Constant Contact - the Pioneer of eMail Marketing - Talks About the Cost of Being Scattered With Dave Charest
Release Date: 03/20/2026
Small Business Stories
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S6:E37 Franchising is often misunderstood. Many assume it’s "passive income" that prints cash in the backyard. NOTHING is really passive! Especially not at first. Others think franchising is low-risk, or limited to fast food. In reality, it requires discipline, self-awareness, and the ability to follow systems. This is something many entrepreneurs resist. Giuseppe Grammatico breaks down what actually determines success, and why most people are evaluating the wrong things from the start. In this episode, Dr. LL sits down with Giuseppe Grammatico to unpack what franchising actually...
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S6:E33 If people don’t hear from you, they don’t wait. They interpret. And most of the time, they get it wrong. In this episode, Dr. LL sits down with renowned executive coach, Ash Seddeek, to explore what leadership communication actually requires in today’s environment where visibility is constant, trust is fragile, and silence carries weight. This is a conversation about responsibility, meaning, and the unseen consequences of how leaders show up - or don’t. 👤 Guest Ash Seddeek Founder, Executive Greatness Institute 📖 Books Ash has written several books on leadership....
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S6:E31 There is no shortage of marketing tools right now. There is a shortage of clarity. In this episode, Dr. LL sits down with Dave Charest, Director of Small Business Success at Constant Contact (you know - the pioneer of eMail marketing with revenues still over $250 million per year), to unpack what is actually happening beneath the surface for small business owners trying to stay visible in 2026. If people don’t trust you, they won’t respond. If they don’t understand you, they won’t refer you. If your message keeps shifting, they won’t remember you. Dave shares insights from...
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There is no shortage of marketing tools right now. There is a shortage of clarity.
In this episode, Dr. LL sits down with Dave Charest, Director of Small Business Success at Constant Contact (you know - the pioneer of eMail marketing with revenues still over $250 million per year), to unpack what is actually happening beneath the surface for small business owners trying to stay visible in 2026.
If people don’t trust you, they won’t respond.
If they don’t understand you, they won’t refer you.
If your message keeps shifting, they won’t remember you.
Dave shares insights from Constant Contact’s small business research, including a sharp drop in marketing confidence, rising overwhelm, and the growing tension between activity and actual results. The conversation brings us back to fundamentals: connection, consistency, and clarity.
Guest
Dave Charest
Director of Small Business Success, Constant Contact
Core Problems
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Founders trying to be everywhere instead of being effective somewhere
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Marketing activity replacing intentional strategy
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Message inconsistency weakening trust and referrals
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Overreliance on tools without understanding audience needs
Practical Takeaways
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Focus on one primary channel and build from there
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Use email as a relationship channel, not just a sales tool
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Match frequency to relevance, not arbitrary rules
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Use AI to support thinking, not replace it
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Build real-world relationships and use digital to sustain them
Timestamps
00:00 Welcome to Small Business Stories
03:00 What has changed and what hasn’t in marketing
05:45 Overwhelm and channel fatigue
09:38 The real role of email in 2026
18:30 Why consistency builds trust
22:00 Message clarity and referrals
27:00 Confidence drop in small business marketing
31:00 AI, confusion, and content quality
39:00 What small businesses should do now
Who This Episode Is For
Entrepreneurs and small business owners who feel like they are doing everything but still not getting traction.
Invisible brands don’t make money, but neither do businesses that are active everywhere and clear nowhere.
Subscribe, share, and send this to someone trying to simplify their marketing without losing momentum.
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