Hiring Talent is Just the Start – Keeping Them is the Real Challenge

One of the toughest challenges in early-stage startups is managing employee career development. Unlike big corporations, startups thrive on chaos, ownership, and self-driven growth, meaning traditional professional development programs often fall flat.

In this episode, Chris Saad and Yaniv Bernstein break down the harsh realities of career development in startups and explain why founders must rethink how they motivate and retain talent.

In this episode, you'll hear about:

- Why startups don’t (and shouldn’t) offer structured career development programs.
- The key differences between career growth in startups versus big companies.
- Why hiring A-players is just the start—and keeping them motivated is the real challenge.
- How to spot red flags in employees who can’t thrive in unstructured environments.
- Why startup culture, vision, and momentum matter more than promotions and titles.
- How founders can maintain a culture of ownership and motivation without the luxury of corporate resources.
- The uncomfortable truth about spoon-feeding employees and why self-driven growth is key.

Whether you're a founder feeling blindsided by employee demands or an aspiring startup employee, this episode provides invaluable insights to help you navigate the unique landscape of career growth in the startup world.

00:00 Intro
01:01 On Today's Show
02:11 The Startup Podcast Pact
02:31 Career Development in Startups
04:06 Recruiting the Right People
08:49 Intrinsic vs. Extrinsic Motivation
10:09 Navigating Unstructured Environments
12:15 Hierarchy and Titles
16:57 Cultural Factors in Hiring
18:50 The Importance of Hiring Well
21:08 Formal 'Professional Development'
26:44 Red Flags in Employee Growth
28:44 Compensation Challenges
34:26 Performance Management Essentials
41:34 Cultural Fit and Role Evolution
44:40 Motivating Startup Employees
51:22 Closing Thoughts

The Pact
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Key links
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Get your question in for our next Q&A episode: https://forms.gle/NZzgNWVLiFmwvFA2A
The Startup Podcast website: https://tsp.show

Learn more about Chris and Yaniv
Work 1:1 with Chris: http://chrissaad.com/advisory/
Follow Chris on Linkedin: https://www.linkedin.com/in/chrissaad/
Follow Yaniv on Linkedin: https://www.linkedin.com/in/ybernstein/

Editor: Justin McArthur https://www.linkedin.com/in/justin-mcarthur
Content Strategist: Carolina Franco https://www.linkedin.com/in/francocarolina/
Intro Voice: Jeremiah Owyang https://web-strategist.com/

#tsp #startup #entrepreneur #founders #leadership #earlystage #recruiting