15 Side Hustle Podcasts to Help Grow Your Income
Are you looking to boost your income with a side hustle in 2025? With rising costs of living squeezing consumer wallets, more and more households are turning to side hustles for extra money. But out of adversity comes innovation - today, there are more opportunities than ever to start your own side hustle, whether you’re recording in a studio or selling from home. With so many paths to choose from, it can feel daunting. Fortunately, you’re not alone - there are plenty of other side hustlers who are sharing their stories right now. Tuning into their experiences can be invaluable.
Podcasts are a fantastic resource for beginners and veterans alike looking to learn the ins and outs of various side gigs. With podcasts, you can gain actionable tips and insights, get inspired, and hear expert advice from people who have already walked the road to success. But with so many podcasts out there, where should you get started?
In this blog, we’ll highlight our top 15 podcasts about side hustles and entrepreneurship that can help you grow your income. We’ll discuss specialists who have mastered the art of passive income, underdogs who have bounced back from the bottom rung, and professionals who have completely abandoned traditional work in favour of being their own boss. By listening to their stories, you’ll learn how to turn your side hustle from a simple passion project to a profitable venture. Tune in and take notes - it’s time to take your own side hustle ideas to the next level with these expert insights.
1. The Side Hustle Show hosted by Nick Loper
The Side Hustle Show was created by Nick Loper, founder of Side Hustle Nation, an online community and resource hub designed to help individuals build and grow their own side businesses. Loper himself is a seasoned entrepreneur who has authored multiple books, built websites, and coached other entrepreneurs to achieve their dreams. A passionate businessman, Loper is open about his successes and mistakes and puts his money where his mouth is, to the point of publishing quarterly progress reports to share the state of his business.
The podcast covers a wide range of topics, including online business ideas, passive income strategies, freelancing, marketing, personal finance and productivity tips. Each episode features interviews with successful entrepreneurs, freelancers, and side hustlers who share practical advice, strategies, ideas, and real-world experiences on how to generate extra income.
The Side Hustle Show is incredibly well-reviewed online, with 4.7 stars on Apple Podcasts and 4.8 stars on Spotify. Reviewers praise the podcast for its informative content, insightful guests, and practical, applicable advice for people at various stages of their side hustle journey.
Listen to The Side Hustle Show here:
2. Side Hustle Pro hosted by Nicaila Matthews Okome
Side Hustle Pro was created in 2016 by Nicaila Matthews Okome as a way to champion black women entrepreneurs who turned their side hustles into profitable, successful businesses. Since its debut, Okome has also launched the Podcast Moguls accelerator program, which aims to lift untold narratives using the same techniques used to grow her side hustle podcast. Side Hustle Pro has been named “The perfect entrepreneurship podcast” by Mashable, and sits at over nine million downloads and growing.
Aimed particularly at Black women entrepreneurs, the podcast features interviews with successful businesswomen who share their experiences, strategies, and insights on building and scaling side hustles. Episodes range from 20 minutes to an hour and cover a variety of topics, including marketing, brand-building, overcoming challenges, and growing revenue.
The podcast has a rating of 4.9 on Spotify and 4.7 on Apple Podcasts. Reviewers find it to be a positive, informative, and inspiring listening experience and praise Okome’s conversational skills and variety of guest speakers. By continually making space for struggling minority voices, Okome shows that anyone can make their side hustle dream come true with the right support.
Listen to Side Hustle Pro here:
3. The Tim Ferriss Show hosted by Tim Ferriss
The Tim Ferriss Show is a popular podcast hosted by author, entrepreneur, and productivity expert, Tim Ferriss. Tim has been listed as one of Fortune’s “40 under 40” and Fast Company’s “Most Innovative Business People”. He graduated from Princeton in 2000 and founded nutritional supplement business BrainQUICKEN in 2001, which he then sold in 2010. This period of time would go on to inspire his bestselling novel The 4-Hour Workweek. He went on to become an angel investor and startup advisor for companies such as TaskRabbit, Uber, Shopify, Duolingo and Twitter (now known as X). The Tim Ferriss Show launched in 2014 and has had more than one billion downloads.
Ferriss uses his podcast to dive deep into the habits, routines, and strategies of high achievers across various fields, while also sharing his own insights and experiences. Guests include big names such as Arnold Schwarzenegger, LeBron James, Maria Sharapova, and Elon Musk. The show has a conversational but long-form interview style, creating episodes that are easy to listen to while remaining deeply informative.
The Tim Ferriss Show is rated 4.9 stars on Spotify and 4.6 on Apple Podcasts. The wide range of highly successful and popular guests, coupled with Ferriss’ expertise and experience in the field, make this podcast a valuable listen for entrepreneurs, small business owners and side hustlers at every stage of business.
Listen to The Tim Ferriss Show here:
4. Behind the Hustle hosted by Geivon EG Cisneros
Behind the Hustle is a podcast focused on uncovering the stories of highly successful industry leaders, both the challenges and the steps they took to overcome them. Cisneros’ own journey was fraught with obstacles, beginning with being removed from a company he helped to create and finding the motivation to start the creative marketing agency Hustle Division. Cisneros’ brand of marketing is creative and disruptive, and he leverages influencer marketing to keep his viral marketing campaigns one step ahead. In his podcast, he interviews other entrepreneurs and explores the hard work, resilience, and behind-the-scenes efforts that contribute to their success. Through honest conversation, he highlights the dedication and strategies required to build impactful careers and brands, providing listeners with valuable insights and inspiration.
Cisneros often brings on guests from a variety of fields, including business, entertainment, sports, and media. Episodes touch on topics like overcoming adversity, staying motivated, and innovating within one’s industry. His expertise in networking, influencing and brand activation keeps the podcast relatable and informative. Behind the Hustle is especially popular with aspiring entrepreneurs and creatives who want a realistic look at what it takes to thrive in competitive spaces.
With a 5-star rating on both Spotify and Apple podcasts, Behind the Hustle is an excellent choice for both aspiring and committed side hustlers and entrepreneurs. Cisneros’ experience in the entertainment and events industry also provides a unique perspective and inspiration for those looking at creative ways to make money.
Listen to Behind the Hustle here:
5. Beyond the Hustle hosted by Carolina Millan
Beyond the Hustle is the brainchild of Carolina Millan. Her career has taken her around the world, both online and offline. Her journey started in 2008 when she discovered the potential of social media and online marketing and explored ways to build her own brand and business online. After immersing herself in the world of digital marketing, she eventually transitioned out of her corporate career and into full-time entrepreneurship. She’s since become a recognised international speaker and continues to coach aspiring entrepreneurs through her podcast and courses.
In Beyond the Hustle, Millan interviews successful entrepreneurs to discover what is “beyond the hustle” - the struggles, challenges and opportunities that made their businesses and brands the boon they are today. She provides actionable advice about marketing, social media, content creation and making the most out of your day to enhance your hustle.
It’s easy to see why Beyond the Hustle receives 5-star ratings on Apple podcasts and Spotify. Millan’s warm and relatable approach makes Beyond the Hustle accessible and inspiring for those who want to thrive in business by working smarter, not harder.
Listen to Beyond the Hustle here:
6. Side Hustle School hosted by Chris Guillebeau
Side Hustle School is the brainchild of Chris Guillebeau, New York Times bestselling author of The $100 Startup, 100 Side Hustles and other titles. Guillebeau is well-known for his blog The Art of Non-conformity, where he documented his worldwide travels as well as tips on self-employment and entrepreneurship. He has also organised summits, hosted workshops, and continues to post new episodes every day.
Side Hustle School’s content is short and easily digestible at under 10 minutes per episode, making it perfect for busy listeners on the go. Episodes include case studies from successful businesses, Q&As from guests, and “Failure Friday” segments where they discuss side hustle missteps - what went wrong, and how you can prevent the same outcomes.
Side Hustle School is highly rated on Apple podcasts at 4.8 stars but drops to 4.4 stars on Spotify. Reviewers praise the podcast’s range of guests, its bite-sized format, and insights into both successes and failures. This all-inclusive viewpoint is essential for beginners and amateurs alike, who will undoubtedly need to learn from their own failures while growing a side hustle.
Listen to Side Hustle School here:
7. Smart Passive Income Podcast hosted by Pat Flynn
The Smart Passive Income Podcast was launched in 2010, but its roots go far back as 2008, when Pat Flynn created the Smart Passive Income blog to share the ethical advice he’d learned about making money online. One of Flynn’s core values is radical transparency - he wanted to give entrepreneurs a realistic understanding of the work involved in building a side business. Flynn often ran experiments and published the results, whether positive or negative, and until 2017 he regularly published income reports. In 2020, Flynn paired with Matt Garland of Winning Edits to create SPI Media, an organisation whose mission is “to guide new entrepreneurs from idea to income through education, feedback and accountability”.
The podcast features interviews with successful entrepreneurs, content creators, and industry experts who share their experiences in freelancing and side hustling. They cover a range of industries such as podcasting, teaching online, and software development. Flynn also dives into his own experiments with passive income, sharing honest insights into what works, what doesn’t, and the lessons he’s learned along the way.
The Smart Passive Income podcast is rated 4.8 stars on Apple podcasts and 4.7 stars on Spotify. Flynn is consistently praised for his relatable and approachable style, confidence and positive attitude. Though the podcast is incredibly informative, some reviews indicate the content is more suited to side hustlers at the beginning of their journey.
Listen to The Smart Passive Income podcast here:
8. How I Built This hosted by Guy Raz
The How I Built This podcast was created by Guy Raz, a prolific journalist and podcaster. Raz has been involved in the creation of multiple podcasts including The Great Creators, Wisdom from the Top, and TED Radio Hour, and has been named one of the 40 most influential podcasters by Hollywood Reporter. Throughout his career, Raz has interviewed more than 20,000 people including Mark Zuckerberg and Bill Gates.
The How I Built This podcast explores the ups and downs of business in an accessible, relatable way. Each episode features a new business founder who dives into detail about their businesses, from late night food delivery to black diamonds. The podcast also features Advice Line episodes where guests can “call in” with their unique business and specific questions, which are answered by Raz and his podcast guests.
How I Built This has 4.9 stars on Spotify and 4.8 stars on Apple Podcasts. The podcast is praised for meeting the right balance of relatable, motivational and informative. However, Raz’s high-energy presentation style may not be for everyone, as some reviewers have indicated.
Listen to How I Built This here:
9. Deliberate Freelancer hosted by Melanie Padgett
Deliberate Freelancer, hosted by Melanie Padgett Powers, is a show aimed at helping freelancers build sustainable, fulfilling businesses. Padgett works as a freelance writer and editor, aided by her extensive background in journalism and her passion for health care reporting. In her podcast, she emphasises the importance of building a business strategically and deliberately. To quote the show's bio - “We are NOT about the hustle. We are NOT about the feast-or-famine cycle.”
Each episode focuses on aspects of freelancing, such as client management, pricing strategies, dealing with burnout and how to network, along with personal stories and advice from Padgett’s freelance journey. She also interviews other freelancers and experts in the field who share tips on how to boost productivity, manage finances, and grow a business on one’s own terms. Overall, the podcast encourages freelancers to build careers that align with their goals and aspirations, making it especially valuable for those looking to turn their side hustle into a full time job.
The show has glowing reviews, with 5 stars on Apple Podcasts and 5 stars on Spotify. Reviews are dotted with fellow freelancers who have found her podcast informative, inspiring, and full of great tips and tricks to tackle the world of freelancing.
Listen to Deliberate Freelancer here:
10. Side Hustle Hero hosted by Joan Posivy
Side Hustle Hero was created by Joan Posivy, bestselling author of The Way Success Works. Posivy sought success at a young age, buying her first house at 19 and becoming the youngest branch manager of a financial institution in Canada at 22. Some years later, she quit her job and began teaching her principles of success around the globe. Her background in both financial services and personal development, along with her positive attitude, provides unique insights into the world of entrepreneurship.
Each episode dives into a guest’s side hustle story, including the challenges they faced, the strategies that helped them succeed, and the lessons they learned along the way. The interviews reveal actionable advice, mindsets, and practical tips for those who want to start or scale a side hustle, such as how to grow an online community, how to break into specific niches, and how to stay motivated.
Side Hustle Hero is highly rated with 5 stars on Apple Podcasts and 5 stars on Spotify. Listeners find Posivy’s episodes inspiring, informative, and packed to the brim with practical tips and insights.
Listen to Side Hustle Hero here:
11. Entrepreneurs on Fire hosted by John Lee Dumas
Entrepreneurs on Fire is a popular podcast hosted by John Lee Dumas that features interviews with successful entrepreneurs, business leaders, and innovators. After serving as an Army Officer for 8 years, Dumas felt trapped in his regular job. One day, after being stuck in traffic without anything to listen to but the radio, he daydreamed of a daily release podcast that interviewed successful entrepreneurs about their businesses, then decided to make it himself. Today, Entrepreneurs on Fire has a devoted follower base and a dedicated community, aptly called Fire Nation.
Over the source of the podcast, Dumas has interviewed over 3,000 entrepreneurs including big names such as Seth Godin, Tony Robbins, and Gary Vaynerchuk. Each episode dives into guests' personal stories, including questions about guests' biggest failures, "aha" moments, and their best advice for aspiring entrepreneurs.
With ratings of 4.8 stars on Apple Podcasts and 4.2 stars on Spotify, Entrepreneurs on Fire is generally positively received. The podcast’s simple, structured nature, consistent upload schedule, and digestible episode lengths make it a fan favourite in the entrepreneurial community.
Listen to Entrepreneurs on Fire here:
12. My First Million hosted by Sam Parr and Shaan Puri
My First Million is a podcast hosted by entrepreneurs Sam Parr and Shaan Puri, where they discuss business ideas, trends, and insights from their entrepreneurial journeys. Parr is the founder of The Hustle, a popular media company that started as a daily email newsletter focused on tech and business news. The Hustle became a go-to resource for young entrepreneurs and business enthusiasts and was acquired by HubSpot in 2021. Puri has a strong background in tech, startups, and investing, and has served as the Senior Director of Product, Mobile Gaming and Emerging Markets at Twitch. Their partnership on My First Million combines Parr’s marketing and media expertise with Puri’s tech and product background.
My First Million has a casual, conversational style. Each week, Parr and Puri brainstorm new business ideas, analyse industry trends, and interview successful entrepreneurs. The two have a conversational style of podcasting, easily bouncing ideas off each other each episode and providing a unique mix of entertainment and education.
Parr and Puri’s natural chemistry and the quality of their guests contribute to the podcast’s high ratings, with 4.8 stars on Apple Podcasts and Spotify. Listeners appreciate that the show is unafraid to tackle new, experimental and controversial topics and trends, though some episodes divide the community in public reviews.
Listen to My First Million here:
13. Quit Your Day Job hosted by Alisha Fernandez Miranda
Quit Your Day Job is a podcast that explores the journeys of 9-5 workers who have taken bold steps to transition their career, often leaving established careers to pursue work that aligns more closely with their passions or interests. Host and former CEO Alisha Fernandez Miranda shares her experience of quitting her career to try her hand at a variety of unconventional roles. From working in the arts to hospitality, her journey is about discovering what truly fulfills her and exploring the challenges and rewards of leaving a traditional career path.
Each episode, Miranda interviews other successful movers and shakers who have deviated from their original career plans and dreams. From philanthropists to TV directors, her podcast covers a wide range of industries and positions, with inspirational stories and practical advice for every kind of aspiring mould-breaker.
With 4.8 stars on Apple Podcasts and 5 stars on Spotify, the podcast is incredibly popular with a wide range of listeners. Miranda’s podcasting style is considered inspirational, motivational, and inviting. She also champions women’s stories in a podcasting landscape that more often favours male voices.
Listen to Quit Your Day Job here:
14. Pure Hustle Podcast hosted by Mike and Orlando
The Pure Hustle Podcast is perfect for side hustlers interested in reselling. The podcast is hosted by Mike and Orlando, both experienced resellers who started their side hustle to make additional income and eventually turned it into a thriving online business and educational podcast. The hosts bring a wealth of knowledge about thrifting, garage sales, retail arbitrage, and online marketplace business strategies.
The podcast focuses on topics like sourcing products, understanding market trends, maximising profits, and growing a reselling business. Episodes cover practical tips for both beginners and experienced sellers, including how to handle inventory, improve listing strategies, navigate ecommerce challenges, and stay motivated in the reselling industry.
Each episode, Mike and Orlando explore current news and trends in reselling, as well as general tips and tricks for staying motivated, avoiding burnout, and learning from mistakes. The hosts also share their personal experiences and “hustle” success stories, making the podcast relatable and encouraging for those interested in side hustles, financial independence, or a full-time career in reselling.
With 4.8 stars on Apple Podcasts and Spotify, the podcast is very popular with old and new resellers. The hosts are praised for their entertaining yet honest approach to reselling. The podcast is especially helpful for those who use eBay as their main platform. However, there may be less value for side hustles outside of reselling, or for those selling on other channels.
Listen to the Pure Hustle podcast here:
15. Successfully Unemployed hosted by Dustin Heiner
Successfully Unemployed is a blog and podcast created by Dustin Heiner, a real estate investor and entrepreneur with a focus on passive income generation. Heiner’s journey began in 2004, when he quit his job to pursue higher income as his own boss. He began investing in real estate in 2006, which gradually turned into $8,500 in profit per month over eight years. Now a podcaster and published author, his goal is to help people achieve financial independence by making smart, strategic investments that allow them to gain control over their time and live life on their own terms.
Successfully Unemployed is dedicated to helping listeners achieve financial freedom and break away from traditional 9-to-5 jobs. The show explores a range of strategies for creating passive income streams and building businesses that allow people to live financially independently without relying on a traditional job. With such a wide variety of guest speakers, Heiner makes the world of passive income streams accessible for every kind of side hustler.
Successfully Unemployed is rated 4.5 on Apple Podcasts and 3.8 on Spotify. The show is praised for its wide range of guests, informative stories, actionable insights, and realistic view of side hustles and entrepreneurship.
Listen to Successfully Unemployed here:
Summary
Whether you’re just getting started or looking to take your own side hustle ideas to the next level, these top 15 side hustle podcasts offer the perfect blend of motivation, practical advice, and success stories. Each of these podcasts brings a fresh perspective and valuable lessons to help you achieve your side hustle goals, whether you want to simply earn extra income or completely quit the 9-5 grind.
By tuning into these shows, you’ll not only stay informed about new side hustle trends and business ideas but also connect with a community of like-minded, ambitious listeners. Remember, every successful side hustle starts with a single step—so get inspired, get creative, and turn your passion into profits today!
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