Industries We Serve

---

 We understand the unique pressures faced by leaders in the Lloyd’s and specialty insurance market: underwriting discipline in volatile conditions, the weight of market cycles, cultural integration post-M&A, and the challenge of attracting and retaining next-generation talent.

What sets our coaching apart is a deep appreciation of complexi

 We understand the unique pressures faced by leaders in the Lloyd’s and specialty insurance market: underwriting discipline in volatile conditions, the weight of market cycles, cultural integration post-M&A, and the challenge of attracting and retaining next-generation talent.

What sets our coaching apart is a deep appreciation of complexity — from regulatory demands to relationship-driven broking and capital market alignment.

Jonathan Gillespie brings 25+ years of board-level experience across high-pressure, regulated industries and global transformation projects. He’s worked with P&L owners, senior brokers, and strategy leads navigating tough calls, legacy systems, and market evolution. He knows what leadership under scrutiny feels like — and how to build confidence, capability, and clarity at pace.

Whether you're refining your portfolio strategy, stepping into ExCo, or aligning your syndicate culture, Hawthorn Hill provides executive coaching that’s commercial, confidential, and built for leaders in high-stakes roles.

 Few industries change as fast — or demand as much resilience — as media and marketing. The shift from analogue to digital, brand to performance, in-house to outsourced, has reshaped what leadership looks like in agencies, platforms, publishers, and client organisations.

Jonathan Gillespie has lived that change — launching YouTube’s moneti

 Few industries change as fast — or demand as much resilience — as media and marketing. The shift from analogue to digital, brand to performance, in-house to outsourced, has reshaped what leadership looks like in agencies, platforms, publishers, and client organisations.

Jonathan Gillespie has lived that change — launching YouTube’s monetisation model across Europe, leading M&A strategy at Guardian Media Group, and running global marketing and media transformation initiatives for Google, Omnicom, and Cognizant.

At Hawthorn Hill, our coaching helps CMOs, agency leaders, and client-side innovators lead with clarity in uncertain markets. Whether you’re driving a transformation, rethinking team culture, or preparing for your next leadership move, our coaching blends lived industry experience with world-class practice (Meyler Campbell trained, EMCC aligned).

This isn’t generic leadership development. It’s tailored coaching for commercial storytellers, growth leaders, and industry change-makers.

Leadership in financial services has never been more demanding. Today’s executives face macroeconomic instability, digital disruption, regulatory change, and increasing expectations from boards, regulators, and clients alike.

Hawthorn Hill delivers coaching tailored for this environment — where decisions carry risk, perception shapes outco

Leadership in financial services has never been more demanding. Today’s executives face macroeconomic instability, digital disruption, regulatory change, and increasing expectations from boards, regulators, and clients alike.

Hawthorn Hill delivers coaching tailored for this environment — where decisions carry risk, perception shapes outcomes, and clarity is currency.

We bring experience in enterprise-scale transformation, stakeholder engagement across regulated markets, and leadership of global consulting teams. We’ve advised and coached senior leaders managing portfolios worth hundreds of millions — with the discretion, precision, and insight that financial executives require.

Whether you’re in asset management, retail banking, fintech, or professional services, Hawthorn Hill’s coaching combines strategic acuity with leadership depth. 

We help you see around corners, lead through ambiguity, and accelerate your own development with rigour and trust.