Podcast

Episode 21

Episode 21

53 min · June 9, 2026

Your Company Grows Only When You Do

Bruna de Guimarães

Bruna de Guimarães

Founder, Be Bold

The conversation

Milan Savov talks with Bruna de Guimarães, former COO and CPO at Pipedrive, founder of Be Bold and advisor to more than 50 startups, about the founder as the real bottleneck to growth. Bruna has found that the most successful founders are highly self-reflective: they seek feedback, work with coaches and keep upgrading how they lead as the company changes. She explains why leaders should aim to be trusted rather than liked, even when that means difficult conversations.

She compares co-founder relationships to marriages and suggests doing something difficult together before starting a company. She also shares how showing vulnerability made her a stronger leader, because admitting mistakes builds trust and speeds up learning.

What came up

00:00

Introduction

02:26

What 50+ founders taught Bruna

04:13

Why successful founders keep changing

08:13

Delegation and founder bottlenecks

11:10

The hidden problems inside companies

15:36

Why co-founder relationships fail

20:18

How to choose the right co-founder

24:50

Trust vs being liked

29:09

Decision-making with limited information

31:43

Learning from mistakes

34:04

Leading people more experienced than you

38:24

Returning from maternity leave

43:43

When founders should take investment

47:13

The leadership lesson that changed everything

49:19

Building learning loops

About the guest

Bruna de Guimarães

Bruna de Guimarães

Founder of Be Bold and former COO and CPO at Pipedrive. An angel investor and advisor to more than 50 startups across Europe.

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