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Ep.48 Jon Hollenberg on Building a 7 Figure Business and His Brand as a Thought Leader

Glen Carlson

Cofounder, Dent

This week, my guest is a guy who can tell you how he differentiated himself from competitors to emerge as the authority in the web design industry. Jon Hollenberg is the owner of the Five by Five company that builds high-performance websites, which has grown to a seven figure business with 30% year on year growth. He is also the author of Love at First Site. In his nearly 20 year career, Jon has developed a business philosophy that is not just centered around his product, but thought leadership, which has driven powerful results in business.

In our conversation, Jon shares his tips on all aspects of running an efficient and profitable digital business, like how he accelerated production time with the result of his team completing projects 30-40% faster. He also explains how he increased his products' prices three times, yet still managed to better his conversion rate from 1 in 5 people to 1 in 2 people.

But we also talked about more personal things like work and relationship balance. Jon is a leader and knows about building business that is meaningful but he shared what you can do to spend time with the things and people that really count.

In this episode, we get really into:

  • How Jon has become a thought leader in the globally monetizing industry of web design

  • Targeting the right types of clients for the business he wanted to create

  • How he used his book to take his conversion from 1/5 to 1/2

  • How Jon increased his prices 300%

  • The process he used that reduced the time it takes to complete a site by almost 50%

  • Building a strong culture and the tools and challenges in managing non local teams

  • Trends in technology and the future of the website

  • How he uses team incentives to build a better business

faq's

Your Questions Answered

You can also find out more detail on our Methodology on our next webinar.

How long does it take to complete KPI?

The programme is built around a 12-month foundation year. This is the time it takes to build your full authority ecosystem. From there, many clients continue to compound their results year on year. Within 24 hours of joining, you'll get full access to the KPI platform. In your first week, you'll attend a group onboarding session where you'll learn how to navigate the platform, access your resources, subscribe to our event calendars, and book into your first Value Canvas Kickoff.

How long has Dent been doing this?

Over 5,500 businesses across 60+ industries in EMEA, the Americas, and Asia-Pacific have gone through our accelerators.

What is your mission?

Our mission is to produce Key People of Influence who stand out, scale up, and make an impact in the world.

What makes this different from programmes?

The biggest difference is that KPI is a production environment, not a course. You don't watch videos and hope something sticks. You build 15-17 real assets of influence — your book, your scorecard, your productised offer, your lead generation system — in structured 10-day sprints with live coaching. Every asset goes to market as you build it. Real feedback, real results, real revenue impact. And you're doing it alongside 5,500+ founders who've been through the same methodology.

Is Daniel Priestley involved in the programme?

Yes! Daniel is our CEO and Cofounder. He is one of the key minds behind every aspect of the KPI Accelerator. He occasionally runs workshops himself.

faq's

Your Questions Answered

You can also find out more detail on our Methodology on our next webinar.

How long does it take to complete KPI?

The programme is built around a 12-month foundation year. This is the time it takes to build your full authority ecosystem. From there, many clients continue to compound their results year on year. Within 24 hours of joining, you'll get full access to the KPI platform. In your first week, you'll attend a group onboarding session where you'll learn how to navigate the platform, access your resources, subscribe to our event calendars, and book into your first Value Canvas Kickoff.

How long has Dent been doing this?

Over 5,500 businesses across 60+ industries in EMEA, the Americas, and Asia-Pacific have gone through our accelerators.

What is your mission?

Our mission is to produce Key People of Influence who stand out, scale up, and make an impact in the world.

What makes this different from programmes?

The biggest difference is that KPI is a production environment, not a course. You don't watch videos and hope something sticks. You build 15-17 real assets of influence — your book, your scorecard, your productised offer, your lead generation system — in structured 10-day sprints with live coaching. Every asset goes to market as you build it. Real feedback, real results, real revenue impact. And you're doing it alongside 5,500+ founders who've been through the same methodology.

Is Daniel Priestley involved in the programme?

Yes! Daniel is our CEO and Cofounder. He is one of the key minds behind every aspect of the KPI Accelerator. He occasionally runs workshops himself.

faq's

Your Questions Answered

You can also find out more detail on our Methodology on our next webinar.

How long does it take to complete KPI?

The programme is built around a 12-month foundation year. This is the time it takes to build your full authority ecosystem. From there, many clients continue to compound their results year on year. Within 24 hours of joining, you'll get full access to the KPI platform. In your first week, you'll attend a group onboarding session where you'll learn how to navigate the platform, access your resources, subscribe to our event calendars, and book into your first Value Canvas Kickoff.

How long has Dent been doing this?

Over 5,500 businesses across 60+ industries in EMEA, the Americas, and Asia-Pacific have gone through our accelerators.

What is your mission?

Our mission is to produce Key People of Influence who stand out, scale up, and make an impact in the world.

What makes this different from programmes?

The biggest difference is that KPI is a production environment, not a course. You don't watch videos and hope something sticks. You build 15-17 real assets of influence — your book, your scorecard, your productised offer, your lead generation system — in structured 10-day sprints with live coaching. Every asset goes to market as you build it. Real feedback, real results, real revenue impact. And you're doing it alongside 5,500+ founders who've been through the same methodology.

Is Daniel Priestley involved in the programme?

Yes! Daniel is our CEO and Cofounder. He is one of the key minds behind every aspect of the KPI Accelerator. He occasionally runs workshops himself.