Sitting Uncomfortably with James Connelly

I’m James Connelly, and this is Sitting Uncomfortably - a bi-weekly podcast exploring the uncomfortable side of growth. In each episode, I sit down with high performers from business, sport, and entertainment to unpack the challenges, setbacks, and defining moments that shaped their success. Together, we explore what it really takes to grow, evolve, and fulfil your potential. Join me as I learn from some of the best in their fields, one conversation at a time. New episodes every other Wednesday. A Charlie Oscar Creative Studio production.

Sitting Uncomfortably with James Connelly is a business podcast hosted by Charlie Oscar, with 8 episodes on record and a Required Pod Score of 80. PitchCentric scores this show on Booking Probability, Listen Score, and live audience signals refreshed every 24 hours.

Charlie Oscar hosts Sitting Uncomfortably with James Connelly, a business show with 8 episodes published.

Our AI reads these to draft pitches. Use them as grounding for a pitch that cites a real guest and a specific topic.

• 

  Episode #6

  VISHAL AMIN: From Playground Entrepreneur to Landing Steven Bartlett as an Investor

  Aug 4, 20261h 11mS1

  Vishal Amin founded UNTIL, the wellness members club growing fast enough to pull Steven Bartlett on board as an investor. His premise: wellness deserves the same intentionality as any other part of business. He didn't take the obvious route to get there. A childhood side-hustle that earned him the label "an effective drug dealer." A stint at McKinsey. A healthcare startup he scaled to a sale to Goldman Sachs, years before UNTIL existed. But this conversation isn't about the business. It's about ambition, setbacks, and what it actually feels like once you get the thing you thought you wanted. Vish on: The idea behind UNTIL and the moment he knew it would work Building with Steven Bartlett, and who he really is as an investor Success, setbacks, and what "making it" actually feels like Wellness and longevity; what works, and what just sells Vishal Amin is Sitting Uncomfortably. Produced by Charlie Oscar's Creative Studio.

  ListenShow Notes
• 

  Episode #5

  CASPAR ROSE: Gordon Ramsay, Brutal Kitchens & The Health Hack Everyone Needs to Hear

  Jul 21, 20261h 12mS1

  Caspar Rose built Fresh Fitness Food into the UK's top-rated and most-loved meal prep brand, growing it from scratch into a business trusted by professional athletes and everyday people alike, before selling to Calo. But his path there wasn't a straight line: from washing dishes while his friends were away at university, to working in some of the most brutal kitchens in the industry, to spending time helping the UK prison system. Caspar's journey to building something of his own was anything but conventional. But this conversation isn't just about building a business. It's about self-doubt, discipline, and what it actually takes to reach your ceiling, physically, mentally, and in business. Caspar shares: ️ What lengths he goes to in order to reach his potential ️ Working in some of the industry's most brutal kitchens, including for Gordon Ramsay ️ Nutrition, health hacks, and the routine behind performing at his best Caspar Rose is Sitting Uncomfortably. Full episode available now on all platforms. Produced by Charlie Oscar's Creative Studio.

  ListenShow Notes
• 

  Episode #4

  Carly Natalizia: Ben Francis, Gymshark & Building a Global Brand

  Jul 6, 20261 hourS1

  Carly Natalizia is Chief Commercial Officer at Gymshark, having built her career through senior marketing roles at some of the UK's biggest brands, including CMO at The Very Group and Marketing Director at Virgin Money. But this conversation isn't just about marketing. It's about navigating self-doubt, leading with empathy, balancing ambition with family, and building a career without losing yourself along the way. Carly shares: 🧡 Building a career across some of the UK's biggest brands 🧡 Leadership, disagreement and working alongside Ben Francis 🧡 Motherhood, ambition and holding your boundaries 🧡 The reality behind confidence and self-doubt 🧡 How Gymshark helped shape modern influencer marketing Carly Natalizia is Sitting Uncomfortably. Full episode available now on all platforms. Produced by Charlie Oscar's Creative Studio.

  ListenShow Notes
• 

  Episode #3

  STEVE SIDWELL: Will He Become a Manager? And Why Mourinho Was Different

  Jun 24, 20261h 10mS1

  Steve Sidwell played over 500 professional games, won the Premier League with Chelsea, and has become one of football's most respected broadcasters and podcasters. But this conversation isn't just about football. It's about staying grounded, leading by example, navigating life after sport, and building a meaningful second chapter. Steve shares: ⚽️ The standards behind a long career at the top ⚽️ Life after football ⚽️ Leadership, family and loyalty ⚽️ Why humility remains his greatest strength Steve Sidwell is Sitting Uncomfortably. Full episode available now on all platforms. Produced by Charlie Oscar's Creative Studio.

  ListenShow Notes
• 

  Episode #2

  AMELIA SORDELL: How Building a Personal Brand Made Me Millions

  Jun 9, 20261h 10mS1

  Amelia Sordell has become one of the most influential voices in the world of personal branding. As the founder of Klowt and the driving force behind countless professionals building their online presence, Amelia has built a reputation for saying what others won't and challenging conventional thinking around visibility, influence and growth. In our conversation, Amelia opens up about the realities of building a business while raising a young family, the discipline required to consistently show up online, and why authenticity is often far more difficult than performance. In this episode, Amelia shares: 🔥 The truth about building a personal brand that actually works 🔥 Why visibility is a skill, not a personality trait 🔥 The standards she sets for herself as a founder, leader and parent 🔥 How she balances ambition, family life and personal growth 🔥 Why "just fucking post it" became more than a slogan Amelia is a reminder that success isn't built through shortcuts or hacks. It's built through consistency, ownership and the willingness to be seen. Amelia Sordell is Sitting Uncomfortably with James Connelly. Live on all platforms. Produced by Charlie Oscar's Creative Studio.

  ListenShow Notes

Based on semantic analysis of episode topics and host coverage, this show is a strong guest fit for executives in:

Industry fit is computed by PitchCentric using vector embeddings of the show's episode catalog.