Chief of Staff

Recur Software Recur Software

Recur Software

Full-time

Chicago, IL

Apply for this job Contact employer

Our Mission:

We’re building an enduring home for wonderful software companies. We acquire mission-critical vertical SaaS companies ($1-5M ARR) and unlock latent growth potential with AI & fintech. We’re a team of former investors from Accel, backed by some of the world’s leading technology investors including Reef Pass, Prosus Ventures, Accel and the founders of Mainsail and TCV. We’ve raised >$50M and are closing our fourth acquisition less than nine months after our seed round. More about us here.

Role Overview:

We’re hiring a Chief of Staff to work side-by-side with our founders on the highest-priority initiatives across Recur. Think of this role as a mix of strategy, operations, and special projects - one day you’re preparing board materials, the next you’re leading a portfolio project or untangling a hiring bottleneck. If you want a seat at the table while building a fast-scaling acquisition platform, this is it.

What You’ll Do

Partner directly with the founders on strategy, execution, and decision-making
Drive critical projects across M&A, finance, operations, and talent
Build systems and processes that help the whole team move faster
Craft board decks, investor updates, and internal reporting that sharpen our story
Jump into gaps - market research, portfolio support, or one-off challenges - and make progress where it’s needed most
Act as a multiplier for leadership capacity: keeping priorities clear, communication crisp, and momentum high

What We’re Looking For:

2-5 years of experience in consulting, investing, strategy, or an operating role at a high-growth company
Structured problem-solver who can make sense of ambiguity and drive outcomes
Strong communicator with the ability to influence and build trust quickly
Detail-oriented and organized, but also scrappy enough to roll up your sleeves
Hungry to learn, take ownership, and grow into a senior leadership track role

Why Join Us?

This is a rare chance to work hand-in-hand with founders at the ground floor of a fast-scaling software platform. You’ll see the inside of multiple companies, learn how acquisitions are sourced and integrated, and shape the infrastructure of a business backed by some of the world’s best investors.