From hiring seats to onboarding intelligence. Greg Coleshill, Chief Commercial and Operating Officer at vigilant.ai, joins host Jennifer Geary to explore what two decades in talent and recruitment really teaches you about the future of work — and why the smartest leaders are now applying people principles to AI teammates.

In this episode, host Jennifer Geary speaks with Greg Coleshill, whose 18-year career building talent and recruitment businesses across technology and financial services has taken a fascinating pivot. Now as COO at vigilant.ai, Greg is helping regulated organisations deploy AI agents safely, governed, and audit-ready — treating them less like software and more like a new hire.

You'll learn how to:

• Think about AI teammates the way you think about human hires — onboard, collaborate, build trust, then scale.
• Identify the right use cases for AI agents in your organisation, beyond simple automation.
• Navigate the noise of AI vendors and hype to find real business benefit.
• Govern AI agents safely in regulated environments with the right controls and audit trails.
• Design a hybrid workforce structure that blends people and agents effectively.
• Avoid the trap of using AI just to do the same old processes faster.

About Greg Coleshill:

Greg Coleshill is Chief Commercial and Operating Officer at vigilant.ai. He spent nearly 20 years leading businesses delivering innovative talent solutions to technology and financial services firms, including 18 years building and scaling multiple business units at the same organisation, culminating in his appointment as CEO and successfully managing the business through an acquisition and integration event.
At vigilant.ai, Greg applies the lessons of two decades managing human capital to the next frontier of organisational growth — helping regulated firms build hybrid workforces of safe, governed, and audit-ready AI teammates.

Chapters:

00:00 — Episode Begins
01:47 — Introducing Greg Coleshill
03:00 — 18 years in recruitment: one business, never standing still
09:54 — The pivot: from talent solutions to AI agents
11:40 — Non-deterministic intelligence — and why it changes everything
13:30 — What C-suite leaders are really struggling with on AI
17:00 — Inside vigilant.ai: the agentic operating system for regulated businesses
22:35 — The AI Chief of Staff: a real-life before and after
27:00 — The mindset shift: onboard, collaborate, trust, then scale
29:00 — Use case: 60%+ time saving in a complaints process within 30 days
32:24 — Org design: structuring people and agents together
34:39 — AI fatigue, slop and hallucinations — navigating the downsides
37:53 — Recommended reading and resources for getting started

Resources & Links:

• C-suite Framework courses & books: https://csuiteframework.co.uk/
• Find out more about vigilant.ai: https://vigilant.ai
• Book: Agentic Artificial Intelligence by Pascal Bornet
• Book: Co-intelligence by Ethan Mollick
• Podcast: The Artificial Intelligence Show
• Podcast: Me, Myself and AI

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Money doesn't give you control — perspective does. Former SoftBank CFO and bestselling author Alok Sharma joins The C-Suite Framework to unpack what really happens inside financial bubbles, how AI is quietly reshaping white-collar work, and why the biggest career breakthroughs often arrive disguised as failure.

Drawing on his experience leading multi-billion-dollar deals at SoftBank, overseeing the acquisition of ARM Holdings, and navigating extreme wealth and pressure, Alok reflects on decision-making under uncertainty, operational leadership, and the human cost of success.

You'll learn how to:

• Shift perspective when navigating bubbles and market hype

• Recognise when leverage, not valuation, creates real risk

• Understand how AI is already displacing white-collar roles

• Prepare for career inflection points disguised as setbacks

• Balance operational execution with long-term vision

• Make better decisions by knowing your own cognitive limits

About Alok:

Alok Sama is the author of the bestselling literary memoir The Money Trap: Lost Illusions Inside the Tech Bubble. He serves as a Senior Advisor to Warburg Pincus LLC, chairs the Advisory Board for Valhalla Ventures and is a director of Baer Capital Partners.

He was formerly President & CFO of SoftBank Group International ("SBGI") and Chief Strategy Officer for SoftBank Group ("SBG"). While at SoftBank, Alok led the $59bn merger of Sprint and T-Mobile, the $34bn acquisition of ARM Holdings Plc, the $10bn disposition of SoftBank's stake in Alibaba Group Holding, among many other deals.

Alok has over 30 years of investment banking, capital market and investment experience in New York, London and Hong Kong. Alok was formerly a senior Managing Director at Morgan Stanley.

Alok co-founded Baer Capital Partners, an alternative asset management firm. He continues to be a Director of Baer Capital. He is a member of the CNBC Global CFO Council, and a former Chairman of the London Chapter of the Young Presidents' Organization (YPO). He also holds an MFA for Creative Writing from NYU.

Chapters:

01:15 — Writing The Last Bubble and avoiding "success memoir" clichés

03:44 — Writing, craft, and ego

07:30 — Are we really in a bubble?

09:43 — Valuations vs leverage

13:02 — Technology cycles and timing

16:21 — Operator vs visionary

20:57 — Wealth, control, and walking away

23:28 — Career breaks disguised as failure

25:39 — AI and job displacement

29:59 — What future generations should learn

32:51 — Immigration, identity, and storytelling

Resources & Links:

• C-suite Framework courses & books: https://csuiteframework.co.uk/

• Read Jenny's eight lessons from The Money Trap

• Read about Irish government funding fo the arts - https://www.ft.com/content/15a6d3b9-81c0-46c6-a4b7-f881b5eeadad

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Security isn't a checkbox, it's a culture.

Former Navy Intelligence analyst and cybersecurity expert Cordell Robinson shows leaders how to embed security-by-design, strengthen compliance, and empower non-technical teams.

In this episode, host Jennifer Geary speaks with Cordell Robinson, founder & CEO of Brownstone Consulting, whose career spans military intelligence, software engineering, law, cybersecurity, and privacy. Cordell explains how non-technical executives can meaningfully shape cyber strategy, why compliance is really about culture, and how AI is being misused more than it's being mastered.

You'll learn how to:

• Shift from checkbox compliance to outcome-based security.

• Build security into your SDLC from day one.

• Ask the right questions as a non-technical leader.

• Avoid the biggest leadership mistakes in AI adoption.

• Strengthen culture, not just controls.

About Cordell Robinson:

Cordell Robinson is founder and CEO at Brownstone Consulting. He holds a Bachelor of Science in Computer Science / Electrical Engineering from Pepperdine University and a Jurist Doctor of Law from Georgetown University. He is a former Senior Naval Intelligence Analyst and is certified in C|CISO, CAP, and CRISC.

Chapters:

01:35 — Introducing Cordell Robinson

03:26 — Engineering, Navy intelligence & the pivot to cyber law

06:30 — Starting Brownstone Consulting

09:24 — What clients really ask for: compliance, AI governance & testing

11:02 — Why compliance matters beyond the certificate

13:03 — Culture change through testing & honest assessment

16:46 — Military discipline, leadership & communicating cyber risk

19:17 — Contingency planning & incident response in practice

20:37 — U.S. vs Europe: different regulatory mindsets

23:47 — Security-by-design & challenges in AI adoption

25:37 — How non-technical leaders can ask better questions

Resources & Links:

• C-suite Framework courses & books: https://csuiteframework.co.uk/

• The Cyber Security Handbook by Stephen Delahunty

• Check out Cordell's Compliance Aid app https://apps.apple.com/gb/app/compliance-aid/id6753880752
  

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