Senior Customer Success Manager

About Spekit
At Spekit, we’re building a truly context-aware experience where you never have to search for the right answer again. It starts with Sidekick, our execution layer that lives in your browser, Slack, and beyond. Sidekick anticipates a sales rep’s next move, translating complex signals into in-flow coaching, automated workflows, and deal-aware content creation — constantly answering the only question that matters:
“Given everything I know about this deal, what should I say, share, or do right now?”
But delivering that experience requires more than a chatbot.

It requires an authoritative system of truth that governs how a company goes to market. A content platform that keeps information dynamic and accurate as the business evolves, connecting enablement to real revenue outcomes. An intelligence layer humans rely on, and the one other AI systems consume.

It requires, Spekit. Recognized as a Visionary in Gartner’s 2025 Magic Quadrant™ for Revenue Enablement Platforms, we’re reimagining how people work and learn in an AI-first world. Come build with us!

Backed by: $60M+ from Craft Ventures, Felicis, Foundry Group, and Renegade Partners
Trusted by: A 2025 Gartner Visionary powering teams at Southwest Airlines, Justworks, Equifax, and FlorenceHQ.

 
 
The Role
As a Senior Customer Success Manager at Spekit, you own the outcomes for a portfolio of mid-market and enterprise accounts. You're the person your customers call when they need a thought partner, a strategic advisor, and internal advocate. You're not a support function — you're a revenue driver.

You will be responsible for ensuring every customer in your book is actively realizing the value of Spekit, building champions at every level, and turning healthy accounts into expansion and advocacy opportunities. This is a high-impact, high-visibility role on a lean team where your work is directly felt by the business and by the customers you serve.

We're looking for someone who brings the same relentless focus on outcomes to their customers that Spekit brings to its users: the right answer, at the right time, every time.

 
 
What You'll Do
Own the post-implementation relationship for a portfolio of accounts — from adoption through renewal, expansion, and advocacy

Drive adoption of Spekit across your customers' revenue teams, helping them embed deal rooms, AI Sidekick, and just-in-time enablement into their daily workflows

Build deep, multi-threaded relationships with champions and economic buyers, including VP and C-level stakeholders in Revenue, Enablement, and Sales Operations

Lead strategic business reviews that connect Spekit's impact to your customers' revenue goals, not just product usage metrics

Act as the voice of the customer inside Spekit — partnering closely with Product, Engineering, Marketing, and Sales to ensure customer feedback shapes what we build and how we go to market

Identify and develop customer advocates for case studies, speaking opportunities, and peer references

Proactively monitor account health using data — surfacing churn risk early and building mitigation plans before things escalate

Manage escalations with urgency, ownership, and transparency: documenting issues, driving cross-functional resolution, and keeping customers informed throughout

Collaborate with Sales to identify and close expansion opportunities in your portfolio

Maintain deep product expertise, continuously learning as Spekit's platform evolves, and helping customers understand how to apply new capabilities to their specific use cases

 
 
What We're Looking For
4–8 years of experience in Customer Success, Account Management, or a strategic customer-facing role at a B2B SaaS company

A track record of owning net revenue retention — you can speak to renewal rates, expansion ARR, and churn you've prevented

Proven ability to build relationships at the VP and C-suite level, particularly with Revenue, Enablement, or RevOps leaders

Experience managing a portfolio of mid-market or enterprise accounts with ARR in the $30K–$200K+ range

Comfort operating in a fast-moving startup where the playbook is still being built — you're energized by ambiguity, not paralyzed by it

Strong analytical instincts — you use data to tell a story, identify risk, and make a case for action

Exceptional communication and facilitation skills: you run tight meetings, write clearly, and present with confidence

Familiarity with the sales enablement, revenue intelligence, or digital adoption space is a plus

Experience with Salesforce, Vitally, Gainsight, or similar CS tooling

Experience with AI tools like Claude, ChatGPT, etcc

Must be legally authorized to work in the US

 
 
Why Spekit
You'll join a team where CS is treated as a revenue function, not a cost center

Your customers will include some of the most innovative revenue teams in the industry — and they'll actually love the product you're supporting

You'll work directly with the founding team and have real influence over how CS is built and scaled

Competitive salary, equity, full benefits (medical, dental, vision), generous PTO, and a culture that means it

Headquartered in Denver with a thriving in-office community — and fully remote-friendly for the right person

Spekit is proud to be an equal opportunity employer. We celebrate diversity and are committed to building an inclusive environment where everyone can do their best work.