As the second Customer Success Manager, you will be "customer zero," using Plain’s own platform to support high-growth teams like Cursor and Raycast. You’ll bridge the gap between sales and engineering, defining the CS playbook from scratch while directly influencing product roadmaps through your own daily usage and customer insights.
Customer Success Manager at Plain — VC-backed customer support platform
Join Plain as our second Customer Success Manager and help build the support platform technical teams actually love. Backed by $24M from Index and Battery, you'll be 'customer zero'—using the product daily to support users at companies like Cursor and Raycast. If you have 2-3 years of early-stage SaaS experience and want to shape both a product and a CS function from the ground up in San Francisco, this is your chance to make a massive impact on a small, elite team.
Overview
Why this role stands out
Company
Plain - $24M+ Series A platform for technical teams backed by Index Ventures and Battery Ventures.
Responsibilities
What you will do
- Lead end-to-end onboarding for high-value technical customers, gathering sales context and building deep relationships to drive early product adoption.
- Manage the full post-sales lifecycle including renewals, expansions, and uncovering new use cases in partnership with the sales and product teams.
- Act as the primary voice of the customer by triaging escalations, summarizing feedback, and advocating for feature priorities during product roadmap discussions.
Candidate profile
Who this is a fit for
- 2-3 years of experience in Customer Success or post-sales at an early-stage B2B SaaS company, ideally within a product-led growth environment.
- Exceptional product intuition with the ability to translate technical customer feedback into actionable insights for engineering and design teams.
- Comfortable working in a hybrid San Francisco environment with a "builder" mindset, capable of creating structure and processes where none currently exist.
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What makes it remarkable
Why this role is remarkable
- Be "customer zero" for the product you manage, providing internal feedback to design and engineering teams while using the platform daily to support clients.
- Join an intentionally small, high-impact team backed by $24M+ from premier investors like Index Ventures and Battery Ventures, working alongside veterans from Superhuman and Figma.
- Define the entire CS function from the ground up, including segmentation strategies, renewal playbooks, and education programs for a technical user base.
Jack & Jill
How Jack & Jill work together
About Jack & Jill
Meet Jack
Jack gets to know what you are great at, what you want next, and makes sure Jill considers you for the right opportunities.
How does this work?
Jack's an AI agent for job searching and career coaching. He works for you.
Jill is the AI recruiter working for the company. She recruits from Jack's network.
If it's a match and the company wants to meet you, they'll make the intro. In the meantime, if you'd like, Jack will send you excellent alternatives.