All Episodes
Displaying 1 - 20 of 57 in total
How to read a pay stub
Reading a pay stub can be confusing. What are all the things that get taken out before the money hits your bank account? Let’s go through the most common line items on...
Task management is not project management
Todoist, much as we love it, is a task management tool, not a project management tool. What if we treated it that way? Today, Tyler explains a shift he’s recently unde...
A train wreck of email
This one is a bit, um, wide-ranging. And nerdy. It’s a window into the minds of your esteemed hosts. We talk about email management and apps and workflows. We talk abo...
Retrospective on the "Many Hats of an Entrepreneur" interviews
We take a few minutes to look back on the interviews we had during the “Many Hats of an Entrepreneur” series over the past few months. Steve resonated with growing slo...
Business website design, with James Hagen
You know you need a website, but maybe it’s a daunting task. Today’s guest explains everything you need to know to get started on your business website, whether you de...
Superpower Storytelling, with Stephen Steers
Whether you think you're a good storyteller or not, it's a skill worth developing. Today's guest, Stephen Steers, is the author of Superpower Storytelling. He walks us...
Human Resources Operations, with Vanessa Gutierrez
For the business owner, transitioning from being a soloist to being an employer is tricky and full of potential pitfalls. How do you navigate it successfully? On this ...
Navigating health insurance as a solopreneur, with Mitchell Underwood
Health insurance can be intimidating, especially when you first go out on your own and don't have an employer-sponsored plan to fall back on. In these transitions, hav...
Selling without "commission breath," with Landon Pitcher
You're probably already allergic to manipulative sales tactics, and your customers are too. So how do you get better at sales without pushing prospects away? Today we ...
Developing your marketing strategy, with Juliana Weiss-Roessler
While it might be easy to jump straight into marketing tactics (posting on social media, making videos, running paid ads), your marketing will be much more successful ...
Growing your business at the right pace, with Erica Goode
How much money does your business need to make for your life? Would you rather have an extra $50k this year or get back 10 hours a week? What time bucket of your life ...
Managing your equity compensation, with Alex Crouch
If you're a tech professional at a big company or a small startup, chances are good that you get at least some of your compensation in equity: stock options, restricte...
Cybersecurity basics for solopreneurs, with Don Sesler
What do a meteor strike, a laptop in a canoe, and a cyberattack have in common? They all require you to have a business continuity plan, both so you don't lose your da...
The Many Hats of an Entrepreneur
We're back with a new series of interviews, and this episode introduces the theme: the many hats of an entrepreneur. Our framework is the "five parts of every business...
Coming soon: Interviews about the many hats of an entrepeneur
Coming up in a few weeks: a new series of interviews with experts in areas of business where you might want help: marketing, finance, IT, management, operations, insur...
YNAB Rule 4: Age your money
What if you could put all your bills on autopay, treat your credit card like cash, and step back from the stress of worrying about when your transactions happen? That'...
YNAB Rule 3: Roll with the punches
Best-laid plans rarely survive contact with reality, but getting your budget to reflect reality is where the clarity comes from. Tyler and Steve have both had aspirati...
YNAB Rule 2: Embrace your true expenses
In part two of our series, we discuss YNAB Rule 2: Embrace your true expenses. Not every expense happens regularly or predictably. Budgeting for the infrequent or high...
YNAB Rule 1: Give every dollar a job
The first episode in four-part series on the YNAB Four Rules. Today: Giving every dollar a job, and why embracing the reality of your financial picture empowers you wi...
Steve makes a spreadsheet of McDonald's points
Tyler and Steve have a McDonald’s…problem? And Steve dives into the numbers to figure it out. Along the way, they discover the value of McDonald’s rewards points, what...