Robert Henderson
Founder & CEO

Robert Henderson

Entrepreneur · Builder
Company
JumpCrew
Based in
Nashville, TN
Background
Peruvian–New Yorker
Exits
5
About

About

I’m an entrepreneur at my core. I’ve spent my career building companies, solving hard problems, and creating opportunities where none existed before.

I founded JumpCrew in 2016 and scaled it into a 500+ person organization that helped drive more than $5B in revenue for over 450 companies, including Airbnb, Experian, X, Nextdoor, Getty Images, and Angie’s List. In 2025, JumpCrew was acquired by iQor.

Before that, I co-founded LocalVox in New York City and helped scale it to a successful acquisition by Vivial, a Blackstone-backed rollup. I’ve since gone on to lead, build, and advise multiple companies across technology, media, and platforms serving millions of users.

But titles and exits aren’t the point. I build because I love the process — the iteration, the setbacks, the breakthroughs, and the moment when something you created starts to take on a life of its own.

I’m also a husband to my wife Karen of over 20 years and a father to Benjamin and Theodora. Those roles matter more than anything else.

Experience

Career History

Philosophy

Operating Philosophy

People

Every company, product, and project starts and ends with people.

My job as a leader is to create an environment where great people can do the best work of their lives. That means trust, autonomy, and psychological safety. When people feel ownership, they move faster, take risks, and solve problems without waiting for permission.

The single most important trait is grit. Things will go wrong. Markets shift. Competitors emerge. The teams that win are the ones that keep going.

Product

The purpose of any product is to solve a real problem that matters.

Not hypothetically. Not eventually. Now.

Great products aren’t created in conference rooms. They’re shaped through real-world use, feedback, and relentless iteration. I rely on data and firsthand observation to refine constantly, knowing the first version is never the final version.

You earn the right to win by understanding the problem better than anyone else and refusing to stop until you’ve solved it.

When something truly works, momentum follows.

Process

Great companies aren’t built on individual heroics — they’re built on systems.

I believe in creating clear playbooks, tools, and shared frameworks so everyone understands how we do things and why we do them. When the path is clear, teams move faster, make better decisions, and operate with confidence and independence.

Playbooks turn lessons into assets. Systems turn effort into scale. Tools turn intention into execution.

This creates consistency without bureaucracy. It allows teams to improve continuously, refine what works, and eliminate what doesn’t. Over time, these systems compound — making the organization stronger, faster, and more resilient with every iteration.

When everyone shares the same understanding of how to operate, execution becomes aligned — and aligned execution wins.

Execution

Execution is where ideas meet reality.

I believe in moving with urgency, but speed without visibility is dangerous. Detailed reporting and dashboards are essential — they create a real-time understanding of where we are, what’s working, and where we need to adjust. When you can see clearly, you can act decisively.

Metrics create accountability. Dashboards create alignment. Reporting turns intuition into informed action.

The goal isn’t to track activity for the sake of tracking — it’s to create clarity. When teams understand the numbers, they understand the mission. They know where to focus, where to improve, and where to push harder.

Execution isn’t about being busy. It’s about knowing what matters, measuring it relentlessly, and taking decisive action to move forward.

Optimization

Data tells the truth.

I use data to understand reality — not to confirm assumptions. Measurement creates clarity. Clarity creates better decisions. Better decisions create better outcomes.

Improvement is never finished.

Impact

Key Metrics

$5B+
Client Revenue
450+
Companies Served
500+
Peak Employees
5
Successful Exits
Leadership

In My Own Words

Build things that matter.

Speed is a superpower.

Focus on what works.

Take care of your people.

Be relentless.

Media & Press

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