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.

About the Role

We're looking for an AI Content Specialist to join our Customer Success team at a genuinely interesting inflection point. The way we build content inside Spekit is changing fast — and this role is being designed for where we're going, not where we've been.

The old version of this role was about copy-pasting content from one org to the next. That world is over.

The new version is about using AI agents, LLMs, and automation to do in hours what used to take weeks — scraping customer websites, converting documents, auditing existing content libraries, and building out structured Spekit orgs at a pace and scale that wasn't possible before. Your job is to guide that process, QA the outputs, and make sure what gets built is actually good: well-structured, well-written, and well-designed.

Think of it as: AI does the heavy lifting. You make sure it doesn't produce slop.

You'll work closely with our Customer Success and Solutions teams, supporting new customer implementations by turning raw source material into polished Spekit experiences — using every tool available to you to do it faster and better than anyone expects.

What You'll Do

AI-Driven Content Building

• Use AI agents and LLM-based workflows to scrape customer websites, import playbooks, and generate topic structures, landing pages, and Spek libraries — without starting from scratch.

• Use Spekit's AI Content Assistant to convert customer documents into structured, platform-native content at scale.

• Run AI-assisted audits of a customer's existing content library to identify what to keep, what to transform, and what to retire — and turn that analysis into a clear migration plan.

• Handle manual imports (Google Drive, SharePoint, etc.) where automation isn't yet available — with the understanding that this work will shrink over time as our tooling matures.

Editorial & Quality Control

• Review and refine AI-generated content with a sharp editorial eye — cutting through noise, fixing structure, and ensuring every output sounds like it was written by a thoughtful human, not a machine.

• Rewrite, tighten, and elevate copy so it's clear, concise, and genuinely useful to the rep or manager who will encounter it in the flow of their work.

• Hold a high bar: you know the difference between "good enough" and "actually good," and you don't ship the former when the latter is achievable.

Design & Visual Structure

• Apply a design sensibility to every org you build — thoughtful hierarchy, clean formatting, logical flow, and visual consistency that makes content easy to navigate and pleasant to use.

• Modify and improve AI-generated visual outputs so they meet a quality standard, not just a completion standard.

• Contribute to the development of reusable templates and content frameworks that make future builds faster without making them feel generic.

Customer & Team Collaboration

• Partner with CSMs and Solutions Engineers to understand what a customer needs before building anything — scope first, build second.

• Occasionally interact with customers directly to clarify content needs or walk through deliverables.

• Contribute to internal content standards, OOB templates, and the shared library of assets the broader team draws from.

What We're Looking For

Must-Haves

• Strong written English — you can read a dense document, understand what matters, and rewrite it into something clear and useful. You recognize AI slop immediately and know how to fix it.

• Strong verbal English – Our AI Content team loves getting on calls with customers to gather their feedback on their work and iterate on it from there. You’re able to communicate via Zoom calls with our customers without any issue.

• A genuine design eye — you notice when formatting is off, hierarchy is wrong, or a layout makes content harder to read. You fix it without being asked.

• Curiosity about and hands-on comfort with AI tools — you already use LLMs in your daily work and think about how to get better outputs, not just any outputs.

• Organized and self-directed — you can manage multiple customer projects simultaneously without dropping threads.

• Fast learner — you pick up new tools, platforms, and workflows quickly and don't need everything spelled out.

Nice-to-Haves

• Familiarity with sales enablement, customer success, or SaaS environments.

• Experience with prompt engineering or working with LLM-based workflows.

• Background in content design, instructional design, UX writing, or editorial work.

• Exposure to tools like Notion, Google Drive, SharePoint, or similar content ecosystems.

• Basic comfort with automation concepts — you don't need to be an engineer, but you shouldn't be intimidated by the idea of a workflow or an agent doing work on your behalf.

Experience Level This is an early-career to mid-level role. We care far more about your taste, your curiosity, and your ability to learn than your years of experience. If you've been experimenting with AI tools, have a strong editorial instinct, and take pride in the quality of what you produce — we want to talk to you.

What Success Looks Like

In your first 60 days, you'll have supported several customer implementations using our AI-assisted build process, developed fluency with Spekit and our content toolchain, and demonstrated a clear ability to take AI outputs from rough to polished.

Within six months, you'll be running content builds largely independently, contributing to template and framework development, and consistently delivering orgs that customers comment on for their quality and relevance.

Within a year, you'll be helping shape how we build — identifying where AI can do more, where human judgment is irreplaceable, and what "great" looks like at every stage of the process.