Craig Harvey sits down with Garrett Hollifield, aka "The Big Deal," a top producer who made $2 million last year and led a team of 600+ agents to $35 million in premium. In this conversation, Garrett gets real about how a recession pushed him into insurance sales, what it actually takes to build a team that size, and why the guys who win long-term are the ones who stay humble while still going after it hard. From selling mix tapes at 16 to making partner in under 5 years, his story is worth hearing. If you're new to the industry or just trying to figure out your next move, this one's got something for you.

Topics covered:

• Growing up as a hustler and an athlete
• Finding NASB during a recession
• Building a team of 600+ agents
• Coaching 3 Rookies of the Year in 6 years
• Confidence vs. humility as a leader
• Dealing with people who leave your organization
• What it means to leave a legacy

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How many people make their first million by 32 — without a trust fund, nepotism, or connections? Evan Proach did exactly that.

In this episode of The Drive, Evan sits down to share his incredible journey from working at his family's landscaping nursery in Uniontown, Ohio, to building one of the largest insurance organizations in the country — the Sales Mafia — under North American Senior Benefits.

🔑 What you'll learn: • How a ride-along with a friend (who lost his license) changed Evan's life forever • The moment in a 78-year-old woman's living room that opened his eyes to the insurance industry • How he told his dad he was leaving the family business • Making $101K in his first 12 months in insurance • Surviving the loss of 50-60% of his team — and bouncing back stronger • The mindset and work ethic that took him from $250K/year to $5M+/year • Why your biggest losses often become your greatest wins

Evan went from splitting $300-400/day doing storm cleanup with his brother to leading an organization on track to do $50 million in premium this year — with an average team member age of 24-27.

Whether you're in sales, insurance, entrepreneurship, or just looking for the motivation to bet on yourself — this one's for you.

In this episode of The Drive, Craig sits down with Jordan Smith, known as "The Natural," to talk about going from never earning six figures after 10 years in sales to generating over $50 million across his career. Jordan shares the 7 tips that shaped his path, from setting a millionaire goal and owning your responsibility, to building a scalable skillset and developing the kind of personality that attracts people and opportunity.

To learn more about Craig Harvey and access resources to help scale your business from $100,000 to $1 million, visit harveytime.com.

In this episode of The Drive, Craig sits down with Brian Celestine, CEO of Team 300, to talk about the journey from humble beginnings to building one of the largest teams in the insurance industry. Brian shares how growing up in a rough neighborhood in Lafayette, Louisiana shaped his work ethic, why he walked away from a promising music career as a rapper, and how a series of unexpected career turns led him into sales and eventually leadership.

To learn more about Craig Harvey and access resources to help scale your business from $100,000 to $1 million, visit harveytime.com.

Everyone loves a hot streak. Nobody talks about slumps. In this episode, Craig breaks down why slumps happen, why luck is real, and how the two are connected. If you feel like your luck has run out or you’re stuck in a slump, this episode will show you exactly how to reverse it.

To learn more about Craig Harvey and access resources to help scale your business from $100,000 to $1 million, visit harveytime.com.

In this episode of The Drive, Craig and Jordan break down what does it really take to make $500,000 in income? You will learn five principles that separate average earners from true builders. If you’re serious about scaling your income, building a team, and thinking bigger than personal production, this episode is for you.

To learn more about Craig Harvey and access resources to help scale your business from $100,000 to $1 million, visit harveytime.com.

In this episode, Craig Harvey breaks down five growth-spurt indicators that signal you’re doing the right things in your business—even when progress feels slow. Growth doesn’t always show up immediately, and many leaders quit too early because they mistake quiet seasons for failure. Craig explains how to recognize the signs that momentum is building beneath the surface and how to stay focused when results lag behind effort.

To learn more about Craig Harvey and access resources to help scale your business from $100,000 to $1 million, visit harveytime.com.

In this episode of The Drive, Craig Harvey sits down with Dusty Todd to unpack the decisions, disciplines, and mindset shifts that fuel long-term success. Dusty shares lessons learned from the road—what worked, what didn’t, and what most people get wrong when trying to scale their career or business. If you’re trying to build something that lasts, this episode will challenge how you think about progress and performance.

To learn more about Craig Harvey and access resources to help scale your business from $100,000 to $1 million, visit harveytime.com.