Helping Entrepreneurs Gain Clarity And Get More Of What They Want From Their Business

Coaching, Guiding, and Transforming Entrepreneurial Business Leadership Teams

Most entrepreneurial business leaders are experts in their field but struggle when it comes to the complexities involved in scaling their business with less  than half of these businesses surviving more than 5 years.

As a business transformation coach, Jeff works with business leaders and their leadership teams with two goals in mind – first to help them gain clarity in their business and second to help them get more of what they want out of their business.

Jeff has been working with business leaders for more than 15 years and has led multiple businesses himself.  Before transitioning into coaching, Jeff spent a number of years in the technology field as a fractional CTO, he experienced the challenges facing entrepreneurial CEOs firsthand as they grasped at technology solutions trying to solve underlying business issues.

By leveraging his own experiences as well as the tools and resources created by other incredible minds in the entrepreneurial space, Jeff coaches his clients through a spaced learning process designed to help them see benefits immediately while establishing a long-term cadence for predictable and stable growth.

Suggested Topics:

  • Scaling an entrepreneurial business
  • The importance of a visionary mindset
  • Establishing a growth-focused culture
  • Leadership skills necessary for growth
  • Building a cadence for consistent execution

Suggested Questions:

  • What are the four key pillars to successfully scaling a business?
  • What are the differences between leadership in a startup vs. a growth-oriented business?
  • What are the phases of a business lifecycle and how does this impact the decisions a business leader must make?
  • What are the key components of an effective business vision and how does the business leader make that vision actionable?
  • What are some of the things business owners can do to break through the “ceiling” that is holding their business back?
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A few recent podcast appearances ...

How to Avoid Chaos in Your Business with Laura Meyer of the Scale with Joy Podcast

Thank you to Laura Meyer and the Scale with Joy podcast for the recent episode with our own Jeff Chastain! In this episode, Laura and Jeff talk about the critical nature of having the right people, sitting in the right seats on your bus. As one of the 4 P’s (People, Purpose, Performance, and Playbook), […]

Your Entrepreneurial Operating System with Adam Kipnes of the Entrepreneur’s MBA Podcast

Thank you to Adam Kipnes and the Entrepreneur’s MBA podcast for the recent episode with our own Jeff Chastain! In this episode, Adam and Jeff talk about the importance of having a “system” when it comes to building and scaling your business. Just like a McDonald’s franchise has a “playbook” for how to run and […]

Business Discipline and Accountability with Ann Brennan on the Small Business Connections Podcast

Thank you to Ann Brennan and the Small Business Connections podcast for the recent episode with our own Jeff Chastain! In this episode, Ann and Jeff talk about the importance of discipline and accountability when it comes to building and growing a small business. While still not a great idea, big corporations have big budgets […]

Building a Solid Business Foundation with Jake Carlson on the Modern Leadership Podcast

Thank you to Jake Carlson and the Modern Leadership podcast for the recent episode with our own Jeff Chastain! In this episode, Jake and Jeff talk about the importance of building a solid foundation for an entrepreneurial business to set it up for future growth. While looking specifically at the EOS business operating system, the […]

How Entrepreneurs can Grow and Scale Their Business on The Mark Struczewski Podcast

Thank you to Mark Struczewski and the his podcast for the recent episode with our own Jeff Chastain! In this episode, Mark and Jeff talked through a number of topics that face entrepreneurial, growth oriented business leaders when trying to grow and scale their business including delegation and letting go, evaluating strengths and weaknesses, vision […]

Training Unleashed Podcast

Thank you to Evan Hackel and the Training Unleashed podcast for the recent episode! As Evan mentions during our conversation, challenges to a business can come in many forms. In fact, many businesses fail due to growing too fast or faced with landing that “whale” of a project, yet not being strong enough in their […]

Soul of Business Podcast

Thank you to Blaine Bartlett and the Soul of Business podcast for the recent episode! When you think of the soul of your business, what do you think of? This was a really interesting discussion as I had never thought about the soul in terms of business before speaking with Blaine. There are many definitions […]

The Minding Your Business Podcast

Thank you to Ron Brooks and the Minding Your Business podcast for the recent episode! When launching a new business venture, there are many things to think about, but at the same time, overthinking can be just as paralyzing. Even in these days, the number of new business ventures are growing and Ron has a […]

Humans Optimized: People + Technology

Thank you to Suzanne York and the Humans Optimized podcast for the recent opportunity to talk about the intersection of technology and business – one of our favorite topics! Technology can help propel virtually any business forward. It can speak up processes, make people more efficient and generally magnify the greatness of your business. What […]

Uncover Wealth Radio: Rekindle the Passion and Excitement For Your Business

Thank you to Annette Ferguson and the Uncover Wealth Radio podcast for the recent opportunity to talk about one of the challenges for many entrepreneurial business owners! When looking at the statistics, there are two major “humps” when it comes to the survival of small entrepreneurial businesses. The first is simply making it through the […]

Disruptive CEO Nation

Thank you to Allison Summers and the Disruptive CEO Nation podcast! As a company grows, it will inevitably hit one ceiling after another. The structure, the processes, the team, etc. that you have in place as a start up in the early days rarely continues to work when the company hits 25 employees and it […]

The Absolute Business Mindset Podcast

Thank you to Mark Hayward and the Absolute Business Mindset podcast! Throughout my personal entrepreneurial journey, I have always found my peers to be one of the best resources when it comes to overcoming challenges and finding new resources. In this episode, Mark and I had a great discussion about my journey – from corporate […]

Vision 33: Identifying Business Challenges and the Technology Cure with Entrepreneurial Operating Systems (EOS)

Thank you to Carl Lewis and the Connected Enterprise Podcast podcast! In this episode, Carl and I had a great discussion about the impacts of technology in growing and successful businesses. With my background as a fractional CTO, technology is a passion, but too often I saw business leaders attempting to use technology to solve […]

Business Built Freedom: Building a Foundation for Growth

Thank you to Josh Lewis and the Business Built Freedom podcast! In this episode, Josh and I had a great discussion about the necessity of building a strong foundation within your business in order to be able to successfully grow and scale that business moving forward. The reality is that the structure of your business […]

Sales POP!: How to get a Collective Vision and Keep Your Team Motivated

Thank you to John Golden and the Sales POP! podcast! In this episode, John and I took a look at one of the key struggles many entrepreneurs face in trying to scale their business – keeping the entire team focused and following the same vision. Having a singular focused vision for your business that is […]

Bold Business: UNCHARTED with Jeff Chastain

Thank you to Jess Dewell and the Bold Business podcast! In this episode, Jess and I had a great discussion about the idea of vision in business and how having a single focus and direction is so important for decision making to prevent wasted time, resources, and missed opportunities. Do you remember playing with LEGO […]

The Entrepreneur Way: Creating Strong Foundations to Make Your Company Grow

Thank you to Neil Ball and the Entrepreneur Way podcast! In this episode, Neil and I dived into my own personal entrepreneurial journey and the challenges I faced over the years launching and growing multiple businesses. One of the key points is in being able to set up the systems and processes such that you […]

The Business Mastermind: Where Business Owners Go Wrong When Scaling

Thank you to Gavin Preston and the ‘The Business Mastermind‘ podcast! In this episode, Gavin and I discussed the challenges business owners face when attempting to scale their business. We had a great discussion around the importance of spelling out the vision of the organization and how the tools within the EOS® (Entrepreneurial Operating System®) […]

The Thoughtful Entrepreneur: The EOS® Process

Thank you to Josh Elledge and his ‘The Thoughtful Entrepreneur‘ podcast! In this episode, Josh and I discussed the what EOS® (Entrepreneurial Operating System®) is and how it applies to entrepreneurial businesses. We took a quick pass through the six key areas (despite my loosing count) that every entrepreneurial business owner needs to focus on […]

The Growth Zone: Creating an Effective Vision for Your Business

Thank you to Christian Bartsch and his Growth Zone podcast! In this episode, Christian and I discussed the need for an effective vision in your business and dived into some of the details of what make an vision effective in propelling your business forward rather than just turning into a forgotten mission statement buried on […]