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Coaching

Whether you’re an independent creative, a founder scaling a venture, or a leader stepping into new responsibilities, having an experienced, neutral third party to talk things through with can be invaluable.

I help creative entrepreneurs and executives sharpen their positioning, scale their work, and navigate key transitions with confidence.

Why coaching?

Coaching isn’t advice—it’s structured space to think, get clarity, and move forward. Whether you’re scaling a business, refining your positioning, or stepping into leadership, having the right conversations at the right time can change everything

I help my clients turn uncertainty into strategy, ideas into execution, and challenges into opportunities.

Who I work with

I specialize in working with:

  • Founders & Entrepreneurs → From startup founders to independent creators, navigating growth, positioning, and business strategy.
  • Creative Professionals → From brand strategists to international DJs, scaling their work and increasing their impact.
  • Executives & Emerging Leaders → From agency directors to tech VPs, stepping into leadership, mastering communication, and leading with confidence.

How coaching helps

Coaching gives you the tools, space, and guidance to make better decisions, get unstuck, and accelerate your growth.

Working together, we can help you:

  • Clarify your positioning & messaging → Get crystal-clear on who you are, what you offer, and why it matters.
  • Transform ideas into a viable business or creative venture → Turn what’s in your head into something real and scalable.
  • Master storytelling & communication → Elevate your pitches, presentations, and workshops to world-class level.
  • Overcome creative resistance, overwhelm & imposter syndrome → Stay in motion when self-doubt creeps in.
  • Navigate leadership & career transitions → Step into new roles with confidence—without losing your creative edge.

How we can work together

I only work with a small number of coaching clients at a time to ensure deep, high-impact sessions.

1. Founder & Executive Coaching (For Founders, Leaders, & Creatives)

Best for: Entrepreneurs, executives, and creative professionals who want to refine their positioning, scale their work, or navigate a major transition.

📌 What’s included:

  • Strategic deep dives into business, brand, and positioning.
  • Personalized action plans & accountability.
  • Tools & frameworks to scale your work sustainably.

💰 Initial engagements start at $6,000 (3-month minimum)

  • Format: Deep dive + biweekly coaching sessions over 3 months.
  • Ongoing engagements: Custom pricing based on scope & duration.

2. Groove Theory Coaching (For Presenters & Workshop Creators)

Best for: Executives, facilitators, and speakers who want to design and deliver impactful workshops, presentations, and live experiences.

📌 What’s included:

  • Storytelling & presentation coaching.
  • Workshop & keynote development.
  • Personalized feedback on structure, delivery, and engagement.

💰 Pricing: $6k - $15k.

What makes me different

Many coaches rely on frameworks. I bring real-world experience - because I’ve actually been where my clients are.

I’ve been in nearly every seat at the table.

I’m not just a coach—I’ve been an entrepreneur, a manager, a freelancer, a consultant, and an employee. I’ve built ventures, led teams, and worked across startups, creative studios, and Fortune 100 companies.

This means I don’t just understand business and creativity—I’ve lived both sides of the equation.

I know the creative & entrepreneurial journey firsthand.

I’ve felt the highs and lows of:

  • Launching a business—and hitting a frustrating plateau.
  • Creative resistance & imposter syndrome—especially when stepping into something new.
  • Navigating leadership & team challenges—from difficult bosses to managing people for the first time.

I coach from lived experience—not just theory. I’ve faced these challenges, worked through them, and helped others do the same.

Coaching is a craft - and I take it seriously.

Many coaches work without formal training. That’s not necessarily a red flag, but I believe this work demands both solid foundations and ongoing development.

  • ICF-certified professional coach (Coaching for Transformation, Leadership That Works, NYC).
  • Designed & delivered over 300+ workshops for Fortune 100 companies, startups, and creative leaders.
  • Taught everyone from 5-year-old kids to C-suite executives.

Coaching is a skillset - one I continuously refine to ensure the best for my clients.

I bring a treasure trove of tools & insights.

Over the years, I’ve built an archive of:

  • Proven frameworks for decision-making, positioning, and storytelling.
  • Creative and business strategies that actually work.
  • A network of world-class entrepreneurs, creatives, and leaders.

My clients don’t just get coaching—they get access to a deep well of insights, tools, and connections.

My approach is practical, fast-paced, and results-driven

  • Practical & Action-Oriented → No fluff, no drawn-out introspection—just sharp insights & real action.
  • Supportive but Challenging → I’ll push you when needed—but always in service of your growth.
  • Big-Picture Thinking + Tactical Execution → I help you see the system, then act on it.

What they say

Founder & Executive Coaching:

I started working with Howard during a period where I was dealing with a whole new context and a lot of questions I was trying to work through. I started slightly skeptical about using a coach, but through Howard’s great balance, poise and wisdom, I felt quite safe in exploring these challenges.

Howard is great at asking the right questions in the right way, enabling me to talk my way through issues and nudging me through to these ‘aha’ realisations.

I’ve uncovered and discovered new things, changed thinking and realised that in fact the root of some of my challenges and questions originated from somewhere I did not expect.

Breaking down my next steps into easy manageable accountable actions hugely simplified what was overwhelming before.

– Alex F., Startup Founder, Sustainability

Groove Theory Coaching:

Howard is an absolute master at his craft when it comes to "workshop coaching”. His knowledge and suggestions are brilliant and his guidance has helped me refine and elevate my workshop content. I HIGHLY recommend you work with him - you will be very pleased with the results.

– Jeff Salzenstein - Keynote Speaker & Former ATP Top 100 Tennis Pro

Next Steps

Ready to go?

Not sure yet?

  • Take a look at my FAQ page – it explains what coaching is as a discipline, reasons to work with a coach, and also what coaching is not about
  • Read some of my articles on coaching (this is a good start point)

🔹 Not sure if coaching is right for you? → Book a free 20-min intro call