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Leading Lessons

Michael Cunningham

Leading Lessons is written by Michael Cunningham. If you’re looking for practical takes on authentic leadership, building culture, and recruiting for real character, you're in the right place.

Platform
Substack
PricingOnly free issuesPublishesMonthly
Issues4SubscribersRead michaelcunningham5.substack.com

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Latest Issues

Recent posts by this newsletter. Browse the email archive.

Do You Really Need a VP of Engineering?

This question comes up often in growing companies and startups, especially when technical complexity outpaces the current team. The decision isn't always clear, and the wrong choice can set you back months.

3 months ago
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When CEO Succession Comes Too Late

After years in executive search, you start to recognize the signs that a CEO transition is coming. The company misses market innovation, the market slips, or other employees become loose in the saddle. A board chair or lead investor then ca...

4 months ago
0
0

GTM Tops the List of Talent Trends for the First Half of '25

Many of the business development calls I've taken this year with CEOs and board members have revolved around hiring a go-to-market (GTM) leader.

5 months ago
1
1

The 2025 Lonergan SV150

Dive into the latest Lonergan SV150 numbers and you’ll find a story of resilience and record-breaking performance. But look beyond the headlines, and you'll notice a quiet yet powerful shift. Texas is emerging as tech’s essential new fronti...

6 months ago
1
0

Authors

The writers behind this newsletter.

  • Michael Cunningham

    Tech Sector Executive Search | Leadership Team Builder | Partner @ Lonergan Partners | Trusted advisor for technology leaders

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