Alex Whitfield

Hustle Over Everything

Business EN ↓ 224 episodes

Hustle Over Everything Is an entrepreneurship podcast focused on sharing stories tips and tactics from entrepreneurs who have done it. It's exciting & challenging taking an idea, a goal, and bringing it to fruition. We interview entrepreneurs, who have built a business. We discuss the ups & downs of the path towards becoming successful. Our mission with this podcast is to inspire you to get you closer to your goals and become a better human. You can find out more by following us on Instagram @247hustler.

Author

Alex Whitfield

Category

Business

Podcast website

www.hustleovereverything.ca

Latest episode

Jan 22, 2026

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Episodes

236: I didn't sign the NDA 22.01.2026

What's good everyone in this episode I'm talking about the secrets i learned from companies and clients where I didn't sign an NDA. This is a different type of episode Let me know what you think

235: Diet Colonizer Ft. Tristan Barrocks 15.01.2026

Donate to Movember: https://ca.movember.com/mospace/15368227In this episode, I speak to award-winning director, writer, and filmmaker Tristan Barrocks about the things we rarely talk about as men. This was one of the most raw and honest conversations I've had on the podcast. We talk about a multitude of things, including: - Facing a Miscarriage- Dealing with addiction- Balancing fatherhood and...

234: What Men Don't Say About Chronic Illness Ft. Randy Rodney 07.01.2026

To Donate to Movember click here: https://movember.com/m/15368227?mc=1 Welcome back to Hustle! I got to say this episode and Tristan Barrocks episode (coming up) were one of the most honest, insightful and vulnerable episodes I've ever recorded. Randy shares: - His near death health experience - His unique view on manhood - Being a father, husband and entrepreneur Introduction to Men's Health - 0:...

233: Podathon: What We Dislike About Black Businesses 01.01.2026

Welcome to another day in the Podathon. This was an impromptu conversation with another entrepreneur. We have an open conversation about the things we hate about working with Black Businesses. Let us know what you think of the episode in the comments below.

Podathon! The Black American Intellectual Debacle! 31.12.2025

In this Podathon episode we're talking about the divide between the perceived intellectual Black collective versus the every day black collective. I use the debacle between Dr. Marc Lamont Hill and Flipp from the Joe Budden Podcast to discuss how different groups within the Black community treat and perceive each other.

231: MOV: The Making Of A Man 26.12.2025

Donate here: https://ca.movember.com/mospace/15368227?mc=1&utm_medium=share&utm_source=dynamic&utm_campaign=copy-clipboard I hope you're enjoying the holidays. Spending time with your family and eating more than you should. In collaboration with Movember, we're giving you an exclusive look into Mind Over Man, a podcast from Andre Kerr. We're creating spaces for men to discu...

230: Mov: Let's Have an Honest Conversation About Mental Health 17.12.2025

Donate to Movember here: https://movember.com/m/15368227?mc=1 Welcome Back! I'm so happy to share this episode with y'all! As you know Whitmedia partnered with Movember to share conversations on men's health and mental health with other men. You remember Dre from the last episode. I was a guest on the BackYard Bants Podcast discussing how I deal with my mental health and so much more. Honestly it...

229: How Mistah Dre Became One of Toronto's Top Comedians 15.12.2025

Make sure to donate to Movember here: https://movember.com/mv/15v368227?mc=1Hey everyone, it's Alex here, and welcome back to Hustle! In this episode, I sit down with Mr. Dre, one of the biggest African comedians, to chat about his comedy tour, the challenges of monetizing comedy, and his experiences performing across Canada. We dive into some hilarious audience interactions, discuss the impor...

Ep. 228: Diddy Doc, The Marketing Trick companies use to make you feel like you earned the right to pay them 11.12.2025

Hey Hustlers! In this episode, I'm diving into the jaw-dropping revelations from the Diddy documentary. We'll explore the manipulative tactics and eye-opening moments businesses use to create aspiration within us. Plus, I'm sharing some business tips to streamline your communication to make your life easier. Tap in!00:00:00 - Introduction and Pop Culture00:01:00 - Diddy Documentary Rev...

227: Wildcard: The Social Experiment taking over the internet 10.12.2025

Today on the show, we have a wildcard episode with TikTok Sensation Zulf. Wildcards are where we shoot the shit about trending topics and pop culture. We talk about a gang of topics, including: Viral Church social experiment Zulf's internet origin story Alex's First Highschool Suspension Huda vs. Olandria from Love Island And so much more. Let us know in the comments what you think of the...

Ep. 226: His Step Mother DELETED by his Step Mother 10.12.2025

Donate to Movember here: https://movember.com/m/15368227?mc=1Welcome back to Hustle! I'm Alex, and today we're diving deep into a conversation about mental health and personal growth. In this episode, I reconnect with Nelson, a life coach and author of "Change is Coming," who shares his incredible journey from darkness to creativity. We discuss the importance of therapy, the impact of mental healt...

225: Midweight Champion Shares The Mindset Of A Champion 09.12.2025

Sign up here - https://forms.gle/5hs51UioNWxyvagJ6 Donate to Movember here: https://movember.com/m/15368227?mc=1 In this episode, I speak to JM John Michael, the middleweight boxing champion of Canada. Let me know what you think of the episode in the comments. 00:00 Welcome Back to Hustle Over Everything 00:30 Meet JM Jean Michael, Pro Boxer and Knockout Artist 01:53 Discovering Boxing and Startin...

Podathon: The Unknown jamaican hero 03.11.2025

In this Soloepisode, I talk about the Vybz Kartel concert in Toronto and Hurricane Melissa. This is the first of the Podathon, a series of episodes recorded everyday for 30 days! What do you think of this episode? Connect with the show: Instagram: https://www.instagram.com/247hustler/ YouTube: https://www.youtube.com/@HustleOverEverything Produced at Whitmedia Studios.

224: Jordon Manswell: The unknown genius behind classic RnB hits 25.10.2025

Sign up here - https://forms.gle/5hs51UioNWxyvagJ6 We all have men in our lives we care about whether it be our dads, brothers, sons, and friends. Too many of them are gone too soon from things that could’ve been prevented if we acted sooner. I’m honored to share that this November Whitmedia and Hustle Over Everything are partnering with Movember to offer free space at Whitmedia Studios to discuss...

222: #1 Speaking Expert: If you want to speak better this is for you. 17.10.2025

Sign up for Whitmedia Labs: Speaking with impact Workshop: https://stan.store/whitmedia In this conversation, Clem Dwyer shares his journey from struggling with a speech impediment to becoming a district champion in public speaking. He emphasizes the importance of Storytelling knowing your audience and crafting relatable and memorable narratives. The discussion also touches on cultural identity, t...

221: How She Made Her Dad’s Kitchen Famous Online | Flaws Of Couture 08.10.2025

Ladies and gentlemen! We're back. In this episode, I'm speaking with Sasha aka "Flaws Of Couture" Ruddock Kwakofi about her journey building deddys kitchen a youtube empire with her family. Now what started off as a conventional conversation around building on YouTube blossomed into a conversation about working with family. That messy stage as a kid when your deciding whether to...

220: Cabbie on his legendary lessons with Kobe, Mike Tyson, and Michael Jordan 24.07.2025

Cabbie Richards is one of the most iconic sports broadcasters in Canada, known for his unique interviews with some of the biggest athletes in the world. In this episode, we get into his legendary moments with Kobe Bryant, Mike Tyson, and Michael Jordan. He shares what he learned from each of them and how those moments shaped his career and mindset. This one is full of stories you’ve never heard an...

219: How He Got The Government To Pay Him $13,000,000 03.07.2025

Book your next podcast at Whitmedia Studios (whitmedia.ca).We're Back! We took a break to recoup and close some amazing guests for you. In this podcast episode we're joined by Graham Wong the CEO of LAUFT. LAUFT connects remote workers and organizations to the spaces, tools, and services they need to boost productivity and collaboration—conveniently, consistently, and professionally. We ha...

218: Solo Wildcard: Event Recap and BET Awards recap 16.06.2025

Visit Whitmedia.ca to book your next podcast. In this quick solo episode, Alex discusses his studio launch party as well as the BET Awards. Let us know what you think of the episode in the comments below.

217: This Startup Got Acquired for $13M (And You’ve Never Heard of It) 14.05.2025

In this episode, the Alex discusses the journey of building and selling NodeApp an influencer marketing platform with Armin and Mackenzie. They explore the evolution of influencer marketing, user acquisition strategies, and the complexities of the acquisition process. The conversation also touches on the financial implications of acquisitions, the importance of investor relationships, and the impa...

216: Most Men Have No Idea What Happens in Divorce Court Until It’s Too Late 12.05.2025

In this candid conversation, Alex Whitfield sits down with Ontario divorce lawyer Justin Lee to unpack the realities of marriage, divorce, and what entrepreneurs often overlook when it comes to love and legacy. From legal strategies to cultural taboos, this episode dives deep into the personal and professional consequences of modern relationships. Topics covered include: How divorce courts really...

215: Draymond Green | Wildcard Ft. Clyde Smith 03.04.2025

In this engaging conversation, Alex Whitfield and Clyde from Relentless Diaries explore the evolving landscape of podcasting, the cultural significance of artists like Drake and Kendrick, and the dynamics of community support in the industry. Clyde shares his journey in podcasting, the birth of Relentless Diaries, and the importance of authenticity and chemistry in creating impactful content. The...

214: Why Podcasts keep breaking up 28.03.2025

Book a podcast recording at Whitmedia.ca In this episode, I explore the common phenomenon of podcast breakups, diving into the key reasons behind them—money, creative differences, unequal workloads, and personal life changes. I emphasize the importance of clear roles, open communication, and mutual respect to maintain a healthy working relationship with podcast partners. I also share actionable st...

213: Economics Prof Reveals the Truth About Tariffs & Canada’s Future 08.03.2025

In this conversation, Alex Whitfield and Frank Lazer discuss the implications of tariffs on the Canadian economy, the challenges faced by the auto industry, and the need for a stronger startup culture in Canada. They emphasize the importance of common sense in political leadership and the impact of retaliatory tariffs on consumers. The discussion also touches on the brain drain phenomenon, indigen...

212: Drake Suing UMG, Leaving Toronto To Get Success, Keeping your Brother accountable and more. 18.02.2025

In this episode of Hustle Over Everything, we sit down with Troy Crossfield to break down the realities of the entertainment industry, from navigating music deals to the tough choices artists face in chasing success. We dive into why many creatives have to leave their hometowns to level up, the implications of Drake’s lawsuit against Universal Music, and the crucial role accountability plays in bu...

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