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PODCAST · business

Parents Making Profits

by James Oliver, Jr.

Welcome to the #1 podcast for parents who are entrepreneurs.James Oliver, Jr., a 3X founder, co-founder of the world's cutest twins, and Techstars and gener8tor alum, brings you topics, guests, and advice to help you be the best parent and entrepreneur you can be.

Publisher-supplied feed metadata · PodParley refreshed Apr 16, 2026 · Source feed

Episodes

  1. What to say when an investor says, "Tell me about yourself"

    In this episode, James loops in his friends Anastasia Simon, who is the Managing Director of the Techstars WaterTech and sustainability accelerator, and Mina Raver, founder of BetterCEO. Learn more and donate to the Kabila Founder Mental Health Fund here. Connect with James on LinkedIn and…

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  2. Paying for founder mental therapy: Announcing the Kabila Founder Mental Health Fund

    In this episode, James talks about the importance of supporting founder mental wellness and announces his new Kabila Founder Mental Health Fund. He also loops in his friend, Peachi Williams, founder of the Freshman Fun Box, to share her thoughts about the benefits of mental therapy. Here's the…

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  3. When is having a chip on your shoulder a bad thing as an entrepreneur?

    In this episode, James talks about when it's a problem to have a chip on your shoulder. James leans on the thoughts of VC, Mike Troiano, founder of Villie, Kim Jolasun, and VC Mark Suster. Here's the link to hilarious Tyrone, the Managing Director of the Startech decelerator program that James...

  4. 3 things I love about Bluesky and how to find your Twitter friends there

    In this episode, James talks about his experience with Bluesky and how to connect with your Twitter friends on Bluesky. If you're on the fence about joining Bluesky, this episode should help you. Check out Kawamata Ryo, the creator of the Sky Follower Bridge Chrome Extension. And follow Divyaswor...

  5. How to create mental wellness as a founder, with Shahab Kaviani from Founder Well

    In this episode, James talks with Shahab Kaviani of Founder Well about what founders can do to create mental wellness. Shahab is graciously offering the first three listeners a free 3-month pass on the Founder Well platform (a $1,500 gift!). To take advantage of this benefit go here. And check…

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  6. Every day it's just you vs. you: How to get out of your own way and go be great!

    In this episode, James inspires you to get out of your own head and get to work being great! James reached out to his friends, Damon Brown of Bring Your Worth TV, and Peachi Williams, founder of Freshman Fun Box to get their takes on the subject. Connect with James on LinkedIn and share your...

  7. Techstars CEO, David Cohen, helps three founders improve their elevator pitches, and shares the Techstars co-founder origin story. Plus we talk about how to convert mentors into sponsors

    In this episode, James replays a live-stream pitch event from LinkedIn with Techstars CEO, David Cohen, giving three founders feedback on their pitches; he also shared the Techstars co-founder origin story. And finally, he and I talk about how to convert mentors to sponsors. Connect with James on...

  8. What do unicorn founders look like?

    In this episode, James discusses an interesting TechCrunch article, "New study of unicorn founders finds most are 'underdogs,' and female founders are rising" By Mike Butcher. Connect with James on LinkedIn and share your thoughts. Because I'm a LinkedIn snob, please add a note to the connection...

  9. 10 things you can do this week to be happier. We have a special guest, James' wife, Prudence!

    In this episode, James explores a Real Simple article, "10 "Microadventures" You Can Take When You Need a Quick Happiness Boost, By Amy Maclin. Try them this week! And we have a treat for you today, James invited his wife, Prudence, to join him on this episode. And she shared a dad joke! Connect...

  10. Thriving is greater than surviving

    In this episode, James explores a Forbes article, "How To Thrive: 7 Ways To Create Happiness In The Future Of Work, by Tracy Brower, PhD Connect with James on LinkedIn and share your thoughts. Because I'm a LinkedIn snob, please add a note to the connection request to let me know you heard me on...

  11. Is toxic positivity really toxic?

    In this episode, James explores an Upworthy article, "A helpful chart to explain the difference between support and 'toxic positivity' Can positivity be "toxic"? "By Sarah Schuster Connect with James on LinkedIn and share your thoughts. Because I'm a LinkedIn snob, please add a note to the...

  12. How are you showing up in the arena of life for yourself, your family, and your business?

    In this episode, James explores the famous Teddy Roosevelt quote about the man in the arena, and what it means for you to show up in the arena of life for yourself, your family, and your business. James has his friends Damon Brown, entrepreneur and YouTuber, and Elle Cole, sickle cell advocate,...

  13. 3 ways introverts can thrive as entrepreneurs with Matthew Pollard, founder of National Introverts Week

    In this episode, James talks with introvert sales expert and rapid growth coach, Matthew Pollard, about how introverts can thrive as entrepreneurs. You can download a free chapter of Matthew's books here. And visit here to download a free template to create your own unified message. Be sure to...

  14. Entrepreneurs, please be kind to yourselves during mental health awareness month

    In this episode, James shares ten ways to be kind to yourself during mental health awareness month and beyond. James referenced the article, Psychologists Are Sharing Everyday Habits That Can Help You Be Kinder To Yourself Once And For All, by Raven Ishak. Be sure to stick around to the end for…

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  15. Being kind is greater than being nice: Especially to entrepreneurs

    In this episode, James rants about why being kind is better than being nice - especially to entrepreneurs. James shares this CNN article, Being a nice person is not the same as being kind. Why the difference is so important, by Jocelyn Solis-Moreira. Be sure to stick around to the end for the dad...

  16. No is a complete sentence. How to stop saying yes to everything and protect your boundaries.

    In this episode, James talks with entrepreneurs who have struggled with saying "no" and shares ten ways to say no that might be comfortable for you. James shares this Better Up article, How To Say No To Others (And Why You Shouldn't Feel Guilty), by Elizabeth Perry. James heard from founders...

  17. Five important lessons for new entrepreneurs

    In this episode, James shares five important lessons for new entrepreneurs. James discusses this Entrepreneur Magazine article, I Started My Business In My Mom's Basement at the Age of 17. Here are 5 Rules I Wish I Had Known, But Had to Learn the Hard Way, By Jon B. Becker. Here's the book James...

  18. Be encouraged if your business outcomes haven't matched your efforts

    In this episode, James endeavors to inspire you if you've been grinding on your business but haven't gotten the results you expect. James discusses this article, People who become successful later in life usually have these 10 unique strengths, by Ethan Sterling, on GlobalEnglishEditing.com. Be...

  19. 3 tips to use AI to make your job easier as an entrepreneur and why teaching 1,000 women how to use AI prompt engineering matters

    In this episode, James talks with Liberty White about her new project, She Learns AI, to teach 1,000 women how to do AI prompt engineering. Plus she shares three AI prompts that can help you be more efficient/effective as an entrepreneur. Be sure to stick around to the end for the dad jokes! To…

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  20. 5 ways introverts can experience JOMO (the joy of missing out)

    In this episode, James talks with Marie Roker-Jones about how introverts can tap into their super-power, the joy of missing out, or JOMO! Be sure to stick around to the end for the dad jokes! To get two free months of podcasting service on Libsyn, use code "PARENTS". If you love the podcast…

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  21. Is it risky playing it safe in life?

    In this episode, Lavelle Smith Hall and James talk about regrets people have at the end of their lives and try to inspire you to live a life of no regrets! The conversation was inspired by an article, Top five regrets of the dying, By Susie Steiner, and by a chapter in James' book. Be sure to…

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  22. How do you know when it's time to pivot or shut down your startup?

    In this episode, Lavelle Smith Hall was out of action, so you got stuck with James talking about how you know when it's time to shut down your startup or pivot. The conversation was inspired by an article, 5 Signs It's Time to Quit (Or Pivot) Your Startup, By Rachel Greenberg. We heard from two...

  23. 3 tips to use data for social impact with Camelback Ventures' Melvin Freeman

    In this episode, James and Lavelle Smith Hall talk with Melvin Freeman, Director of Data and Strategy at Camelback Ventures about how to use data for social impact. We also talked about Camelback Ventures' upcoming application openings on Feb 5th for their $40K fellowship. You can learn more and...

  24. Wall Street Journal's Family and Tech columnist, Julie Jargon, discusses the toxic effect social media has on your kids

    In this episode, James and Lavelle Smith Hall talk with the Wall Street Journal's Family & Tech columnist, Julie Jargon, about the negative impact social media has on our kids. And stick around for the end, as Julie uses technology to tell us a dad joke. To get two free months of podcasting…

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  25. Wefunder's Jonny Price shares how you can effectively execute a community fundraising round and raise money for your business

    In this episode, James and Lavelle Smith Hall talk with Wefunder's self-proclaimed VP of Banter, Jonny Price, as he shares tips with you to execute your community fundraising round (AKA equity crowd-funding, which apparently is now a bad word). During the show, Jonny convinced James that he…

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  26. How to effectively use a virtual assistant and free up more of your time with TaJuanna Taylor of Bootstrap Dreams

    In this episode, James and Lavelle Smith Hall help you learn how to effectively use a virtual assistant (VA) to free up more of your most precious asset, your time. They interviewed VA expert, TaJuanna Taylor, of Bootstrap Dreams to help you out. Here's a free VA onboarding checklist from…

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  27. It's not personal. It's business. Or is it?

    In this episode, James and Lavelle Smith Hall unpack the nuances of when and if you should take things personally as an entrepreneur. To do so, they got the help of a few entrepreneurial friends: Tamara Lucas, founder of a concierge service app, My Panda. Chelsea Elliott, founder of Somocom Lab…

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  28. 3 tips to help you thrive as an ADHD founder + An adorable dad joke from Entrepreneur Magazine Editor-In-Chief, Jason Feifer

    In this episode, James and Lavelle Smith Hall, share an interview James did with ADHD Executive Coach, Brett Green. Brett gives us three tips to help us thrive as entrepreneurs with ADHD. Stick around for the adorable dad joke with Jason Feifer, Entrepreneur Magazine Editor-In-Chief, and his...

  29. 3 tips to help you find a co-founder + Seth Godin shares a dad joke!

    In this episode, James and Lavelle Smith Hall, share three tips to find a co-founder and to manage that important relationship, and they got some help from their friends: Erica Harris: Co-founder of MOMLogics William Ward: Founder of Flexie Marketing legend, Seth Godin, shared a dad joke with us…

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  30. Resilience: How can entrepreneurs get more of it?

    In this episode, James and Lavelle Smith Hall, discuss what resilience is and how entrepreneurs can get more of it. The hosts relied on this article to drive the conversation: Five Science-Backed Strategies to Build Resilience When the road gets rocky, what do you do? BY KIRA M. NEWMAN, The…

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  31. How to avoid startup ecosystem burnout

    In this episode, James and his new co-host, Lavelle Smith Hall, discuss how to avoid startup ecosystem burnout, and they got some help from their friends: Sharonda Davis - Founder of The Huddle DAO And Denise Calixte - Founder of Easy Oat Burgers To get two free months of podcasting service on...

  32. Should overlooked founders try to raise venture capital?

    In this episode, James introduces his new co-host, Lavelle Smith Hall, and the duo asks the question: if all overlooked founders combined are only going to raise less than 10% of VC funding, should they even try? To tackle this conundrum, we got the help of a few of our friends: Kimberly Evans:...

  33. What Comes First, Sales or Marketing?

    In this episode, Mario and James debate what comes first, sales or marketing, what do you think? If you're feeling the podcast, please subscribe on your fave podcast player, rate it, and leave a review. Also, please share it on social media. You know we LOVE dad jokes. Submit your dad joke here…

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  34. Make Your Mess Your Message While Running A Business With Your Spouse

    In this episode, Mario and James talk about how Mario's messy experience starting his business impacted his relationship with his wife who is also his business partner. If you're feeling the podcast, please subscribe on your fave podcast player, rate it, and leave a review. Also, please share it…

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  35. Two books to help you be a better founder and human

    In this episode, Mario and James talk about two of James' favorite books that he thinks can help you turbo-charge your marketplace-based business and help you be a more effective giver. If you're feeling the podcast, please subscribe on your fave podcast player, rate it, and leave a review. Also,...

  36. To Hell With Ageism

    In this episode, Mario and James are big mad about people who are ageists and they discuss why you are more likely to be successful as an entrepreneur until the age of sixty. Sixty! If you're feeling the podcast, please subscribe on your fave podcast player, rate it, and leave a review. Also,...

  37. Stop Majoring In The Minors

    In this episode, Mario and James tell you how to focus on what's important so you can stop majoring in the minors. If you're feeling the podcast, please subscribe on your fave podcast player, rate it, and leave a review. Also, please share it on social media. You know we LOVE dad jokes. Submit…

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  38. 3 Tips To Turn Your Mentor Into a Sponsor

    In this episode, Mario and James tell you how to turn your mentor into a sponsor because sponsorship is where the real opportunities lie for you! Here's the link to the Harvard Business Review article, How To Build a Great Relationship With a Mentor mentioned in the episode. If you're feeling the...

  39. Entrepreneurs Have More Faith Than You

    In this episode, Mario and James talk about why entrepreneurs have more faith than non-entrepreneurs. If you're feeling the podcast, please subscribe on your fave podcast player, rate it, and leave a review. Also, please share it on social media. You know we LOVE dad jokes. Submit your dad joke...

  40. How You Can Overcome Imposter Syndrome

    In this episode, Mario and James help you overcome imposter syndrome. We hear from Allison Byers, CEO of pitch deck platform Scroobious, and Brandon Brooks, Co-Founder of VC firm Overlooked Ventures, as they share inspiring stories about how they overcame imposter syndrome and had great results.…

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  41. Sometimes when you lose, you WIN

    In this episode, Mario and James inspire you with a story to help you reframe your thinking about losing because often the things you think are losses end up being wins for you. If you're feeling the podcast, please subscribe on your fave podcast player, rate it, and leave a review. Also, please...

  42. Learn how Mac The VC raised $10 million using Twitter DMs

    In this episode, Mario and James talk with Rarebreed Ventures' Managing Partner, Mac The VC who tells us how he used Twitter to get 1,100 meetings in 90 days and raised $10 million for his first venture fund. We also talk about what the challenges are for underestimated founders and emerging VCs...

  43. Our #1 tip for you to build your personal brand

    In this episode, Mario and James talk about Mario's #1 tip for you to focus on if you want to build your personal brand. Can you guess what it is? If you're feeling the podcast, please subscribe on your fave podcast player, rate it, and leave a review. Also, please share it on social media. We…

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  44. How you can get people to say YES

    In this episode of the podcast, Mario and James help you learn how to get people to say yes to your proposals. We mentioned the pitch deck platform, Scroobious, to help you create your investor deck. And here's the Hustle Fund VC YouTube video about creating pitch deck slide titles. If you're...

  45. How you can avoid the toxicity of hustle culture

    In this episode, Mario and James are inspired by a Good Housekeeping article about the toxicity of hustle culture and share tips for how you can avoid it. If you're feeling the podcast, please subscribe on your fave podcast player, rate it, and leave a review. Also, please share it on social…

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  46. Increase Your Productivity With Our Favorite Apps

    In this episode, Mario and James share their favorite apps to help you be more productive and more effective in your business. But first, the guys shared the amazing news that the Parents Making Profits podcast is now inside the top 100 Entrepreneurship podcasts in ten countries around the world…

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  47. Launch The Damn Thing Already (part 2)

    In this episode, Mario and James go through the rest of the Inc. Magazine article's list of excuses people make for why they can't launch their business, product, service, course, or whatever. After these two episodes, we hope you are inspired to push past the obstacles - real and imagined - and...

  48. Launch The Damn Thing Already (part 1)

    In this episode, Mario and James go through a list of excuses people make for why they can't launch their business, product, service, course, or whatever. It turns out some people have all the excuses in Excussissippi. Spoiler alert: The guys are not here for it! If any of these excuses sound…

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  49. The proper way for you to ask for an introduction

    In this episode, the guys give you advice that is easily worth $100K to you! Mario and James tell you the biggest mistake you are probably making when trying to get introduced to someone you think will help your business, and they give you the money tip for how to properly connect with people on...

  50. DadPreneurs Up! Celebrating Father's Day

    In this episode, Mario and James have two listeners share an inspiring story from their DadPreneur journey. Plus Techstars co-founder, David Cohen, talks about how his dad inspired him to help so many entrepreneurs. The stories are from: Doug Fox - Fox Brand Marketing consultancy Kevin Thai…

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ABOUT THIS SHOW

Welcome to the #1 podcast for parents who are entrepreneurs.James Oliver, Jr., a 3X founder, co-founder of the world's cutest twins, and Techstars and gener8tor alum, brings you topics, guests, and advice to help you be the best parent and entrepreneur you can be.

HOSTED BY

James Oliver, Jr.

Frequently Asked Questions

How many episodes does Parents Making Profits have?

Parents Making Profits currently has 62 episodes available on PodParley. New episodes are automatically indexed when they're published to the podcast feed.

What is Parents Making Profits about?

Welcome to the #1 podcast for parents who are entrepreneurs.James Oliver, Jr., a 3X founder, co-founder of the world's cutest twins, and Techstars and gener8tor alum, brings you topics, guests, and advice to help you be the best parent and entrepreneur you can be.

How often does Parents Making Profits release new episodes?

Parents Making Profits has 62 episodes. Check the episode list to see recent publication dates and frequency.

Where can I listen to Parents Making Profits?

You can listen to Parents Making Profits on PodParley by clicking any episode. We provide an embedded audio player for direct listening, and you can also subscribe via your preferred podcast app using the RSS feed.

Who hosts Parents Making Profits?

Parents Making Profits is created and hosted by James Oliver, Jr..
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