Plain
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Account Executive
role at
Plain .
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.
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—is no longer effective. Some of the world’s most forward‑thinking companies—like Cursor, Raycast, and Sanity—trust Plain to unify all customer interactions, enable faster team collaboration, and supercharge their workflows with AI.
We’re a tight‑knit team with offices in SF and London. This role is based in San Francisco with an expectation of 3 days a week in person. Because we work closely with teammates in Europe, we start early (around 7am PT)—you’ll find quiet afternoons for heads‑down work and plenty of coffee in the morning.
Why this role matters We’ve just had our biggest quarter yet, closing deals with some of the fastest‑growing technology companies. The US is our largest market, and we’re expanding our GTM team to capture that momentum. You’ll be one of the first AEs on the ground in SF, reporting directly to our CEO. You’ll have a front‑row seat in shaping both our revenue engine and our product roadmap while building deep relationships with some of the most exciting tech companies.
What you’ll do
Own inbound leads, generate pipeline, and close deals. Manage the entire customer journey—from understanding pain points to evaluating Plain and negotiating final price and contract terms.
Collaborate closely with demand‑gen lead Cole, who builds the pipeline—your job is to close it.
Continuously iterate sales fundamentals (ICP, pricing, segmentation, deal tracking, conversion ratios, and TOFU/MOFU).
Bring the voice of the customer into product decisions; be a trusted partner to product and engineering.
Help onboard strategic customers with expansion potential alongside our Ops team, who are your partners on the post‑sale side.
Who is a great fit
Sold complex, integration‑heavy B2B SaaS to SMB or mid‑market customers (the more technical, the better).
Part of an early GTM team (Series A‑B) and knows what “building from scratch” looks like.
Excels in discovery, demos, and confident negotiation.
Detail‑oriented and thrives in a fast‑moving, variable environment.
Matters both product shaping and hitting quota.
Desires in‑office work and being in‑market in San Francisco to meet customers and peers.
Who is not a fit
Uncomfortable with ambiguity—early‑stage learning and changing priorities are expected.
Seeking a Head of Sales role; this position requires a focus on closing individual deals.
Looking to work within a larger sales team with many SDRs and SEs—this role is hands‑on across the full cycle.
Dislikes working closely with product or engineering.
Expecting all perks of a big company; we are a Series A startup with competitive but different offerings.
Note We are an equal‑opportunity employer. At this time, we can only support hiring within the US for this role.
Compensation Range: $100K - $150K
#J-18808-Ljbffr
Account Executive
role at
Plain .
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.
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—is no longer effective. Some of the world’s most forward‑thinking companies—like Cursor, Raycast, and Sanity—trust Plain to unify all customer interactions, enable faster team collaboration, and supercharge their workflows with AI.
We’re a tight‑knit team with offices in SF and London. This role is based in San Francisco with an expectation of 3 days a week in person. Because we work closely with teammates in Europe, we start early (around 7am PT)—you’ll find quiet afternoons for heads‑down work and plenty of coffee in the morning.
Why this role matters We’ve just had our biggest quarter yet, closing deals with some of the fastest‑growing technology companies. The US is our largest market, and we’re expanding our GTM team to capture that momentum. You’ll be one of the first AEs on the ground in SF, reporting directly to our CEO. You’ll have a front‑row seat in shaping both our revenue engine and our product roadmap while building deep relationships with some of the most exciting tech companies.
What you’ll do
Own inbound leads, generate pipeline, and close deals. Manage the entire customer journey—from understanding pain points to evaluating Plain and negotiating final price and contract terms.
Collaborate closely with demand‑gen lead Cole, who builds the pipeline—your job is to close it.
Continuously iterate sales fundamentals (ICP, pricing, segmentation, deal tracking, conversion ratios, and TOFU/MOFU).
Bring the voice of the customer into product decisions; be a trusted partner to product and engineering.
Help onboard strategic customers with expansion potential alongside our Ops team, who are your partners on the post‑sale side.
Who is a great fit
Sold complex, integration‑heavy B2B SaaS to SMB or mid‑market customers (the more technical, the better).
Part of an early GTM team (Series A‑B) and knows what “building from scratch” looks like.
Excels in discovery, demos, and confident negotiation.
Detail‑oriented and thrives in a fast‑moving, variable environment.
Matters both product shaping and hitting quota.
Desires in‑office work and being in‑market in San Francisco to meet customers and peers.
Who is not a fit
Uncomfortable with ambiguity—early‑stage learning and changing priorities are expected.
Seeking a Head of Sales role; this position requires a focus on closing individual deals.
Looking to work within a larger sales team with many SDRs and SEs—this role is hands‑on across the full cycle.
Dislikes working closely with product or engineering.
Expecting all perks of a big company; we are a Series A startup with competitive but different offerings.
Note We are an equal‑opportunity employer. At this time, we can only support hiring within the US for this role.
Compensation Range: $100K - $150K
#J-18808-Ljbffr