Account Executive

Plain is redefining customer support for the next generation of B2B companies. We’re building the fastest, most powerful platform to help companies move beyond reactive support and build true customer relationships.

B2B customer support is undergoing a seismic shift. AI is transforming the way companies engage with customers, shifting support from a siloed function to a company-wide effort across Slack, Discord, and in-product experiences. The old way – slow, manual, and disconnected – no longer works.

Some of the world’s most forward-thinking companies – like Stytch, Sanity, andFly.io – trust Plain to unify all customer interactions, enable faster team collaboration, and supercharge their workflows with AI.

What you’ll do

You’re joining a small but mighty GTM team. This role is perfect for you if you obsess over salesand product and are looking to have a fundamental impact as part of a growing team.

We’re looking for someone who has at least 2-3 years of experience working in sales at an early stage B2B SaaS company and loves helping customers fall in love with a product.

In this role, you will:

• Work closely with Sam, our Founding GTM to identify leads and close deals.

• You’ll help our inbound leads, generate pipeline, and close deals. You’ll own the deals that you lead end-to-end, including understanding customer pain points, helping them evaluate Plain, and negotiating final price and contract terms.

• Work very cross-functionally. You’ll be expected to be deeply involved in our marketing and our product, work with our engineering team on feature requirements, etc.

This is a great fit if you…

• You’ve worked in sales at an early stage B2B SaaS product before and love seeing the immediate impact that closing a deal makes on the company. Our end users are quite technical, so although it’s not a hard requirement, we’d love to hear from you if you’ve had experience selling a technical early-stage product.

• Feel comfortable taking ownership in ambiguity. Our deals can move very quickly - we work very collaboratively but you should be excited to own deals independently and able to pull in the rest of the team as needed.

• You know how to talk about product in a way that energizes people, technical and non-technical. You love giving product demos, answering questions about roadmap, and coaching teams on how to use Plain as they’re evaluating, etc.

• You are exceptionally detail-oriented and good at time management - no action item or customer request gets lost. You’re able to coordinate communication and relay follow-up asks to the rest of the team to make sure we’re following up consistently.

• Are hungry and scrappy - we don’t have everything figured out yet, and we don’t pretend to. We iterate fast and improve as we go. We want you to be excited to figure things out with us, knowing you’ll have an immediate impact on the company’s growth.

This won’t be the right fit if you…

• Are uncomfortable with ambiguity. We have some really exciting traction but are still an early stage company with lots of unanswered questions.

• Want to work in a large sales team, with the support that includes. Success in this role will be about being able to work independently, even as the company scales.

• Don’t enjoy working with product or engineering. Our sales process is very product-driven from start to finish.

• Expect all the perks of a big company. We’re a Series A stage startup and are competitive in what we offer at our stage, but it’s a different role and opportunity than working at an established tech company.