Gregg R.

Gregg Riley is a clarity-driven success coach who helps mid-career professionals and leaders release the emergency brake on their life so they can move forward with confidence, purpose, and results that actually show up in the real world, not just on a vision board.

With 25+ years of leadership, coaching, and financial education experience, Gregg works with clients who are smart and capable, yet feel stuck in the gap between “I know I’m meant for more” and “I have no idea what the next step is.” He partners with executives, small business owners, and professionals in transition to create clear direction, simple action plans, and aligned habits that support a life they’re proud of – at work, at home, and in their bank account.

Gregg’s approach blends timeless personal development principles (inspired by Zig Ziglar and other masters), modern tools like AI and digital workflows, and practical money wisdom. Sessions with Gregg are equal parts strategy and soul: you’ll get honest questions, straight talk, and concrete steps, wrapped in genuine encouragement and belief in who you can become.

Clients choose Gregg when they’re ready to

Stop spinning their wheels and start making courageous decisions

Turn vague goals into specific, measurable commitments

Build confidence after setbacks, layoffs, or big life changes

Create a more sustainable rhythm of work, health, and relationships

Off the clock, Gregg is a committed family man, storyteller, and lifelong learner. He’s known for his quick humor, his ability to make complex ideas simple, and his favorite metaphor: you don’t need a new car – you just need to take the emergency brake off the one you’ve already got.

My coaching philosophy is simple: you’re not broken, you’re just stuck with the emergency brake on. I believe in coaching the whole person – career, money, relationships, and mindset – through honest conversations, bold questions, and practical tools. Together we create clarity, aligned commitments, and small consistent actions so you can move forward with more confidence, freedom, and joy in the areas that matter most.