How Bessemer’s “Wish I Knew” Podcast Humanises Venture Capital

How Bessemer’s “Wish I Knew” Podcast Humanises Venture Capital

How Bessemer’s “Wish I Knew” Podcast Humanises Venture Capital

How Bessemer’s “Wish I Knew” Podcast Humanises Venture Capital

How Bessemer’s “Wish I Knew” Podcast Humanises Venture Capital

Turning founder reflection into brand equity.

By:

Adam Spencer

Publish Date:

10 Oct 2025

Updated:

10 Oct 2025

Read time:

8 min read

Reputation Through Vulnerability

In a space where investors often compete to sound the smartest, Bessemer Venture Partners took a different path.
Its podcast Wish I Knew focuses not on market trends but on mistakes, pivots, and lessons learned — the moments when founders realised what they didn’t know.

That narrative choice does more than entertain. It humanises the VC–founder relationship and builds trust faster than any pitch deck.

The Format That Works

  • Each episode features a founder, CEO, or operator reflecting on the critical moments that shaped their journey.

  • The tone is conversational and vulnerable — not polished PR.

  • Episodes are repurposed into social quotes, short clips, and blog summaries to maximise discoverability.

It’s not a content funnel; it’s an empathy engine.

Why It’s Effective

1. Authentic Differentiation
Most VC podcasts are about hype and foresight. Wish I Knew is about hindsight — and that’s what founders relate to.

2. Portfolio Halo Effect
Episodes often include Bessemer portfolio founders, subtly elevating their employer brands while demonstrating Bessemer’s support post-investment.

3. Consistency & Craft
High production quality and steady cadence reinforce professionalism and longevity — key trust signals for both founders and LPs.

ROI: Trust Is the Ultimate Return

Value Lever

Mechanism

Outcome

Founder Magnetism

Honest storytelling from peers.

Founders perceive Bessemer as empathetic and human.

Brand Equity

Relatable tone + strong design.

Distinct voice in a crowded VC landscape.

Portfolio Support

Gives exposure to founders.

Employer brand lift and credibility for startups.

Ecosystem Influence

Topics become reference material.

Increased visibility within founder and media circles.

Takeaway

Wish I Knew proves that in venture capital, vulnerability scales faster than bravado.
For firms willing to tell real stories, podcasts can build founder trust, brand warmth, and long-term deal flow simultaneously.

Create your investor podcast with W2D1 Media → w2d1.media/investor

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Turn podcasting into pipeline

We help founders, funds and operators build trust, authority and deal flow with a show tailored to their market.

Win better deals and stay top‑of‑mind with founders.

Close more deals and build a category you own.

Reach founders and operators with a show they trust.

Let's talk

Turn podcasting into pipeline

We help founders, funds and operators build trust, authority and deal flow with a show tailored to their market.

Win better deals and stay top‑of‑mind with founders.

Close more deals and build a category you own.

Reach founders and operators with a show they trust.

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© Copyright W2D1 Media Pty Ltd. All rights reserved. 2026

Get the 5‑email course: launch a retention‑optimised B2B show in 30 days

Get practical lessons on B2B podcast strategy, production and growth. No hacks, just what works in Australia.

Join 643 other founders & investors getting these breakdowns.

© Copyright W2D1 Media Pty Ltd. All rights reserved. 2026

Get the 5‑email course: launch a retention‑optimised B2B show in 30 days

Get practical lessons on B2B podcast strategy, production and growth. No hacks, just what works in Australia.

Join 643 other founders & investors getting these breakdowns.

© Copyright W2D1 Media Pty Ltd. All rights reserved. 2026