What It Really Takes to Lead in a Startup with Oliver Brown, VP at Wire - ORRJO Unscripted #7

ORRJO Unscripted

Startups. Scaling. Scrappiness. And staying sane while doing it.

In this episode of ORRJO Unscripted, we sit down with Oliver Brown, VP of Commercial at Wire — the secure collaboration platform used by governments, enterprises, and organisations that actually care about privacy.

Oliver’s career has been built in the trenches of startup life. From early sales roles to global leadership positions, he’s helped multiple fast-growth SaaS companies scale up (and not always smoothly).

We chat about:

• What it’s really like leading commercial at a global SaaS company
• The pain points and realities of early-stage sales and GTM
• Startup culture, leadership challenges, and hiring mistakes
• Why product, sales and marketing alignment is everything
• How to stay grounded when investor pressure is high and the market's brutal

If you work in tech, sales, or startups — or you're just curious about the grit behind the growth — this one’s packed with lessons.