TheLawyerFiles
TheLawyerFiles
Podcast Description
The Lawyer Files is the go-to podcast for aspiring solicitors, law students, and anyone curious about the legal profession. Hosted by Denice Obeng, this podcast brings you in-depth conversations with legal professionals, from trainees to senior lawyers, uncovering their career journeys, insights, and advice. Whether you’re looking for guidance on securing a training contract, navigating different practice areas, or developing essential skills like commercial awareness and public speaking, The Lawyer Files has you covered. Tune in for candid discussions and expert tips.
Podcast Insights
Content Themes
The podcast centers around themes pertinent to aspiring solicitors and law students, specifically career journeys, training contracts, challenges in the legal profession, and practical skills development. Episodes feature discussions on topics like neurodiversity in law, personal resilience stories, and the complexities of dual qualification in different legal systems.

TheLawyerFiles is a podcast created by Denice Obeng an aspiring solicitor.
She built TheLawyerFiles to shine a light on the real journeys of those in the legal profession from trainees taking their first steps, to senior lawyers shaping the future of the industry. Every conversation is a deep dive into lessons learned, challenges faced, and the skills needed to thrive in law and beyond.
TheLawyerFiles isn’t just about training contracts or practice areas. It’s about ambition, resilience, and the human stories behind the profession.
As we begin Season Two of TheLawyerFiles, this episode is a conversation about confidence, creativity, and building a legal career while embracing your individuality beyond the profession itself.
Regan shares her journey into law through curiosity, public speaking, and a willingness to put herself out there, offering a refreshing perspective on navigating the legal industry as someone balancing both law and content creation in this insightful opening episode of Season Two.
In this episode, I sit down with Regan Caie, a second seat trainee solicitor at a commercial law firm, who studied Scots Law at the University of Glasgow before completing her Diploma in Professional Legal Practice. Alongside her legal journey, Regan has built a strong platform through content creation and public speaking, using social media to document her experiences, inspire aspiring solicitors, and open doors professionally.
Regan reflects on the experiences that shaped her path into commercial law, from studying Modern Studies at school to completing a vacation placement that motivated her throughout her final year at university. We also discuss her viral dissertation exploring Taylor Swift, copyright law, and ownership of master recordings, and how that sparked a deeper interest in intellectual property and media related work.
We explore the confidence that comes with visibility, the importance of finding your voice, and how social media can become a powerful professional tool when used intentionally. Regan also shares how opportunities outside traditional legal spaces, including public speaking engagements and content creation, strengthened her communication skills and personal confidence.
We talk about:
✅ Finding confidence and individuality while pursuing a legal career
✅ The journey into commercial law and choosing the right training environment
✅ Taylor Swift, copyright law, and the ownership of creative work
✅ How social media and content creation can open professional doors
✅ Building confidence through public speaking and visibility
✅ The impact of vacation schemes and real legal experience
✅ Why aspiring solicitors should not be afraid to put themselves out there
✅ Exploring intellectual property, media, and corporate law
Whether you are an aspiring solicitor navigating your own path, interested in intellectual property and media law, or simply looking for reassurance that there is no one way to succeed in the legal profession, Regan’s story is both motivating and refreshingly honest.
Follow TheLawyerFiles on Instagram, Spotify, Apple Podcasts, or Amazon Music.
Subscribe at TheLawyerFiles.com for written interviews, legal career guidance, and behind the scenes insights from the next generation of legal professionals.
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Guest Information:
Regan Caie – https://www.linkedin.com/in/regan-caie-319b85237/
Contact and Enquiries:
Email: [email protected]LinkedIn: https://www.linkedin.com/in/denice-o

Disclaimer
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