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
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
Tuesday Jun 28, 2022
Tuesday Jun 28, 2022
Tune in for dylan's updates including:
[0:26] On-demand labour service update
[2:25] How do I hand my business over to someone?
[3:16] Blindspots we have as owners
[6:52] Who is your perfect customer?
[13:49] What value does your business offer customers?
[15:27] How is your product/service best made for?
[16:35] Why do customers use 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:
Tuesday Jun 21, 2022
Tuesday Jun 21, 2022
Tune in for dylan's updates including:
[1:05] On-demand labour service update
[2:27] I am glad I spent time on a plan
[7:20] Moving from Struggling to Adjusting on the CFQ
[8:20] Cash in the bank does not mean you are profitable
[9:36] My experience with cash in the bank
How to get back on track:
[11:07] Why is your business not profitable?
[14:07] What do we need to do to correct what went wrong?
[17:38] How long is it going to take?
[18:27] What resources do we have/need?
[19:50] What are our next steps?
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 Jun 14, 2022
Tuesday Jun 14, 2022
Tune in for dylan's updates including:
[1:39] Coin laying off 18% of its workforce
[5:19] Don’t be “that” entrepreneur or business owner
[8:48] Netflix down 70% - uniqueness doesn’t last forever
[12:12] What is your unique competitive advantage?
[15:03] 80/20 rule for entrepreneurs and business owners
Watch this episode on YouTube:
Cash Flow Quadrant for Business Owners
Follow Dylan on Twitter:
@dylangallagher
Connect with dylan on LinkedIn at:
https://www.linkedin.com/in/gallagherdylan
Tuesday Jun 07, 2022
Tuesday Jun 07, 2022
Tune in for dylan's updates including:
[1:16] Tweet - I could have made more money working for someone else
[3:00] Cash flow quadrant for business owners
[4:19] It’s hard to run a business
[4:48] Why bother having a business?
[6:11] Why I started a business
[10:47] What is an entrepreneur’s job?
[12:52] Why own a business?
[18:32] Why wake up every morning and go to work?
Watch this episode on YouTube:
Cash Flow Quadrant for Business Owners
Follow Dylan on Twitter:
@dylangallagher
Connect with dylan on LinkedIn at:
https://www.linkedin.com/in/gallagherdylan
Tuesday May 31, 2022
Tuesday May 31, 2022
Tune in for dylan's updates including:
[2:03] Creating value versus consuming value
Tweet
[15:40] “what happens if we can make payroll?”
Market
[19:55] 18-24 months of needing to be careful
Watch this episode on YouTube:
Cash Flow Quadrant for Business Owners
Follow Dylan on Twitter:
@dylangallagher
Connect with dylan on LinkedIn at:
https://www.linkedin.com/in/gallagherdylan
Tuesday May 24, 2022
Tuesday May 24, 2022
Tune in for dylan's updates including:
[00:53] Cash Flow Quadrant recap
[4:58] Multiple sources for revenue
[9:15] I stopped learning
Tweet
[14:39] Marshmallow experiment
[20:58] Don’t bury your head in the sand
Watch this episode on YouTube:
Cash Flow Quadrant for Business Owners
https://wp.me/p2Ckbx-1BD
Follow Dylan on Twitter:
@dylangallagher
Connect with dylan on LinkedIn at:
https://www.linkedin.com/in/gallagherdylan