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Traversing EntrepreneurshipAuthor: Derek Dall'Olmo
Traversing Entrepreneurship is a show for business owners who set out to do something different and did not stop there. Join us as host Derek Dall'Olmo sits down with entrepreneurs and business owners in Traverse City and beyond to hear their stories, dig into the wins and challenges along the way and uncover what it takes to be successful, in business and in life. Language: en Genres: Business, Entrepreneurship Contact email: Get it Feed URL: Get it iTunes ID: Get it |
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The Journey of Digital Marketing Expert Chris Shihadeh
Episode 61
Wednesday, 24 September, 2025
This week, Derek sits down with Chris Shihadeh, CEO of Skylab Digital, who shares his entrepreneurial journey, insights on navigating the competitive Medicare space, and the importance of financial literacy in business. Chris discusses the significance of building a strong team, identifying A, B, and C players in hiring, and empowering employees to solve problems. He emphasizes the role of data in digital marketing, managing cash flow in seasonal businesses, and leveraging debt for growth. The conversation concludes with key takeaways for aspiring entrepreneurs, highlighting the importance of understanding financials and learning to say no to distractions. Takeaways: Chris started his entrepreneurial journey at a young age. Financial literacy is crucial for business success. Building a strong team requires learning from painful lessons. Identifying A, B, and C players is key in hiring. Empowering employees to solve problems fosters ownership. Data-driven decision-making is essential in digital marketing. Managing cash flow is critical in seasonal businesses. Leveraging debt can be a powerful tool for growth. Saying no to distractions is vital for focus. Understanding your financials is non-negotiable for success. About TreMonte and Traversing Entrepreneurship Podcast Traversing Entrepreneurship is a show for and about business owners in Traverse City, Michigan and beyond. In each episode, host Derek Dall'Olmo sits down with local business owners and the professionals who serve them to talk about business building, life, money, taxes, family — and all the ups and downs that come with doing something different. Join us to hear their stories and lessons learned — and to get inspired about what might be possible in your own business. Derek is the founder of TreMonte Financial Consultants, LLC and TreMonte TreMonte Tax Solutions, LLC (together referred to as "TreMonte"). TreMonte works with business owners and entrepreneurs to develop a proactive tax strategy that maximizes after-tax profits. It is TreMonte's goal to bridge the gap between Financial Advisors and Accountants by serving as CFO to their clients. This show is for informational purposes only and should not be viewed as personalized financial, investment, tax, or legal advice. You should always consult an attorney or tax professional regarding your specific legal or tax situation. Please email Derek Dall'Olmo at derek@tremontefinancial.com with questions and comments or to schedule a one-on-one conversation. TreMonte Facebook Page | Follow Derek on LinkedIn Subscribe: Apple Podcast | Google Podcasts | Amazon Podcasts | Stitcher | Spotify | Deezer | TuneIn If you enjoy the show, please leave a review on iTunes to help others discover the podcast.
