Posts by

Koby Jackson

Founder & CEO Calldrip

The Disease: Waiting to Follow Up

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Koby Jackson

Across industries, agility and speed are often touted as the keys to success. Yet, a pervasive ailment silently undermines many organizations: the failure to promptly follow up with leads. This "disease"—characterized by hesitation and delayed responses—can be fatal, leading to missed opportunities and, ultimately, business failure. Understanding and addressing this issue is crucial for any business aiming to thrive in a competitive landscape.

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We're Not For Sale

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Koby Jackson

At least once a week, someone reaches out to “see if we’re open to selling.”

We’re not for sale.

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How to use AI within your dealership effectively

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Koby Jackson

In the fast-paced world of automotive retail, one thing is clear—your service department doesn’t sound like your sales department, and your parts team sure doesn’t have the same goals as finance. 

Here's the reality: what gets measured gets improved. But if you’re not measuring the right things for each department, you’re missing the mark - and missing opportunities to coach, optimize, and grow.

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The Startup - The Launch of Calldrip

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Koby Jackson

There’s something unforgettable about the early days of a startup.

No big budgets. No overgrown org charts. Just a small, scrappy group of people with a shared vision and an unshakable drive to build something that matters. That’s the essence of bootstrapping a startup—and at Calldrip, it’s part of our DNA.

We didn’t start with bells and whistles. We started with belief.

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How Pride, Process, and Leadership Drive Excellence

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Koby Jackson

Traveling isn’t just about visiting new places—it’s about learning. My recent trip to Europe, and especially Holland, was an eye-opening experience that reinforced some powerful lessons about pride, structure, and leadership—lessons that we should all be applying in our businesses.

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How Trust, Process, and Leadership Drive Success

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Koby Jackson

Traveling isn’t just about visiting new places—it’s about learning from the best. My recent visit to the UK was a powerful reminder of what makes businesses thrive: trust, well-structured systems, and leadership rooted in relationships.

The UK has long been a place where I’ve built meaningful partnerships and lasting business relationships. After years of working with incredible teams, partners, and customers, I’ve come to appreciate how trust, collaboration, and consistency drive success.

Here’s what we can all take away from the UK’s approach to business and leadership.

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AI & Sales: How Smart Automation Enhances, Not Replaces, the Human Touch

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Koby Jackson

Artificial intelligence (AI) is revolutionizing sales—but not in the way you might think.

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Small Changes, Big Wins: Lessons from Customers & Partners in Europe

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Koby Jackson

After nearly two decades of traveling internationally for work, I’ve seen first-hand how the sales landscape has evolved. But one thing remains constant: the best sales teams prioritize customer success as much as their own.

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The Future of Sales Technology: Trends to Watch in 2025

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Koby Jackson

The future is now—or at least, it’s coming at us faster than a sales manager when you miss your quota. As we move into 2025, sales technology is evolving at breaking speed, and if you’re not keeping up, you might find yourself left behind, still using sticky notes and hoping for the best.

You don’t have to be a tech guru to take advantage of these changes. Here are the top trends that will define the future of sales technology and how they’ll change the way businesses interact with our customers.

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The Follow-Up Formula: Why 80% of Sales Are Won AFTER the First Call

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Koby Jackson

If you’re in sales, you’ve heard the phrase: "The fortune is in the follow-up." But here’s the reality—most sales reps aren’t following up. In fact, research shows that 80% of sales are closed after the fifth contact, yet the overwhelming majority of salespeople give up after just one follow-up.

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