinar business.

Wistia’s mission is to be the go-to video platform for businesses, and this role directly drives the new business acquisition that fuels that growth, including helping our webinar product become a bigger part of our story.

Hybrid with in-office requirement:
This role is based in the Boston area, with an expectation of being in our Cambridge office at least one to two days per week.

Key responsibilities include leading and growing a team of Account Executives and BDRs selling into small and mid-market companies, developing and executing sales strategies aligned with company revenue targets and growth objectives, strengthening our existing sales funnel through coaching, sharper playbooks, and operational rigor across the full sales cycle, evaluating sales performance and diagnosing where the biggest opportunities / challenges are, building a brand-new outbound sales strategy from the ground up, partnering with Marketing and our Commercial Leadership Team to sharpen our acquisition strategy, bringing AI into the sales motion in ways that make the team more effective and more efficient, from prospect research to personalized outreach.

We support, challenge, and celebrate one another, and we invest deeply in connection. Because strong relationships drive better outcomes, and because work is more meaningful when we genuinely care about the people we do it with. We provide a competitive compensation package that includes employee stock options, 401k with 3% company contribution, fully paid healthcare, dental, and vision insurance premiums (family plans included), pre-tax FSA and Dependent Care Account, 16 weeks of paid parental leave, flexible time off, annual professional development stipend (courses, conferences, and more), new hire bonus to enhance your home office setup, and pet insurance discount.