← The Compounding Network

Founder leverage after the check

Union: the hire that mattered.

A Sunday-afternoon ask turned into the first Head of Sales Engineering, which turned into leverage the company is still compounding on.

The check was incidental. The hire was the leverage.

Relationship → Founder Ask → Brief → Network Activation → Hire → What It Unlocked

Founders often need help solving important problems long before they need another check. The value is in being a trusted filter, not a network.

1The relationship

Pre-ask · Before any of this came up

We were already in each other's corner.

By the time the founder picked up the phone, we already knew each other. The trust wasn't built in the moment — it was built in a bunch of quieter ones before it. Earlier conversations where I tried to be useful with nothing attached. Intros I'd made into the company. The kind of relationship where, when something hard came up, I was one of the people they thought to call.

2The ask

Day zero · A Sunday call

'Can I get your thoughts on something?'

The ask didn't come dressed up. It came as a Sunday-afternoon call — sounding-board energy, not a formal request. Union needed a Head of Sales Engineering, and the gap was starting to show up in places that mattered: deals that wouldn't move, founder hours getting eaten by technical sales work that shouldn't be theirs. We talked it through, and by the end of the call we both knew the next move wasn't sympathy — it was a hire.

3Shaping the brief

Week 1 · On a shared doc

We wrote down what 'right' actually looked like.

Before I called anyone, we sat with the brief. Not a job description — a scorecard. What 'right' actually looked like for Union's stage, in Union's motion. Where pedigree mattered and where it didn't. The tradeoffs we'd accept and the ones we wouldn't. The 90-day pre-mortem: what would have to be true in three months for us to know the hire was working. That conversation is the work people skip and then regret.

Trust before transaction

The most valuable support often starts with a founder saying, 'Can I get your thoughts on something?'

Not a strategy doc. A founder saying, 'Can I get your thoughts on something?'

5The conversation with Chris

Weeks 2–5 · A long coffee

I met with Chris before I introduced him.

This is the part of the story I most want people to understand. Before I introduced Chris to Union, I sat down with him directly. I wanted to understand his background, his strengths and weaknesses, what he was actually looking for in his next chapter, what motivated him, and whether the fit was genuine — not just plausible. The opening line was simple: 'Tell me what you're looking for in your next chapter.' Conviction got built in that conversation. The introduction was the output of conviction, not a forwarded resume. That distinction is most of the work. The value isn't activating a network. It's being a trusted filter so the founder gets a high-conviction intro, not a high-volume one.

6What it unlocked

Months 6–12 · Inside Union

The hire moved the company.

The hire strengthened Union's technical sales leadership and expanded organizational leverage in a way that showed up across the GTM motion. It helped the company scale the enterprise motion. It gave the founder real time back — time that went into building, not into doing technical sales themselves. The specifics are Union's to share, not mine. What I can say is that the right hire, made with conviction on both sides, became leverage the company is still compounding on.

Since then

What this relationship is still producing.

  • Technical sales leadership strengthened

    The hire gave Union a senior voice in the room for technical sales — the kind of leadership the stage required.

  • Founder time freed

    The founder got hours back every week — hours that went into building and into the work only they could do.

  • GTM capacity expanded

    The hire created capacity inside the go-to-market organization that the company has continued to build on.

Why this matters

Founders often need help solving important problems long before they need another check. Sometimes that problem is fundraising. Sometimes it's customers. Sometimes it's hiring. The value is in being a trusted filter — not a network.

Cross-linked proof