What happens when you realise your relationship with money needs to change, and it ends up changing your entire life?

In this episode of Financial Planner Life, Sam Oakes speaks with Hannah Wooldridge about her journey from living with £10,000 of debt without concern to becoming debt-free and pursuing a career in financial planning.

Hannah shares the moment that shifted her perspective, how she paid off her debt within a year, and why that experience sparked a deeper curiosity about saving, investing, and financial independence.

She also opens up about leaving a job that no longer aligned with her values, how building an emergency fund gave her the freedom to step away, and what it’s like exploring financial planning as a career in real time.

This episode highlights the power of mindset, the importance of financial education, and why lived experience is becoming increasingly valuable in the next generation of financial advisers.

Key Takeaways 🔥

• Why debt often feels normal while it’s building
• The mindset shift that drives real financial change
• How paying off debt can spark curiosity about money
• Why investing feels complex (and how to push past it)
• The importance of emergency funds for life flexibility
• How financial security enables career decisions
• Why financial planning is becoming more accessible
• The value of sharing your journey before you’re qualified
• How lived experience builds stronger client relationships

If you’re thinking about improving your relationship with money or considering a career in financial planning, this episode offers a relatable and honest perspective on what it really takes to change direction.

Follow Hannah on LinkedIn, Instagram and TikTok

Financial Planner Life is sponsored by Redmill Advance

Whether you're starting out, already qualified, or building a training academy, Redmill Advance delivers expert-led learning, exam support and CPD from Level 4 to Chartered.

✅ Trusted by top UK firms

👉 www.redmilladvance.com/fpl

Be sure to follow Financial Planner Life on YouTube for extra content about career development within Financial Planning.

Reach out to sam@financialplannerlife.com in regards to sponsorship, partnerships, videography or podcast production.

Want to appear on the Financial Planner Life podcast? Drop Sam a message.

What happens when a professional athlete’s career comes to an end… and what comes next?

In this episode of Financial Planner Life, Sam Oakes sits down with Ethan Waller, a former professional rugby player turned financial planner at Titan Wealth, to explore the reality of transitioning out of sport and into a new career.

Ethan shares his personal journey from a 14-year rugby career into financial planning, opening up about the emotional challenges that come with losing identity, structure and purpose, even when you think you’re prepared.

He breaks down Titan Wealth’s Sports Academy, a new programme designed to help athletes retrain as financial advisers while still playing, giving them the qualifications, experience and support needed to step into a second career with confidence.

This episode covers the hidden side of life after professional sport, why financial planning is a natural fit for athletes, and how, with the right structure, community and opportunity, it can open up an entirely new pool of professionals.

Key Takeaways 🔥

• Why transitioning out of professional sport is often harder than expected
• How Titan Wealth’s Sports Academy helps athletes retrain as financial advisers
• The emotional impact of losing identity, purpose, and structure after sport
• Why financial planning is a natural career fit for athletes
• The importance of starting qualifications while still playing
• How real client exposure accelerates learning and confidence
• The benefits of an employed route when changing careers
• The key skills needed to succeed as a financial planner

If you’re an athlete or considering a career change from any industry into financial planning, this is a powerful and honest conversation about what it really takes to start again.

Financial Planner Life is sponsored by Redmill Advance

Whether you're starting out, already qualified, or building a training academy, Redmill Advance delivers expert-led learning, exam support and CPD from Level 4 to Chartered.

✅ Trusted by top UK firms

👉 www.redmilladvance.com/fpl

Be sure to follow Financial Planner Life on YouTube for extra content about career development within Financial Planning.

Reach out to sam@financialplannerlife.com in regards to sponsorship, partnerships, videography or podcast production.

Want to appear on the Financial Planner Life podcast? Drop Sam a message.

In this episode of the Financial Planner Life Podcast, Sam Oakes is joined by Helen Longland from Openwork and David Tait from Redmill Advance to explore how advisers are really being developed in today’s profession and what it takes to build an academy that works at scale without losing quality.

Helen and David bring a long-standing working relationship into the conversation. Having partnered on previous academies, they share how that experience shaped the decision for Openwork to work with Redmill again when launching its new Academy. This episode gives a clear view of how that partnership operates in practice and why trust, transparency, and delivery matter when developing new advisers.

The discussion begins with the wider industry context. An ageing adviser population, ongoing challenges in attracting new talent, and why firm-led recruitment alone is no longer enough to address the advice gap. From there, Helen explains how the Openwork Academy has been structured to provide a clearer, more supported route into the profession.

Listeners are taken step by step through the Academy journey. Starting with RO qualifications and internal licensing, where technical knowledge is built alongside advice skills and communication. This is supported by Redmill through structured learning, blended delivery, and clear visibility on learner progress.

The journey then moves into central employed practice, where individuals begin working with real clients while being supported by experienced advisers, managers, and coaches. This stage also includes Competent Adviser Status sign-off, removing a key barrier many face when entering the profession.

From there, the focus shifts to ongoing development. Advisers continue to build their capability through Openwork’s Business School, with access to continuous professional development, leadership training, and further qualifications. For those looking to build their own businesses, the Route to Principal provides a structured pathway into running a firm, supported by peer-to-peer learning and growth programmes.

The episode also explores the flexibility within the Academy. Individuals can progress at their own pace, with the option to specialise in protection or mortgages, or continue through to full diploma-level advice. A key part of this is the employed route, which remains rare in the market and plays an important role in attracting both younger entrants and second careerists.

Alongside this, Helen shares insight into OWL Financial, where she is Director. This provides a self-employed protection route, with real examples of individuals building advice businesses alongside existing careers before progressing further.

Throughout the episode, David explains how Redmill supports the Academy at every stage. From qualification delivery and le

Financial Planner Life is sponsored by Redmill Advance

Whether you're starting out, already qualified, or building a training academy, Redmill Advance delivers expert-led learning, exam support and CPD from Level 4 to Chartered.

✅ Trusted by top UK firms

👉 www.redmilladvance.com/fpl

Be sure to follow Financial Planner Life on YouTube for extra content about career development within Financial Planning.

Reach out to sam@financialplannerlife.com in regards to sponsorship, partnerships, videography or podcast production.

Want to appear on the Financial Planner Life podcast? Drop Sam a message.