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Newsletter

27 Jan 2026

How to Deal With Blame in HR: A Guide for Startup Leaders

Startup HR means playing cop and counselor, and getting blamed for both. Here’s why scapegoating happens and how to set boundaries that protect your sanity.

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27 Jan 2026

Ep. 39 - Your People Strategy Is Theater Without “Human Infrastructure”

In this episode, I met with Barbara Wittmann, founder of Digital Wisdom Collective and long–time IT and transformation leader who has spent decades inside complex organizations watching digital projects succeed, stall, or completely unravel. Barbara has led and advised on major transformation programs and now dedicates her work to one central idea: technology is never the core problem, people are. We explored why so many digital transformation initiatives fail, what “human infrastructure” actually means, and why middle management is the real change engine in any organization. We unpacked the mindsets, structures, and training that make the difference between yet another failed tool rollout and a genuinely transformed business. If you care about turning buzzwords like “digital transformation” and “AI adoption” into real business outcomes, this conversation offers a refreshingly honest and practical perspective.

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25 Jan 2026

How to Upskill as a Solo HR at a Startup

Flying solo as an HR leader? Learn to manage competing priorities, leverage technology, and build expertise through hands-on experience.

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14 Jan 2026

Ep. 38 - The Human Side of AI: Why Leadership, Not Technology, Decides the Future of Work

In this episode, I sit down with Nikki Barua, visionary entrepreneur, transformation expert, and CEO at FlipWork. Rather than centering on her impressive backstory, we dive quickly into her bold thesis: every leader today must think on a 300 year horizon, redesign how their organization engages with AI, and radically reimagine the role of people, leadership, and HR in this new era. From bootstrapping philosophy and funding discipline, to where AI should “live” in the org chart, to what it truly means to be an AI enabled leader, this conversation challenges conventional thinking and offers a practical roadmap for decision makers navigating disruption.

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31 Dec 2025

What is Fractional HR? When to Hire One For Your Startup

You don’t need to build an HR team right away. Learn more about what a fractional HR leader is and how to hire one for your startup.

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30 Dec 2025

Ep. 37 - How Profit Sharing Turns Employees into Owners

In this episode, I sat down with Rob Gallaher, founder of ProfitX, to talk about profit sharing and how it can be a catalyst for business growth. Rob shares his journey from running his own company to realizing that the way most businesses handle bonuses and incentives is fundamentally broken. Out of that frustration grew a systematic approach to profit sharing that is simple, transparent, and sustainable. The conversation explores why traditional bonus programs so often fail, what truly effective profit sharing looks like in practice, and how it can transform both your bottom line and your culture. Rob breaks down the rules he uses with clients, the mistakes to avoid, and the step–by–step way to roll out profit sharing even if your business is seasonal or cash–constrained.

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16 Dec 2025

Ep. 36 - HR Compliance Essentials for Startups

Are you confident that your startup is built on a solid legal foundation? It’s a question many founders push aside in the race to build a product and find market fit. In the latest episode of Organized Chaos, I had an incredibly insightful conversation with Halisi Tambuzi, a seasoned workplace investigator and HR compliance expert. We explored the common but dangerous HR pitfalls that startups often fall into, why the “we’re too small for rules” mindset can lead to disaster, and when you absolutely must start paying attention. We demystified the often-intimidating world of HR compliance, providing a clear roadmap for founders who want to build great companies the right way. This is a must-listen for anyone leading a team, no matter how small.

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09 Dec 2025

Ep. 35 - The New HR Frontier

In this episode, we explored the evolving landscape of HR, diving into how AI is transforming the field, the critical skills modern HR professionals need, and the unique challenges startups face when scaling their people strategies.

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03 Dec 2025

How to Partner With Your CEO as an HR Leader: A Guide for Startups

Your CEO can be your greatest ally or biggest obstacle. Here’s how to work with your CEO to get buy-in for HR.

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20 Nov 2025

How to Hire an HR Generalist: A Guide for Startups

Learn when and how to hire an HR Generalist with this startup-focused guide covering skills, interview tips, timing, and more.

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18 Nov 2025

Ep. 34 - The Interview Question Framework That Predicts Success

This edition breaks down why traditional “gut-feel” interviews often lead to costly hiring mistakes and introduces a data-driven, structured framework for getting it right. You’ll learn how to identify critical job competencies, ask behavioral questions that predict future performance using the STAR method, and implement a consistent scoring system. Stop guessing and start building the high-performing team your startup needs to scale.

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11 Nov 2025

Ep. 33 - Turning Startup Challenges into Opportunities

This week on Organized Chaos, I had the pleasure of speaking with Vijay Rajendran, an executive coach and advisor to founders at Startup System. Vijay shared his invaluable insights on overcoming the critical challenges that startups face, including fundraising, sales, team scaling, and building a sustainable company culture. We explored the systems and strategies that separate successful, high-growth companies from those that falter. It was a deep dive into creating a strong foundation for sustainable success.

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