Senior Talent Partner - Sales

Chapter 2
Chicago, IL

About Chapter 2

Chapter 2 is one of the fastest-growing embedded talent businesses in the world. We've scaled to 160+ people globally in under four years, partnering with high-growth startups and scale-ups across Europe and the US. We don't do contingency. We don't post CVs. We embed directly into the world's most ambitious companies — acting as their talent function, building their hiring infrastructure, and delivering results at agency speed with the standards of an internal team.

Our commercial growth is fuelled by two things: sharp outbound sales and world-class events that put us in the same room as the people we want to work with. That's where you come in.

We are relentless in our pursuit of excellence, embedding world-class talent, pioneering technology, and compelling employer branding into organizations across industries. Our approach isn’t just about recruitment—it’s about building long-term success for our clients.

We are loyal to our clients, to our vision, and most importantly, to each other—because we know that true success is built together.

Chapter 2 – A scalable talent solution.

For more information, please watch the Chapter 2 Evolution

Senior Recruiter – Sales Hiring | Chicago | Hybrid |

This isn't a seat-filler role.

We're hiring on behalf of a publicly traded, high-velocity technology business in Chicago. They're looking for a Senior Recruiter to own the build-out of a modern, AI-native sales hiring engine — from first principles.

If you're running a desk inside a mature TA function and looking for more of the same, this probably isn't for you. If you're a scrappy, high-agency operator who's already using AI to compound your output and wants to architect something from scratch — read on.

What You'll Own

  • End-to-end sales hiring across the Chicago org and broader US footprint

  • Designing and automating sourcing, screening, and pipeline workflows using Claude Code and adjacent AI tooling

  • Funnel analytics — diagnosing where conversion breaks and fixing it with process or technology

  • Hiring manager partnership: scorecards, calibration, structured interviewing, and offer strategy

  • A candidate experience that reflects the calibre of the business

Who Fits

  • Scrappy operator. You've built something from zero — not just maintained a process someone else designed

  • High IQ, high agency. You think from first principles and don't wait for permission

  • Genuinely AI-native. You're already using Claude Code, Cursor, or similar tooling to automate parts of your workflow. This is non-negotiable

  • Strong sales recruiting track record — AE, SDR leadership, and GTM hires at growth-stage or publicly traded tech companies

  • Comfortable with ambiguity. The playbook gets written by you

  • Chicago-based or willing to be on-site three days a week

The Setup

  • Hybrid — Chicago-based, three days on-site

  • Direct partnership with a senior commercial leader hiring for grit, IQ, and the ability to ship

  • The mandate: raise the bar on sales talent density, move fast, and use AI to compound your own output

Benefits and Rewards designed around you:

Because your hard work deserves more than just recognition—it deserves celebration. At Chapter 2 we’re passionate about helping you shape a career that aligns with your aspirations, passions, and personal growth.

  • A competitive salary depending on experience

  • Flexible work arrangements, including hybrid work possibilities, so you can balance life and career in a way that works best for you.

  • Future-Proof Your Finances – Our pension fund helps you invest in a secure and comfortable future, so you can plan with confidence.

  • Your Health Matters – From medical aid to comprehensive health and wellness programs, we’re committed to keeping you feeling your best—inside and out.

  • Celebrate YOU – Your birthday is special, and we think you should spend it doing what makes you happiest! Enjoy birthday leave to relax, celebrate, and recharge.

  • Shining a Spotlight on Success – We love recognizing and rewarding hard work! Our Town Hall Recognition Awards celebrate those who go the extra mile, because every achievement deserves a moment in the spotlight.

Diversity, Equity & Inclusion at Chapter 2

At Chapter 2, we are committed to building a diverse, inclusive, and welcoming workplace where everyone belongs. Regardless of race, ethnicity, religion, age, gender identity or expression, sexual orientation, disability, or neurodiversity, we celebrate the unique perspectives that make us stronger. We encourage applications from all backgrounds and are happy to accommodate any recruitment or interview adjustments needed to create a smooth and comfortable experience. Your individuality matters, and we believe that diverse philosophies, cultures, and experiences drive innovation and success.

Posted 2026-04-27

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