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5 With A Digger Podcast

5 With A Digger Podcast

Jesse Hobson 121 Episodes Aug 19, 2026

A couple of beers and a yarn with some of the people who have served or do serve our great country in the armed forces.

Episodes

5 With A Digger. Wendy Perry.
5 With A Digger. Wendy Perry. Aug 19, 2026 1:02:30 This week’s guest is a little bit different, she’s not a veteran, but her story of fitness, business, community and completely changing direction in life is one worth hearing. 💪A mum of four and granny of five, she went from a career in banking and financial planning to completing her Cert III & IV in Fitness after people started noticing her own results and asking her for advice.Then in
5 With A Digger. Grant Clifton.
5 With A Digger. Grant Clifton. Aug 12, 2026 1:16:43 This week we sit down with Grant Clifton, founder of Debt Free Me, to talk all things money, debt, financial freedom and mental health. After experiencing his own financial struggles, Grant completely changed the way he approached money and eventually became debt-free. That journey led him to create Debt Free Me, helping everyday Australians take control of their finances and build a better f
5 With A Digger. Hannah Hines.
5 With A Digger. Hannah Hines. Aug 5, 2026 1:05:34 This episode is a little different but it’s one that could genuinely make a difference to your future. We’re joined by Hannah Hines, Financial Adviser at Apex Financial Services, to break down the world of money, financial planning and preparing for life beyond service. With more than 15 years of experience across banking and financial services, and a Master of Financial Planning, Hannah is p
5 With A Digger. James Bennett
5 With A Digger. James Bennett Jul 29, 2026 1:03:07 At just 19 years old, James Bennett enlisted in the Australian Army, joining Alpha Company, 7RAR, in search of purpose, adventure and the chance to serve his country. His military journey would take him across Malaysia, Singapore and Thailand on Rifle Company Butterworth 115, where he forged lifelong friendships and experienced the highs and lows of military life. But behind the scenes, James was
5 With A Digger. Sam Bamford. 2 Worlds Collide Podcast.
5 With A Digger. Sam Bamford. 2 Worlds Collide Podcast. Jul 22, 2026 1:04:12 This week’s guest is Sam Bamford. Australian Army combat veteran, former paratrooper and host of the 2 Worlds Collide Podcast. After serving in Afghanistan in 2012, Sam transitioned out of the Army and built a platform known for long-form, unfiltered conversations that challenge ideas, ask difficult questions and encourage open discussion on the issues shaping Australia today.Away from the microph
5 With A Digger. Justin. Dead Reckoning Rum.
5 With A Digger. Justin. Dead Reckoning Rum. Jul 18, 2026 1:33:35 From the Australian outback to the world's most exclusive superyachts, Justin has lived a life few could ever imagine.After spending eight years travelling Australia with nothing more than a swag, fishing rods and a passion for adventure, Justin found himself in the superyacht industry insouthern France. Starting at the bottom, he worked his way up to Chief Officer on 120-metre luxury yachts, rubb
5 With A Digger. Layla Part 2. Healing from within.
5 With A Digger. Layla Part 2. Healing from within. Jul 15, 2026 1:02:59 After a lifetime of service, elite sport, and overcoming adversity, Layla found herself searching for something more. That search became a journey into trauma recovery, emotional healing, and understanding the incredible connection between the mind and body. Through years of study and lived experience, Layla developed 11/11 Breathwork and later created La Cuna a trauma-informed healing program des
5 With A Digger.  Layla. Part 1. Boxing, Slovenian Armed Forces and Moving to Australia.
5 With A Digger. Layla. Part 1. Boxing, Slovenian Armed Forces and Moving to Australia. Jul 8, 2026 1:07:01 Some people break barriers while others redefine them. Born in Slovenia, Layla became one of the country’s pioneering female boxers at just 19 years old, stepping into the ring when women’s boxing was still fighting for recognition. Despite facing sexism and limited opportunities, she refused to back down, becoming a multiple-time national champion and proudly representing her country across Europ
5 With A Digger. Bradey.
5 With A Digger. Bradey. Jul 1, 2026 1:38:23 This week, we’re joined by Bradey. His Army career wasn’t defined by medals or headlines, it was defined by service, sacrifice and resilience.After enlisting in the Australian Army in 2014, Bradey served with 6RAR as an infantry soldier before transitioning into the Intelligence Support pathway. Sadly, repeated Achilles injuries to both feet brought his military career to an early end, leading to
5 With A Digger. Ryan Mayne.
5 With A Digger. Ryan Mayne. Jun 24, 2026 1:01:17 We wish to dedicate this episode to Jim. Thank you for your service. May you rest in peace. Lest we forget.Episode 121 and I’m joined by Ryan Mayne. Ryan’s career has taken him from military service and elite sport to frontline emergency services, surf safety, and high-performance coaching.Ryan is a former Australian Army aircraft technician, professional triathlete, Senior Firefi
5 With A Digger. Chris Endres. The Culture Standard Podcast Collab.
5 With A Digger. Chris Endres. The Culture Standard Podcast Collab. Jun 17, 2026 1:04:29 Episode 120 and I’m joined by Chris Endres. This episode is a little bit different as we welcome a fellow podcaster for a special cross-podcast collaboration between 5 With A Digger and one half of The Culture Standard. Originally from Victoria, Chris built a strong reputation through country football before making the move north to Queensland, where he now serves his community on the frontline as
5 With A Digger. Zachary Trav.
5 With A Digger. Zachary Trav. Jun 10, 2026 41:50 Episode 119 and I’m joined by Zac. At 19 years old, Zac joined the Australian Army and went on to serve in Afghanistan as a Cavalry Reconnaissance soldier. But this episode isn’t just about military service.It’s about what happened after.Zac opens up about life after Defence, a Veterans Motorcycle Club, addiction, debt, poor decisions, losing everything, and the long road back.His story is raw. Ho

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