dylan’s Podcast explores entrepreneurship through the lenses of finance, faith, and the future. Drawing on real-world experience, he blends economic insight, personal stories, and quiet spiritual themes to challenge how we think about work and wealth. With a thoughtful, sometimes contrarian tone, each episode offers clarity and reflection—less about hustle, more about what’s worth building and why.
Episodes
Friday Jul 15, 2022
Friday Jul 15, 2022
Is there an easy way to boost sales? Many business owners overlook the easiest and cheapest way to generate more sales even though they probably have all the pieces they need at their fingertips. A business expends a lot of time, money and effort acquiring a customer and their first sale. Some companies only focus on the customers they engage or regularly interact with. But if you are looking to boost your sales and do it inexpensively, you should consider looking at the customers your business does not engage with regularly. How? By developing, implementing and managing a scoring system for your customers. An excellent scoring system will help identify sales opportunities that only require time to uncover. Time to make a phone call. Time to send an email. Time to create regular marketing campaigns. Time to monitor the results. A scoring system is a key to boosting sales in any company.
Watch this episode on YouTube:
Cash Flow Quadrant for Business Owners
Want to chat? Book a time: http://bit.ly/2rdDto2
Follow Dylan on Twitter:
@dylangallagher
Connect with dylan on LinkedIn at:
Thursday Jul 14, 2022
Thursday Jul 14, 2022
Buying a business is exciting, and watching your ideas take shape can be very rewarding. Once you have found a business and structured a deal, you need a plan to get involved and make it your own. You can start by observing the culture, evaluating the people and resources, then deciding where you can add the most value to ensure success. Taking over a business can be tricky unless you set expectations which should be done sooner and not later. Use the time you have to plan for the business you want.
Watch this episode on YouTube:
Cash Flow Quadrant for Business Owners
Want to chat? Book a time: http://bit.ly/2rdDto2
Follow Dylan on Twitter:
@dylangallagher
Connect with dylan on LinkedIn at:
Wednesday Jul 13, 2022
Wednesday Jul 13, 2022
Buying a business is exciting, especially if you don't need to write a check for it upfront. Many small business owners are more concerned about how they will untangle themselves from their business than how much money they will make from a sale. Using sweat equity and your knowledge and experience, you may be able to structure a deal to purchase a business that requires very little cash. Discover how you can address the needs of a prospective seller by being creative with the terms you offer and the investment you make. Successfully purchasing a business is more about the art of the deal than the numbers involved.
Watch this episode on YouTube:
Cash Flow Quadrant for Business Owners
Want to chat? Book a time: http://bit.ly/2rdDto2
Follow Dylan on Twitter:
@dylangallagher
Connect with dylan on LinkedIn at:
Tuesday Jul 12, 2022
Tuesday Jul 12, 2022
Buying a business is an exciting opportunity. Many small business owners (baby boomers in particular) do not have an exit plan for how they will sell, wind down or walk away from their business. If you want to take the first step towards business ownership or want to grow your existing business, this episode will help you with the basics. Discover how to find a prospective business and begin a conversation with the owner. Learn how to create a baseline for a potential transaction that will ultimately help you structure a deal.
Watch this episode on YouTube:
Cash Flow Quadrant for Business Owners
Want to chat? Book a time: http://bit.ly/2rdDto2
Follow Dylan on Twitter:
@dylangallagher
Connect with dylan on LinkedIn at:
Monday Jul 11, 2022
Monday Jul 11, 2022
Grow. Grow. Grow. If you aren't growing your business, then your business is most probably shrinking. These are common statements many business owners hear - but are they correct? Are there reasons not to grow a business? Some of the questions you should ask yourself as a business owner include what the goal of growing is and what is the best outcome if you grow your business. Many owners think they want to grow their business and talk about it, but when it comes down to - why bother? Individuals rarely start a company with a perfect plan and exit strategy. As a business grows, owners need to consider the reasons for growth and what they expect to get out of it. Some owners want to become investors, and others simply want a job. Knowing what you are working towards and how growing your business will help you get it is helpful.
Watch this episode on YouTube:
Cash Flow Quadrant for Business Owners
Want to chat? Book a time: http://bit.ly/2rdDto2
Follow Dylan on Twitter:
@dylangallagher
Connect with dylan on LinkedIn at:
https://www.linkedin.com/in/gallagherdylan
Friday Jul 08, 2022
Friday Jul 08, 2022
There are technical answers and practical answers. In this episode, I provide a practical interpretation of the difference between profit and revenue in today's episode. Revenue refers to how well a business can market and sell its products and services. Profit refers to how well a company operates. As an owner, the math is essential, but the concepts behind revenue and profit are far more critical if you want to move your business through the Cash Flow Quadrant for Business Owners (see link below). By understanding what revenue and profit represent, you put yourself in a position to understand the strategies and tactics needed to get a better result. Experience has taught me that numbers don't tell the whole story. It's the details between the numbers that matter.
Watch this episode on YouTube:
Cash Flow Quadrant for Business Owners
Want to chat? Book a time: http://bit.ly/2rdDto2
Follow Dylan on Twitter:
@dylangallagher
Connect with dylan on LinkedIn at:
https://www.linkedin.com/in/gallagherdylan
Thursday Jul 07, 2022
Thursday Jul 07, 2022
Every business owner wants to build wealth, right? I would argue that many business owners think they want to build wealth but don't know what they would do if they had it. I have had the privilege of knowing and managing money for many entrepreneurs, and a common trait amongst the most successful ones is that they knew what they would do with the wealth they created. To build wealth, you need to know:
1) What cash flow quadrant is your business in (see link below)?
2) What specific tasks and responsibilities prevent you from moving out of your business?
3) What you would do if you weren't running a business?
Building wealth as a business owner means moving out of an "owner/operator" role into an "owner" role. Tune in today as Dylan discusses how to do this successfully.
Watch this episode on YouTube:
Cash Flow Quadrant for Business Owners
Want to chat? Book a time: http://bit.ly/2rdDto2
Follow Dylan on Twitter:
@dylangallagher
Connect with dylan on LinkedIn at:
https://www.linkedin.com/in/gallagherdylan
Wednesday Jul 06, 2022
Wednesday Jul 06, 2022
One of the most challenging aspects of owning a business is understanding how money moves through it. Like most business owners, you probably feel like there is never enough of it, it never seems available when you need it, and most importantly, money can be hard to take out of a business. These are thoughts and challenges that many small business owners do not get to talk about, and in this episode, I share some insights that might help you realize your challenges are the same challenges faced by other small business owners. It's not the challenges that matter but how you manage them that will help ensure the money in your business is working for you.
Watch this episode on YouTube:
Cash Flow Quadrant for Business Owners
Want to chat? Book a time: http://bit.ly/2rdDto2
Follow Dylan on Twitter:
@dylangallagher
Connect with dylan on LinkedIn at:
https://www.linkedin.com/in/gallagherdylan
Tuesday Jul 05, 2022
Tuesday Jul 05, 2022
The logic is simple. Whatever you did to get to where you are now will not be enough to get you where you want to be. If you started, bought or took over a business and had a particular set of skills, those skills will not get you to where you want to be. You are already at the place where your skills can take you. To move forward, you need to invest in yourself if you're going to unlock more cash from your business. Think of it this way: The money your business generates today results from what you know today. Therefore, if you want to create more cash, you must invest yourself. You are arguably generating the best result you can with what you know. There is no way to earn a return without investing. Investing in yourself so you can support your business is the key to unlocking more cash. Said a different way, investing in yourself will not produce less money in your business, so why not make an investment and see what happens.
Tune in today to discover how you can unlock cash in your business.
Watch this episode on YouTube:
Cash Flow Quadrant for Business Owners
Want to chat? Book a time: http://bit.ly/2rdDto2
Follow Dylan on Twitter:
@dylangallagher
Connect with dylan on LinkedIn at:
https://www.linkedin.com/in/gallagherdylan
Monday Jul 04, 2022
Monday Jul 04, 2022
Running a business and generating cash is tough. I am often asked, "what should business owners invest in" once they have made it out of the Struggling Quadrant. The most popular leading answer I receive is real estate, real estate and real estate. There is a common belief amongst business owners suggesting that owning the real estate their business operates out of is an excellent investment and use of their cash flow. In this blog entry, I will provide a different perspective that I believe provides a better return on cash compared to owning real estate. In my experience, I have learned the hard way that the best investment returns result from unlocking value in my business.
Tune in today to learn where you should invest if you are a business owner.
Watch this episode on YouTube:
Cash Flow Quadrant for Business Owners
Want to chat? Book a time: http://bit.ly/2rdDto2
Follow Dylan on Twitter:
@dylangallagher
Connect with dylan on LinkedIn at:
https://www.linkedin.com/in/gallagherdylan