Fortune 500 work with this CEO building a $1billion dollar company with 100 people - Siobhan Savage. cover art

Fortune 500 work with this CEO building a $1billion dollar company with 100 people - Siobhan Savage.

Fortune 500 work with this CEO building a $1billion dollar company with 100 people - Siobhan Savage.

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What if the reason the world's biggest companies keep failing at AI has nothing to do with the AI itself?

Siobhan Savage is the co-founder and CEO of Reejig, the Work Operating System helping the most complex organizations on earth move work to worker in the age of AI. She works with Fortune 500 companies across banking, pharmaceutical, and retail, and she is building a billion-dollar company on a single conviction:

opportunity belongs to the builder, not the platform.

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HER STORY

One of twelve children. Canadian born, Irish raised, 15 years in Sydney, now in New York. She built her career in workforce strategy on multi billion dollar projects, obsessing over one question: how do you move work to the right worker and make a business run at high velocity?

She never imagined agents would become a form of worker. Now that future is arriving, and the Fortune 500 calls her to make sense of it.

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WHAT THIS EPISODE EXPOSES

In this episode of Truth Works, Jessica Neal and co-host Jeff Markowitz sit down with Siobhan to reveal what is really happening inside enterprise AI.

Most large companies have turned AI into transformation theatre: 12 month programs, enormous consulting bills, prompt training that changes nothing, and tools that get switched on then quietly switched off when the ROI never shows up.

The problem is not the technology. It is that almost no one has actually looked at how the work runs.

Reejig spent $40 million mapping how work actually works, building a view of tasks, subtasks, and skills before large language models were even real. That map is why Siobhan can walk into a company and understand 80% of its work without touching a single system.

She also draws a hard line on responsibility. Being Bold AND Responsible is not a slogan for her, and she refuses to design a world where two iPads interview each other in a boardroom.

Then it gets personal: raising "baby builders," the mom guilt of 16 hour days, and the human skills she believes will matter most in the careers of the future.

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TOPICS COVERED

THE BACKSTORY
→ One of twelve children, Canadian born, Irish raised, 15 years in Sydney
→ Starting out in workforce strategy and the obsession with moving work to worker
→ Recruiting as the ultimate training ground for resilience and connection

THE ENTERPRISE AI REALITY
→ The real reason enterprise AI is failing, and why it is not the AI
→ Transformation theatre: long programs, consulting bills, prompt training that changes nothing
→ Why tools get switched on then switched off when the ROI never appears
→ Making invisible work visible without plugging into emails or calendars
→ How Reejig spent $40 million mapping work before large language models were real
→ Understanding 80% of a company's work without touching a single system

VALUE OVER COST
→ The shift from cutting cost to unlocking value and growing margin
→ How an invoice that took five hours can be reduced to 45 minutes
→ Why your job is made of tasks, and how AI quietly removes parts of them
→ Emerging and declining skills, and the danger of "jobs of the future" courses
→ Stealth change management and the iPhone upgrade approach to adoption

THE BIGGER QUESTIONS
→ What it means to be Bold AND Responsible when jobs are on the line
→ The leaders harvesting people out of jobs while paying consultants millions
→ How the CHRO role is about to fundamentally change
→ Managing a workforce of both humans and agents
→ The handcrafted human experience making a comeback, even at AI companies

THE PERSONAL SIDE
→ Raising "baby builders" and teaching kids to use AI early
→ Why human to human skills become more valuable, not less
→ Mom guilt, 16 hour days, and choosing to build
→ Why opportunity belongs to the builder, Jane in accounts, not just the PhDs

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This is a conversation for anyone trying to understand what work becomes next, whether you lead a Fortune 500 company or you are figuring out your own place in the AI era.

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Guest: Siobhan Savage, co-founder and CEO of Reejig
Hosts: Jessica Neal and Jeff Markowitz

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