Founder • Operator • Builder

RobertHenderson

Servant leader • Data cruncher • Strategist

Robert Henderson

I buildrevenue engines.

Not campaigns. Not teams. Not theory. Systems that consistently turn activity into revenue.

Over the last 20+ years, I’ve helped companies like Airbnb, eBay, Experian, X, Zillow, FedEx, AT&T and others acquire customers at scale — generating over $5B in client revenue.

The model is simple, but most companies get it wrong:

Data → Content → Distribution → Conversion → Revenue → Repeat

Most organizations treat these as separate functions. The winners integrate them into one system.

My Founding Principles

In this order. Always.
01 People

Every business begins and ends with good people. Find the right ones and not only will the business thrive — the fabric of your life will be enriched.

02 Product

Build things that matter. Durable things. Things people actually care about that solve a real problem. If it doesn’t do that, it doesn’t deserve to exist.

03 Process

Develop a way of doing things that is uniquely yours. Document it relentlessly. Live it, breathe it, be it. Process is what separates intent from results.

04 Execution

Great reporting and dashboarding aren’t optional — they’re the job. Measure everything, in detail, always. What gets measured gets improved.

05 Optimization

Read the data. Understand the data. Adjust to the data. Always and constantly endeavor to be better. There is no finish line.

User Acquisition

My Framework

Customer acquisition isn’t one thing — it’s a stack that has to work together.

Layer 01

Data

Everything starts here. Who is the ICP? Where do they exist? What signals actually matter? If the data is wrong, nothing downstream works.

Layer 02

Content

Content isn’t branding — it’s conversion. Every message should have a job: start a conversation, move a deal forward, or close it.

Layer 03

Lead Generation

Volume matters, but quality matters more. I’d rather have 100 right conversations than 1,000 empty touches.

Layer 04

Revenue Operations

This is where most companies break. If routing, tracking, attribution, and feedback loops aren’t tight, you’re flying blind.

Layer 05

Culture of Performance

The math matters — but leadership, coaching, and standards matter more. Most underperformance isn’t market-driven. It’s execution-driven.

How I Invest

I invest alongside founders. Not in industries, not in trends — in people who are committed to brawling as if their life depended on it.

AI isn’t replacing people — it’s exposing where systems were never that strong to begin with.

The real opportunity isn’t in swapping humans out. It’s in making human-driven businesses work better. The ones built on trust, relationships, and showing up.

I’m interested in investments that take legacy concepts and reimagine them through technology — not to reinvent the wheel, but to make it turn faster, cleaner, and at scale.

My Three Investment Criteria
  • People first. The best business plan fails without committed leadership. I back founders who will fight for it.
  • Practical solutions. Clear, easy-to-understand answers to real problems. Moonshots are gambling. Practical value rarely fails completely.
  • Path to profitability. A business that can’t stand on its own two feet will spend all its time fundraising instead of executing.

What I’ve Built

The track record
Founder & CEO
JumpCrew
2016 – 2025
  • Built from zero to 500+ people
  • $5B+ in client revenue generated
  • Enterprise customer acquisition across Airbnb, AT&T, X, Alibaba, Experian, FedEx, Zillow
  • Acquired by iQor in 2025
Co-Founder
AdPost
2020 – Present
  • Scaled to $25M+
  • Top-of-funnel acquisition and distribution at scale
EVP, Post-Acquisition
iQor
2025 – Present
  • Leading growth, marketing, and user acquisition
  • Across JumpCrew + AdPost divisions
  • Full-funnel performance inside enterprise environments
Board Member
YouNow
2020 – 2024
  • Live content platform — gamified creator economy
  • Fans financially support broadcasters in real time
Chief Executive Officer
AHRN.com
2018 – 2022
  • Zillow for the USA Military
  • Acquired by Veterans United — 13x exit
SVP, Revenue
Vivial
2014 – 2016
  • Post-acquisition of LocalVox by Blackstone
  • Award-winning SaaS platform for local, social and mobile marketing

Clients & Work

Who I’ve worked with

I’ve spent most of my career inside high-growth and enterprise environments where acquisition actually matters. Different industries. Same problem: how to consistently acquire customers at scale.

Google
Airbnb
X
eBay
Experian
AT&T
Zillow
FedEx
Nextdoor
Getty Images
Payoneer
RingCentral

Things I Believe

No fluff