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Customer Success Engineer
$90k-$120k + stock options + benefits
San Francisco
Sound interesting?
We'd love to hear from you.
Your application will be reviewed by us. We'll get back to you within a week. We can't wait to meet you!

Simon Rohrbach
Co-Founder & CEO

Matt Vagni
CO-FOUNDER & CTO
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, and Fly.io – trust Plain to unify all customer interactions, enable faster team collaboration, and supercharge their workflows with AI.
We’re looking for a Customer Success Engineer to join our team and help us define the next phase of support tooling.
What you'll do
This is a critical role in helping companies adopt Plain and supporting them as they grow with our platform. You’ll ensure companies get up and running as quickly as possible and help them unlock the full potential of Plain.
This is a technical, customer-facing role – as well as a product-centric one. Externally, you'll work closely with customers to drive adoption and success. Internally, collaborate with our in identifying opportunities to improve product adoption, drive growth, and improve our product to make your own job easier.
seamlessly adapt your communication style, switching from deep engineering discussions to clear, step-by-step product guidance as needed.
In this role, you will:
Be a trusted advisor throughout a customer's lifecycle, helping customers get value from Plain from onboarding through to expansion, and supporting our sales team with custom demos to close deals.
Lead customer migrations from competitors to Plain, ensuring a smooth transition.
Help us level up our support and success efforts. While we all do support and success together and dogfood our product, we need someone to steer the ship and help us all get better.
Make AI a core part of our customer success strategy, leveraging it for customer onboarding, automating customer journeys, renewals forecasting, churn prediction.
This is a great fit if you…
Have at least 2-3 years experience in support,solutions or success engineering at a B2B SaaS company.
You have a natural curiosity, have a truth-seeking mindset, and driven by a desire to learn.
Are motivated by customer interactions – you thrive on helping users understand our product and get more value from Plain.
Love technical work. You're well versed in working with APIs, understand how complex products function on a technical level, and connect and enjoy debugging particularly tricky issues.
Are versatile in your communication style – you’ll be working with both technical and non-technical users, and you know how to tailor your communication style for different audiences.
This won't be the right role if you…
Prefer to spend most of your day coding rather than talking to customers—this is a primarily external-facing role.
Want to focus solely on product or feature development. While this role is technical, it’s not centered on building core product features.
Are uncomfortable with ambiguity. We’re an early-stage company with strong traction, but we’re constantly iterating, learning, and adapting as we grow.
Are looking for a management role. Right now, we’re seeking someone who wants to be a hands-on individual contributor.
Expect the perks of a big company. We offer competitive benefits for a Series A startup, but this role is different from working at an established tech giant.
We're building Plain for, and with, everyone. We welcome and encourage applications from individuals of all races, ethnicities, genders, sexual orientations, abilities, ages, and backgrounds. We are an equal opportunity employer and do not discriminate based on race, color, religion, sex, national origin, disability, veteran status, genetic information, or any other protected status.