Solopreneur Grind Podcast

Josh Schachnow
Solopreneur Grind Podcast

The podcast and community for solopreneurs! Join Canadian lawyer/tech founder Josh Schachnow as he interviews successful solopreneurs to hear their best stories, lessons, advice and more. If you want to learn the secrets of successful small businesses or get solopreneur business ideas, then the Solopreneur Grind Podcast is just for you. And make sure to join the substack so you never miss an episode here: https://joshschachnow.substack.com/podcast

  1. JUN 24

    Transforming News Media, Marketplaces and Crowd-funding | SG Podcast Episode 137 with Sam Anthony

    In this episode of the Solopreneur Grind podcast, host Josh Schachnow chats with Sam Anthony, founder of YourNews.com, about the future of news media and entrepreneurship. Sam discusses his venture into a hyper-local news platform, covering everything from local events to national news.  He explains the downfall of traditional media, the transition to digital platforms, and the new ways to monetize news through local journalism. Sam also shares insights on his journey from investment banking to creating a scalable news model, and the role of equity crowd funding in raising capital for startups.  Tune in to learn about the innovative changes in media and how entrepreneurs can navigate the evolving landscape: 00:00 Introduction and Guest Welcome 00:34 Sam Anthony's Background and Business Overview 01:09 Challenges in Traditional Media and the Shift to Digital 02:51 The Birth of a New Business Model 04:41 Scaling and Monetizing Local News 07:44 Building a News Marketplace 13:21 Advertising Strategies and Future Plans 17:38 User-Generated Content and Liability 20:28 Challenges of Scaling a Business 22:36 Equity Crowdfunding Explained 30:46 Advice for Aspiring Entrepreneurs 34:02 How to Get Involved and Invest --- Want to get even more solopreneur podcasts, content and the first 3 chapters of my e-book: “Just Get Started: Key business lessons from 2 businesses, 5 years and 100+ podcast episodes”?  Make sure you're subscribed on my Substack here: https://joshschachnow.substack.com/ --- Where to find Sam: https://yournews.com/ https://www.linkedin.com/in/sam-anthony-yournews/ #sgpodcast  #solopreneur  #businesspodcast

    36 min
  2. JUN 12

    Mastering WordPress, Content and Solopreneurship | SG Podcast Episode 136 with Cathy Mitchell

    Join us in this engaging episode of the Solopreneur Grind Podcast where Josh interviews Cathy Mitchell from WP Barista. Get insights into Kathy’s journey from starting a WordPress-focused agency in 2008 to evolving her business with the changing digital landscape.  Kathy shares her initial struggles, adapts to market changes, and provides valuable advice for content creators and solopreneurs on leveraging AI and maintaining productivity. Learn about the significance of community, the importance of PR in today's SEO-driven world, and strategic tips for building a successful solopreneur career. Don't miss out on Kathy’s practical tips and lessons learned from years of experience in the tech industry. 00:00 Introduction and Guest Welcome 00:23 Kathy's Journey into WordPress 00:49 Starting the Business and Early Challenges 03:37 Transition to Full-Time and Business Growth 06:40 Market Evolution and Industry Insights 13:34 Productivity and Mental Health as a Solopreneur 18:16 Adapting to AI and Future Trends 24:00 Advice for Content Creators 26:49 Tools and Resources for Solopreneurs 31:34 Challenges and Final Advice 33:54 Conclusion and Contact Information --- Want to get even more solopreneur podcasts, content and the first 3 chapters of my e-book: “Just Get Started: Key business lessons from 2 businesses, 5 years and 100+ podcast episodes”?  Make sure you're subscribed on my Substack here: https://joshschachnow.substack.com/ --- Where to find Cathy Mitchell: https://wpbarista.com/ https://www.linkedin.com/in/cathyamitchell/

    35 min
  3. JUN 4

    Building an AI Startup While Working Full-Time | SG Podcast Episode 135 with Jacky Liang

    Join Josh on the Solopreneur Grind Podcast as he chats with Jacky, the founder of AnswerHQ, an AI customer service assistant that significantly reduces customer support questions for small businesses and startups.  Jacky shares his journey of creating AnswerHQ as a side hustle while working full-time, his approach to time management, and the tools and strategies he uses to operate efficiently. This episode delves into key aspects of startup life, including market validation, customer acquisition, building in public, and the importance of focusing on solving pain points. Whether you're a technical or non-technical founder, there are invaluable insights to help you start and grow your own business. More specifically: 00:00 Introduction and Guest Welcome 00:15 Jacky's Background and Answer HQ Overview 00:33 The Journey from Side Hustle to Full-Time 01:23 Challenges and Initial Idea Validation 03:47 Building the MVP and Early Customer Acquisition 08:14 Leveraging AI Tools for Productivity 12:03 Time Management and Personal Strategies 15:13 Biggest Challenges as a Solopreneur 15:34 Shifting Focus: From Product Development to Marketing 15:56 The Challenges of Marketing and Sales for Startups 18:41 The Importance of Understanding Your Business Goals 19:55 Funding Your Startup: Options and Considerations 20:57 Building for Pain Points, Not Ideas 21:54 The Role of MVPs and No-Code Tools 26:12 The Concept and Benefits of Building in Public 30:12 Final Advice for Aspiring Entrepreneurs --- Want to get even more solopreneur podcasts, content and the first 3 chapters of my e-book: “Just Get Started: Key business lessons from 2 businesses, 5 years and 100+ podcast episodes”?  Make sure you're subscribed on my Substack here: https://joshschachnow.substack.com/ --- Where to find Jacky: https://answerhq.co/ https://www.linkedin.com/in/jjackyliang/ https://jjacky.substack.com/ #sgpodcast  #solopreneur  #businesspodcast

    32 min
  4. MAY 27

    From Big Enterprise to Solopreneur Success | SG Podcast Episode 134 with Joe Rando

    In this episode of the Solopreneur Grind podcast, I talk to Joe Rando, the CEO and founder of Lifestarr.  Joe shares his unique career journey from obtaining a degree in physics and developing shopping centers to founding successful companies like Trade Area Systems and now Lifestarr.  We discuss the challenges and strategies for solopreneurs, including lead generation, productivity, and the importance of having clear goals. Joe also provides actionable tips for aspiring solopreneurs and emphasizes the importance of community support in navigating the solopreneur journey.  More specifically: 00:00 Introduction and Guest Welcome 00:30 Joe Rando's Background and Career Journey 01:26 Transition to Solopreneurship and Founding Lifestar 04:28 Challenges and Strategies for Solopreneurs 06:07 The Solopreneur Industry and Future Trends 08:14 Productivity Tips for Solopreneurs 11:07 Lead Generation and Sales Advice 13:56 Steps to Start a Solopreneur Business 19:30 Recommended Tools and Final Advice 23:21 Conclusion and Contact Information And much more. --- Want to get even more solopreneur podcasts, content and the first 3 chapters of my e-book: “Just Get Started: Key business lessons from 2 businesses, 5 years and 100+ podcast episodes”?  Make sure you're subscribed on my Substack here: https://joshschachnow.substack.com/ --- Where to find Joe Rando: https://www.linkedin.com/in/joerando/ https://www.lifestarr.com/

    26 min

About

The podcast and community for solopreneurs! Join Canadian lawyer/tech founder Josh Schachnow as he interviews successful solopreneurs to hear their best stories, lessons, advice and more. If you want to learn the secrets of successful small businesses or get solopreneur business ideas, then the Solopreneur Grind Podcast is just for you. And make sure to join the substack so you never miss an episode here: https://joshschachnow.substack.com/podcast

To listen to explicit episodes, sign in.

Stay up to date with this show

Sign in or sign up to follow shows, save episodes and get the latest updates.

Select a country or region

Africa, Middle East, and India

Asia Pacific

Europe

Latin America and the Caribbean

The United States and Canada