Breaking Into Enterprise Sales and Million-Dollar Deals with Christopher Filipiak

In this episode, host Ann Carden sits down with Christopher Filipiak, a renowned sales expert who’s made waves working with major corporations and large enterprises. If you’ve ever wondered how to break into the world of enterprise clients or scale your consulting, coaching, or expert business to new heights, this conversation is for you.

Christopher shares his fascinating journey from working at Ford Motor Company to selling into Fortune 500 organizations, and eventually launching his own firm. Together, Ann and Christopher dive deep into actionable strategies for landing high-level clients, the importance of consistent market outreach, evolving your offers and messaging, and structuring value-based pricing—plus, Christopher reveals the plays he runs daily to connect with CEOs and drive consistent revenue growth.

This episode is packed with gold: real-world tactics, mindset shifts, and behind-the-scenes insights into building a thriving business serving enterprise clients. Whether you’re a coach, consultant, or service provider eager to move upmarket, you’ll find inspiration and practical advice to help you elevate your influence, offers, and bank account.

Grab your coffee, get inspired, and let’s unlock the expert in you!

Key Moments: 

 

04:40 "CEO-Driven Business Success Strategies"

09:06 Trust Yourself; Charge Your Worth

11:31 "Prioritize Conversations for Business Growth"

14:41 "Connecting with CEOs Successfully"

18:30 Create Real Experiences

22:22 Collaborative CEO Networking Events

26:05 "CEO Workshop and Sales Prep"

28:43 Podcast Disclaimer and Call to Action

 

About the guest : 

 

Christopher Filipiak is not your typical sales expert — he’s a powerhouse at the intersection of engineering precision, business strategy, and human transformation. With roots in Detroit and a career that began on the factory floors of Ford and Visteon, Christopher made an intentional leap from engineering into Fortune 100 consulting and eventually into the entrepreneurial space — all to get closer to where real business decisions are made.

Today, Christopher helps CEOs become confident, competent sales leaders in their own businesses. Through his Sales Ready Organization framework, he’s helped founders 12x their growth, increase deal flow by 500%, and close more clients with greater ease. His approach blends lean systems, mindset transformation, and hands-on execution — turning sales from a dreaded task into a powerful, purposeful act of service.

 

How to connect Christopher: 

 

Website: https://www.christopherfilipiak.com

LinkedIn: https://www.linkedin.com/in/christopherfilipiak/

Facebook https://www.linkedin.com/in/christopherfilipiak/

 

About the host: 

Ann Carden is a highly sought-after Business Growth Consultant, Marketing Strategist, and #1 Bestselling Author, with over 41 years of experience helping small businesses, entrepreneurs, and coaches scale their success. As a Professional Speaker and three-time published author, Ann has coached and consulted hundreds of professionals across more than 80 industries.

Why Choose Ann Carden? 

With a diverse background that spans over four decades, Ann has developed a deep understanding of what it takes to succeed in business growth, marketing strategies, and entrepreneurship. She spent 13 years in corporate management before launching her own businesses, where she thrived for 35 years. Ann’s entrepreneurial journey began out of financial necessity, and she successfully grew her first business to an international level—even before the Internet era. 

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