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    • Home
    • Our Services
    • About Us
    • Proprietary Tools we use
    • What Clients are saying
    • The Hawthorn Hill Blog
    • Contact us
  • Home
  • Our Services
  • About Us
  • Proprietary Tools we use
  • What Clients are saying
  • The Hawthorn Hill Blog
  • Contact us

Executive Coaching


Strategic Advisory


Mediation

Our Services

Executive Coaching

Strategic Advisory for Founders & Start-Ups

Strategic Advisory for Founders & Start-Ups

 

Clarity in complexity. Growth with purpose. Resolution in challenge.


Leadership today demands more than technical skill—it calls for self-awareness, emotional agility, and strategic clarity. Even the most experienced leaders can feel uncertain in fast-changing environments.

At Hawthorn Hill, we combine 30 years of senior leadership with ac

 

Clarity in complexity. Growth with purpose. Resolution in challenge.


Leadership today demands more than technical skill—it calls for self-awareness, emotional agility, and strategic clarity. Even the most experienced leaders can feel uncertain in fast-changing environments.

At Hawthorn Hill, we combine 30 years of senior leadership with accredited executive coaching to help leaders unlock breakthrough performance—for themselves and their organisations.

Our approach empowers you to:

  • Gain clarity in decision-making
     
  • Align personal purpose with business goals
     
  • Lead with confidence through complexity
     
  • Build resilient, high-performing teams
     

Led by Jonathan Gillespie, a qualified Meyler Campbell coach and EMCC member, our coaching is grounded in deep commercial insight and real-world experience.


 [Book a Discovery Call] 


Strategic Advisory for Founders & Start-Ups

Strategic Advisory for Founders & Start-Ups

Strategic Advisory for Founders & Start-Ups

 

Clarity in vision. Growth with precision. Resolution through action.


Hawthorn Hill helps founders turn ambition into execution—advising on strategy, culture, and leadership to build businesses that thrive in uncertainty.

We bring blue-chip experience as CEO, COO, CMO, and CRO to support early-stage leaders in navigating complexity and acce

 

Clarity in vision. Growth with precision. Resolution through action.


Hawthorn Hill helps founders turn ambition into execution—advising on strategy, culture, and leadership to build businesses that thrive in uncertainty.

We bring blue-chip experience as CEO, COO, CMO, and CRO to support early-stage leaders in navigating complexity and accelerating growth.

Our advisory model blends hands-on strategy with targeted coaching to help you:

  • Build clear, confident go-to-market plans
     
  • Make sharper decisions under pressure
     
  • Create scalable cultures and resilient teams
     
  • Avoid blind spots that hinder growth
     

With Hawthorn Hill, you gain a trusted partner—not just to plan, but to lead through change and deliver measurable results.


 [Explore Strategic Support] 


Mediation

Strategic Advisory for Founders & Start-Ups

Mediation

 

Clarity in conflict. Growth through dialogue. Resolution that lasts.


Disputes drain time, trust, and productivity. At Hawthorn Hill, we help individuals and organisations move forward—quickly, constructively, and with dignity.

Our mediation services are tailored to leadership, workplace, and commercial contexts, offering:

  • A confidential, ne

 

Clarity in conflict. Growth through dialogue. Resolution that lasts.


Disputes drain time, trust, and productivity. At Hawthorn Hill, we help individuals and organisations move forward—quickly, constructively, and with dignity.

Our mediation services are tailored to leadership, workplace, and commercial contexts, offering:

  • A confidential, neutral space to surface and resolve issues
     
  • Practical outcomes that restore focus and working relationships
     
  • An expert facilitator with real-world business and leadership experience
     

Whether navigating internal tensions or high-stakes negotiations, we bring empathy, rigour, and results.

LSM-accredited mediator. CMC standards. Commercially grounded.


[Learn About Mediation]


About Hawthorn Hill

CLARITY. GROWTH. RESOLUTION

At Hawthorn Hill, we empower leaders to make sense of complexity, unlock sustainable growth, and resolve conflict with courage and clarity. Our work spans three interconnected domains — executive coaching, strategic advisory, and mediation — all anchored in a belief that clarity drives action, growth requires intention, and resolution unlocks momentum.



CLARITY

 

Executive Coaching for Self-Aware Leadership

Clarity unlocks pace, influence, and better decisions. We help leaders see themselves clearly — and lead with purpose.


  • Build mindset agility
  • Define values and intent
  • Navigate complexity
  • Decide strategically
     

Tools: Modular Programme · Clarity Diagnostic™ · HH Coaching Model™


Clients: Founders · Senior Leaders · C-Suite Talent · Change Agents

GROWTH

 Coaching & Advisory for Scalable Leadership


Scaling well requires more than momentum — it demands clarity, discipline, and trusted partners. We support founders, operators, and investors driving high-growth environments.


  • Expand leadership capacity
  • Accelerate decision velocity
  • Sharpen strategic focus
  • Build systems for scale
     

Tools: Modular Programme · Growth Sprint™ · Strategic Advisory for Founders & Funds


Clients: Startups · Founders · VCs & PE Firms · New CxOs · High-Growth Team

RESOLUTION

Coaching, Advisory & Mediation for High-Stakes Challenges

When tension rises or trust falters, resolution is key. We bring clarity, neutrality, and pace to stuck situations.


  • Unblock team dynamics 
  • Navigate critical conversations 
  • Resolve founder or board friction 
  • De-risk decisions under pressure
     

Tools:
Resolution Sprint™ · Leadership Mediation · CGR Framework

Clients:
Boards · Founder Teams · Executive Partnerships · Legal & HR Leaders

About the Founder

 

Jonathan Gillespie is a seasoned Executive Coach,  Business Strategist and accredited Mediator who empowers senior leaders to thrive amid complexity and disruption. 


With over 30 years of global experience across technology, insurance, media and consulting, Jonathan has led digital transformations, commercial turnarounds, and high-impact growth initiatives across sectors undergoing profound change.



Hawthorn Hill Proprietary Tools

Founder Clarity Engine™

Resolution-Led Leadership™

Resolution-Led Leadership™

 For: Venture Capital & Growth Equity Portfolios


One-line Summary: A governance-ready clarity system for founders — aligning leadership, decision-making, and investor confidence.


Expected Outcome: Increased founder resilience, sharper governance, and measurable alignment across leadership, investors, and strategic direction — benchmarked for LP and partner reporting. 

Resolution-Led Leadership™

Resolution-Led Leadership™

Resolution-Led Leadership™

 For: Professional Services and Transformation Consultancies


One-line Summary: A hybrid coaching-mediation system designed to de-risk leadership performance in high-stakes, high-conflict environments.


Expected Outcome: Faster resolution of executive tensions, smoother transitions during crisis or transformation, and improved leadership continuity without costly litigation or attrition. 

Board Readiness Sprint™

Resolution-Led Leadership™

Board Readiness Sprint™

 For: PE-backed Executives, First-Time CEOs, and Functional Leaders Moving to the Board


One-line Summary: A structured, metric-led sprint preparing leaders for board-level responsibility, scrutiny, and influence.


Expected Outcome: Clear articulation of board value-add, elevated strategic maturity, and investor trust — underpinned by a proprietary benchmarking and coaching framework. 

Industries We Serve

Specialty Insurance

Specialty Insurance

Specialty Insurance

 

At Hawthorn Hill, 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 apprec

 

At Hawthorn Hill, 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.

Marketing Services

Specialty Insurance

Specialty Insurance

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 monetis

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.

Finance

Specialty Insurance

Finance

 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 outc

 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.

Jonathan Gillespie brings experience in enterprise-scale transformation, stakeholder engagement across regulated markets, and leadership of global consulting teams. He’s 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.


What Clients Are Saying

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Hawthorn Hill

Langton Road, Speldhurst, Tunbridge Wells, TN3 0NR, United Kingdom

+44 7799 103 822 JONATHAN.GILLESPIE@HAWTHORNHILL.CO.UK

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