Author: Jason D. Bay

(GYSS #61): Michael Sallander – Freelancing Vs. Starting An Agency & the Future of Web

Michael Sallander is the President and Co-Founder of Chicago Digital, an innovative web agency based in Chic ago, Illinois. Their passion for helping small and medium size businesses has helped them grow into a full-service strategic marketing company developing online solutions for organizations across business sectors.

I wanted to get Michael on the show because of his expertise in web. We discuss his entrepreneurial journey, the pros and cons of building an agency vs. freelancing and tips for building an effective website.

(GYSS #60): April MacLean – Overcoming Adversity, Founder of Room To Dance

“If you can’t draw boundaries with the people who are hurting you, then you’re more of broken person for everyone else.”

April MacLean has gone from abusive home to foster care to business owner. Both her dance studio and podcast & coaching brand are designed to spread hope, foster transparency, and teach people to use their unique personality and style to become a success story by giving generously.

I wanted to get April on the show because she has dealt with a ton of adversity growing up. We dig into her story, 3 steps you can use to overcome adversity and her newest business venture, Room To Dance.

(GYSS #59): Tim Paige – Is entrepreneurship right for you?

“Entrepreneurship is not for everyone and it’s not the only way to accomplish your goals.”

Tim Paige is the Conversion Educator at LeadPages and the host of the podcast, ConversionCast. He’s also a professional voiceover artist over at and has worked with podcasters and entrepreneurs like John Lee Dumas and James Altucher…and companies like the Travel Channel, Expedia and Cannon.

I had Tim on the show because he’s had a ton of different occupations, jobs and businesses in the last decade or so. We discuss his early career as a touring musician, how to take the leap and find passion projects and what he does now at LeadPages.

(GYSS #58): Jeff Brown – The Future of Podcasting, Starting A Podcast and Interviewing Tips

“Excellence with consistency…will serve you as well as any single thing you can do.”

Jeff Brown is a former nationally syndicated morning radio show co-host with nearly a million weekly listeners. He hosts the Read to Lead Podcast, a top-rated business and career podcast, and has interviewed business greats like Seth Godin, Hal Elrod, John Lee Dumas and several others. He’s also a podcast coach and mentor.

Jeff is not a millennial but I wanted to get him on because he has 20+ years of experience in radio and podcasting combined. If you need help starting a podcast and beyond the technical aspects of getting started, this is the perfect episode for you. We discuss the process of putting together a great show, finding great guests and interviewing techniques to conduct a great interview.

(GYSS #57): Founders of Self Journal – Goal Setting, Journaling & The Key Habits of Successful Entrepreneurs

“What we’ve realized is that slow, steady action trumps all.”

Cathryn Lavery and Allen Brouwer are the duo behind Self Journal, a powerful yet simple daily planner to help you structure your day, enjoy life, and reach your goals quicker than you thought possible.

After leaving their day jobs in both Architecture and Marketing to work full-time on their side hustle businesses, they began researching successful people for guidance on how to optimize their days. After applying these to their lives and seeing how powerful these principles, hacks and routines were in moving them forward they created the Self Journal to help others do the same.

I wanted these two on the show because they have a ton of great productivity hacks to share and we discuss those hacks along with optimizing your day for success.

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