Startup Therapy

Can I replace myself as a Founder?

25 Sep 2023

Contributed by Lukas

In today's Startup Therapy Podcast, Wil and Ryan discuss if you can replace yourself as a founder. Founders often struggle to step aside in a company ...

Who am I Really Competing Against?

18 Sep 2023

Contributed by Lukas

In today's Startup Therapy Podcast, Wil and Ryan discuss who founders are really competing against. Founders are often never satisfied because they co...

Investors are NOT on Our Side of the Table

11 Sep 2023

Contributed by Lukas

In today's Startup Therapy Podcast, Wil and Ryan discuss the topic that investors and founders are not on the same side of the table. In the startup w...

Plan for Bad Times - Budget in Good Times

04 Sep 2023

Contributed by Lukas

In today's Startup Therapy Podcast, Wil and Ryan discuss planning for the bad times and good times in your startup company. It's not all sunshine duri...

When a $40M is More Than a $200M Exit

28 Aug 2023

Contributed by Lukas

In today's Startup Therapy Podcast, Wil and Ryan discuss why a lower valuation exit can offer founders more advantageous financial outcomes than a hig...

Don't Fear the Reaper (AI Edition)

21 Aug 2023

Contributed by Lukas

In today's Startup Therapy Podcast, Wil and Ryan discuss why you shouldn’t fear the AI revolution that’s coming. Founders shouldn't fear changes i...

Don't Let Investors Become Your Customers

14 Aug 2023

Contributed by Lukas

In today's Startup Therapy Podcast, Wil and Ryan discuss why you shouldn’t let investors become your customers. When you prioritize investor demands...

We Can't Stay Out Of The Game For Too Long

07 Aug 2023

Contributed by Lukas

In today's Startup Therapy Podcast, Wil and Ryan discuss what happens when founders stay out of the game for too long. Startup founders can't afford l...

What if our Dreams are an Illusion?

31 Jul 2023

Contributed by Lukas

In today's Startup Therapy Podcast, Wil and Ryan discuss if your dreams as a founder is an illusion. The dream seems so valuable because it's somethin...

What if this isn't a "Big Business"?

24 Jul 2023

Contributed by Lukas

In today's Startup Therapy Podcast, Wil and Ryan discuss the topic of building a “big business”. Scaling rapidly can lead to market dominance and ...

Founders, Not All Problems Are Apocalyptic

17 Jul 2023

Contributed by Lukas

In today's Startup Therapy Podcast, Wil and Ryan discuss how all problems are not the end of the world for founders. While running a startup can be ch...

Stop Listening to Investors

03 Jul 2023

Contributed by Lukas

In today's Startup Therapy Podcast, Wil and Ryan discuss why you should stop listening to investors. While investors can provide valuable insights and...

Can You Build a Startup in Less Than 40 Hours a Week?

26 Jun 2023

Contributed by Lukas

In today's Startup Therapy Podcast, Wil and Ryan discuss if you can actually build a startup in less than 40 hours a week. Building a successful start...

Are Bootstrapped Startups Less Valuable Than Venture-Funded Startups?

19 Jun 2023

Contributed by Lukas

In today's Startup Therapy Podcast, Wil and Ryan discuss whether bootstrapped startups are less valuable than venture-funded startups. The value of a ...

Why Founders Don't Ask For Help

12 Jun 2023

Contributed by Lukas

In today's Startup Therapy Podcast, Wil and Ryan discuss why founders don’t like to ask for help. Founders sometimes hold back from asking for help ...

Can I Design My Startup Around My Life?

05 Jun 2023

Contributed by Lukas

In today's Startup Therapy Podcast, Wil and Ryan discuss if founders can design their startups around their life. Should your life adjust to your star...

Founders, Time is Your Greatest Asset

29 May 2023

Contributed by Lukas

In today's Startup Therapy Podcast, Wil and Ryan discuss how founders can stay in the game longer. Most founders want the result faster without thinki...

The Toll on Everyone Around a Founder

22 May 2023

Contributed by Lukas

In today's Startup Therapy Podcast, Wil and Ryan discuss the toll on everyone around a founder. This topic is close to every founder's heart: the ripp...

Big Starts Breed False Victories

15 May 2023

Contributed by Lukas

In today's Startup Therapy Podcast, Wil and Ryan discuss the problem with early praise and big hypes at the beginning of a startup, with no assurance ...

Once a Founder, Always a Founder

08 May 2023

Contributed by Lukas

In today's Startup Therapy Podcast, Wil and Ryan discuss how being a founder is an integral part of your identity, and setbacks with one startup shoul...

The Invention of the 20-Something-Year-Old Founder

01 May 2023

Contributed by Lukas

In today's Startup Therapy Podcast, Wil and Ryan explore the history behind the invention of the 20-something-year-old founder phenomenon. With the ch...

When is Founder Ego Too Much?

24 Apr 2023

Contributed by Lukas

In today’s Startup Therapy Podcast, Wil and Ryan discuss the founder's ego and when is it too much. We all know that confidence is key when you're s...

Founder Imposter Syndrome Never Goes Away

17 Apr 2023

Contributed by Lukas

In today’s Startup Therapy Podcast, Wil and Ryan discuss founder imposter syndrome. As a startup founder, it's common to feel like you don't have al...

How Long is a Founder Lifetime?

13 Apr 2023

Contributed by Lukas

In today’s Startup Therapy Podcast, Wil and Ryan discuss how long is a founder's lifetime. In a startup cycle as well as the founder’s lifetime, a...

Always Take Money Off The Table

03 Apr 2023

Contributed by Lukas

In today’s Startup Therapy Podcast, Wil and Ryan discuss how founders often miss out on paying themselves and why it's essential to grab the chance ...

Should I Feel Guilty For Failing?

27 Mar 2023

Contributed by Lukas

In today’s Startup Therapy Podcast, Wil and Ryan discuss founder guilt in the wake of a failed startup. While it's perfectly natural to feel disappo...

The Case Against Full Transparency

20 Mar 2023

Contributed by Lukas

In today’s Startup Therapy Podcast, Wil and Ryan discuss transparency in startup companies. Being honest with your customers and clients will help y...

Does My Startup Really Need Full Time Employees?

13 Mar 2023

Contributed by Lukas

In today’s Startup Therapy Podcast, Wil and Ryan discuss whether your startup really needs full time employees. One of the common mistakes made by s...

This is Probably Your Last Success

06 Mar 2023

Contributed by Lukas

In today’s Startup Therapy Podcast, Wil and Ryan discuss getting your first success and how you can treat it as if it’s your last. You’re there,...

How Many Times Can My Startup Die?

20 Feb 2023

Contributed by Lukas

In today’s Startup Therapy Podcast, Wil and Ryan discuss about the deaths of your startup and how many times do you come back from the grave? Starti...

How Should I Share My Wealth with Family?

13 Feb 2023

Contributed by Lukas

In today’s Startup Therapy Podcast, Wil and Ryan discuss how you should share your wealth with family members? Are you the type of person who’s al...

Why Do VC Funded Startups Love "Fake Growth?"

06 Feb 2023

Contributed by Lukas

In today’s Startup Therapy Podcast, Wil and Ryan discuss why some founders tend to go on the “fake growth” route. Some Startup companies may loo...

Founder Legends Are Less Fun When You Are Living Them

30 Jan 2023

Contributed by Lukas

In today’s Startup Therapy Podcast, Wil and Ryan discuss the myths behind founder’s success stories. Whenever we hear a story of somebody else’s...

Can Middle Schoolers be Founders?

23 Jan 2023

Contributed by Lukas

In today’s Startup Therapy Podcast, Wil and Ryan discuss the importance of teaching entrepreneurship to middle school students. There are tons of be...

Founders, At What Point Have We Sacrificed Too Much?

16 Jan 2023

Contributed by Lukas

In today’s Startup Therapy Podcast, Wil and Ryan discuss how much sacrifice as a founder is too much? How much are you willing to give up in your li...

Founders, How to Tell the Board "I Need a New Deal"

09 Jan 2023

Contributed by Lukas

In today’s Startup Therapy Podcast, Wil and Ryan discuss how founders can talk with the board about their compensation. If you’re a founder and yo...

Founders, Failure is Just One Chapter in Life

12 Dec 2022

Contributed by Lukas

In today’s Startup Therapy Podcast, Wil and Ryan discuss why founders should stop thinking that failure is forever. Sometimes, when we experience ha...

What If I Want To Work Forever?

05 Dec 2022

Contributed by Lukas

In today’s Startup Therapy Podcast, Wil and Ryan discuss what it would be like if you want to work forever. For founders, a lot of us might wonder i...

Should Founders Worry About Quiet Quitting?

28 Nov 2022

Contributed by Lukas

In today’s Startup Therapy Podcast, Wil and Ryan discuss if founders should worry about quiet quitting. This may sound like a new term to a lot of f...

If a Startup Sinks, Founders Go Down With It

21 Nov 2022

Contributed by Lukas

In today’s Startup Therapy Podcast, Wil and Ryan discuss what will happen to the founder when the Startup company goes down. When a company starts t...

The Downfall of Becoming Internally Focused as Founders

14 Nov 2022

Contributed by Lukas

In today’s Startup Therapy Podcast, Wil and Ryan discuss when a founder’s focus starts to shift from managing externally to managing internally. W...

Founders, we earn our wins. This isn't the Powerball.

07 Nov 2022

Contributed by Lukas

In today’s Startup Therapy Podcast, Wil and Ryan discuss if founders deserved their wins and successes or did they just get lucky? Sometimes, founde...

All Founders are Beloved In Good Times

31 Oct 2022

Contributed by Lukas

In today’s Startup Therapy Podcast, Wil and Ryan discuss what happens to founders during the tough times. When things are going well, when you just ...

Our Startup Culture of Entitlement

24 Oct 2022

Contributed by Lukas

In today’s Startup Therapy Podcast, Wil and Ryan discuss what founders are entitled to when their business takes off. There is danger in expecting t...

The Bulls#!t Case for Raising Capital

17 Oct 2022

Contributed by Lukas

In today’s Startup Therapy Podcast, Wil and Ryan discuss whether you need to raise a huge capital in order to have a successful Startup. How much mo...

Founders, We Only Have To Be Right Once

10 Oct 2022

Contributed by Lukas

In today’s Startup Therapy Podcast, Wil and Ryan discuss how founders sometimes think that they’ve reached that billion dollar moment in their Sta...

Why Every Kid Should Be a Startup Founder

03 Oct 2022

Contributed by Lukas

In today’s Startup Therapy Podcast, Wil and Ryan discuss why it’s important to teach kids about entrepreneurship. You know what they say - better ...

How Big of a Failure Can I Survive as a Founder?

26 Sep 2022

Contributed by Lukas

In today’s Startup Therapy Podcast, Wil and Ryan discuss how founders can survive a failed Startup. For some founders, when they experience failure,...

Why Are All My Founder Friends Ahead of Me?

19 Sep 2022

Contributed by Lukas

In today’s Startup Therapy Podcast, Wil and Ryan discuss the problem of comparing yourself with other founders. Sometimes, we look at the success of...

Are Startup CEOs Really CEOs?

12 Sep 2022

Contributed by Lukas

In today’s Startup Therapy Podcast, Wil and Ryan discuss if startup CEOs can really be considered as CEOs. The CEO title bears a lot of responsibili...

Founders, We Have SO Much Time Left In Our Careers

05 Sep 2022

Contributed by Lukas

In today’s Startup Therapy Podcast, Wil and Ryan discuss how founders should not feel like they are running out of time – because they’re not. M...

Founders, Let's Live to Fight Another Day

29 Aug 2022

Contributed by Lukas

In today’s Startup Therapy Podcast, Wil and Ryan discuss the importance for founders to identify problems early on and why they should do something ...

Being a Founder Made Me a Better Parent, and Vice Versa.

22 Aug 2022

Contributed by Lukas

In today’s Startup Therapy Podcast, Wil and Ryan discuss how being a parent made them better founders, and vice versa. There are things that we won’...

We Need To Build A Culture of “I’m Wrong”

15 Aug 2022

Contributed by Lukas

In today’s Startup Therapy Podcast, Wil and Ryan discuss one of the most common problems with new businesses - they are afraid to do the wrong thing...

Where There's Smoke - There's Fire

08 Aug 2022

Contributed by Lukas

In today’s Startup Therapy Podcast, Wil and Ryan discuss why managers and founders need to pay more attention to small details. Sometimes companies ...

What Would I Tell My Former Founder Self?

01 Aug 2022

Contributed by Lukas

In today’s Startup Therapy Podcast, Wil and Ryan discuss some of the advice that they would tell their younger founder selves. If you could go back ...

We Need a Culture of Accountability

18 Jul 2022

Contributed by Lukas

In today’s Startup Therapy Podcast, Wil and Ryan discuss the importance of accountability in a company. A founder should be able to know how to inst...

Am I a Good Manager?

11 Jul 2022

Contributed by Lukas

In today’s Startup Therapy Podcast, Wil and Ryan discuss what makes a good manager. What does it take to become a good manager? Is it a manager that...

Sacrificing our Health for our Startup is NOT OK

27 Jun 2022

Contributed by Lukas

In today’s Startup Therapy Podcast, Wil and Ryan discuss why health is an important asset for founders. Sacrifices are often necessary for every bus...

What if Our Startup Founder Anxiety Never Quits

20 Jun 2022

Contributed by Lukas

In today’s Startup Therapy Podcast, Wil and Ryan talk about the never ending anxiety we all have. One of the things that makes every founder feel on...

This is Fun and All, But When Do I Get Rich??

13 Jun 2022

Contributed by Lukas

In today’s Startup Therapy Podcast, Wil and Ryan talk about when founders actually get paid? In the Startups community, many founders expect immedia...

We're All Afraid of Paper Demons

06 Jun 2022

Contributed by Lukas

In today’s Startup Therapy Podcast, Wil and Ryan talk about overthinking. When you start to focus your attention on something that has not happened ...

Letting People Go: Ego and Safety

30 May 2022

Contributed by Lukas

In today’s Startup Therapy Podcast, Wil and Ryan talk about people losing their jobs. We’ve been talking about it and now it’s happening. People...

What a Market Downturn Means for Startups

23 May 2022

Contributed by Lukas

In today’s Startup Therapy Podcast, Wil and Ryan talk about putting a freeze on your resources when returns take a downturn. When is it necessary to...

As a Founder, Should I Focus on Profit or Growth?

16 May 2022

Contributed by Lukas

In today’s Startup Therapy Podcast, Wil and Ryan talk about where founders should put their focus on. Growth or profit? Can you focus on both? The t...

Funding is a One Way Street

09 May 2022

Contributed by Lukas

In today’s Startup Therapy Podcast, Wil and Ryan talk about the cost of raising a capital. Yes, additional funding is a good sign of progress, it’...

My Startup Stalled - Now What?

02 May 2022

Contributed by Lukas

In today’s Startup Therapy Podcast, Wil and Ryan talk about what it’s like for a Startup to stall. We are all so used to the idea that we need to ...

What if We Fired Everyone and Started Over?

25 Apr 2022

Contributed by Lukas

In today’s Startup Therapy Podcast, Wil and Ryan talk about the possibility of firing your employees for a restart? Let’s put it this way. The peo...

This Could be our Last Shot

18 Apr 2022

Contributed by Lukas

In today’s Startup Therapy Podcast, Wil and Ryan talk about being at the peak of our opportunity. In our early years, when we fail to succeed in gro...

Will Investors Let Me Take Money Off The Table?

11 Apr 2022

Contributed by Lukas

In today’s Startup Therapy Podcast, Wil and Ryan talk about the likelihood of founders taking money off the table. Is it possible? Could be if the c...

Being Leveraged Means Having Zero Choices

04 Apr 2022

Contributed by Lukas

In today’s Startup Therapy Podcast, Wil and Ryan talk about being leveraged and how it affects Startup growth. Early on, founders tend to believe th...

I Failed. What Will People Think of Me?

21 Mar 2022

Contributed by Lukas

In today’s Startup Therapy Podcast, Wil and Ryan talk about not thinking too much about what other people think. Our emotions are always valid espec...

Don't Be Afraid to Take Big Swings

14 Mar 2022

Contributed by Lukas

In today’s Startup Therapy Podcast, Wil and Ryan talk about founders not taking risks. When you get stuck in one place, getting comfortable at where...

When Founders no Longer have Upside

07 Mar 2022

Contributed by Lukas

In today’s Startup Therapy Podcast, Wil and Ryan talk about founders with no more upside left. Having new investors is good. Stacking up more funds ...

The Lies We Tell Ourselves About Retirement as Founders

28 Feb 2022

Contributed by Lukas

In today’s Startup Therapy Podcast, Wil and Ryan talk about the real definition of retirement. Is it going on a vacation one after another in your 6...

The Problem with Local Advice

21 Feb 2022

Contributed by Lukas

In today’s Startup Therapy Podcast, Wil and Ryan talk about finding the right advisor. It’s natural for anyone to seek advice from people who we t...

Why Do I Feel Like Time is Running Out?

14 Feb 2022

Contributed by Lukas

In today’s Startup Therapy Podcast, Wil and Ryan talk about the real value of urgency. Yes, getting things done right away is good. Managing your ti...

The Value of Many Tiny Financial Wins

07 Feb 2022

Contributed by Lukas

In today’s Startup Therapy Podcast, Wil and Ryan talk about aiming for multiple tiny financial successes. This mentality that all your daily sacrifi...

We ALL Fake It Until We Make It

31 Jan 2022

Contributed by Lukas

In today’s Startup Therapy Podcast, Wil and Ryan talk about faking success. What? Is that even possible? NO, you can’t fake real success. But, YES...

Founder Consequences

24 Jan 2022

Contributed by Lukas

In today’s Startup Therapy Podcast, Wil and Ryan talk about consequences. When you started, your words didn’t weigh as much as they do now. Back t...

My Unhealthy Relationship with Work

17 Jan 2022

Contributed by Lukas

In today’s Startup Therapy Podcast, Wil and Ryan talk about unhealthy relationships. Nope, this isn’t about love. This is about developing unhealt...

The Goal is NOT to be a Startup

10 Jan 2022

Contributed by Lukas

In today’s Startup Therapy Podcast, Wil and Ryan talk about why a business shouldn’t stay a Startup. Sure, Startups get more opportunities to grow...

Does Competition Really Matter?

27 Dec 2021

Contributed by Lukas

How many times has your competition kept you up at night? A new feature here, seed funding there, maybe you’ve even lost a customer or two – but h...

We Can't Fight at Work and at Home

20 Dec 2021

Contributed by Lukas

In today’s Startup Therapy Podcast, Wil and Ryan talk about dealing with issues at work and at home. As said many times, don’t bring your work pro...

What does Founder Success "Feel" Like?

13 Dec 2021

Contributed by Lukas

In today’s Startup Therapy Podcast, Wil and Ryan talk about how comparison kills progress. Notice that you are often bound to fail when you start co...

Let's Kill the 40 Hour Work Week

06 Dec 2021

Contributed by Lukas

In today’s Startup Therapy Podcast, Wil and Ryan talk about discarding the 40-hour work week. If you work for 30 hours each week, what would you wor...

Minimum Viable Happiness

29 Nov 2021

Contributed by Lukas

In today’s Startup Therapy Podcast, Wil and Ryan talk about what happiness means for a founder. In most cases, founders find happiness when they fee...

The Funding of "No Man's Land"

22 Nov 2021

Contributed by Lukas

In today’s Startup Therapy Podcast, Wil and Ryan talk about what happens when funding is scarce. Will you seek another investor? Will you go on a fi...

What does Founder "Success" Feel Like?

15 Nov 2021

Contributed by Lukas

In today’s Startup Therapy Podcast, Wil and Ryan talk about celebrating the little successes. Most people focus on hiring more people, settling in a...

The Risk of Trading Vulnerability for Opportunity

08 Nov 2021

Contributed by Lukas

In today’s Startup Therapy Podcast, Wil and Ryan talk about when is the best time to give up equity. At the early stages of a Startup, founders ofte...

Failure in Startups is not Absolute

01 Nov 2021

Contributed by Lukas

In today’s Startup Therapy Podcast, Wil and Ryan talk about rising from a failure. Founders take it to heart when their business fails and often thi...

Can a Founder take a Sabbatical?

25 Oct 2021

Contributed by Lukas

In today’s Startup Therapy Podcast, Wil and Ryan talk about taking a break to restart. The biggest fear founders have is what happens to the busines...

Am I Lying or Just Being Optimistic?

18 Oct 2021

Contributed by Lukas

In today’s Startup Therapy Podcast, Wil and Ryan talk about honest optimism. What if you have this strong conviction that what you’re building wil...

Stop Glorifying "Hustle Porn"

11 Oct 2021

Contributed by Lukas

In today’s Startup Therapy Podcast, Wil and Ryan talk about the 100-hour work week. The adrenaline to overexert and overwork yourself so you can get...

Startups Actually Amplify our Social Lives

04 Oct 2021

Contributed by Lukas

In today’s Startup Therapy Podcast, Wil and Ryan talk about a founder’s social circle. Wherever you may be, you’ll always meet another founder. ...

We Only Get to be Great at One Thing

27 Sep 2021

Contributed by Lukas

In today’s Startup Therapy Podcast, Wil and Ryan talk about being the best at what you do. Oftentimes, founders are stuck in the idea that they need...

Flee Your Overpriced City

20 Sep 2021

Contributed by Lukas

In today’s Startup Therapy Podcast, Wil and Ryan talk about moving to a major city. Years ago, when a business needed to expand, they often moved to...

In Our Darkest Hour, Where Do We Find Hope?

01 Sep 2021

Contributed by Lukas

In today’s Startup Therapy Podcast, Wil and Ryan talk about optimism. An optimistic leader creates an optimistic environment. Despite the onslaught ...

Great Ideas Start as Dumb Ideas

30 Aug 2021

Contributed by Lukas

In today’s Startup Therapy Podcast, Wil and Ryan talk about dumb ideas. It’s no surprise that most of the successful Startups today started off as...

Why Is Everyone Counting My Money?

25 Aug 2021

Contributed by Lukas

In today’s Startup Therapy Podcast, Wil and Ryan talk about how some founders can’t flaunt their money. Founders worked for it, sacrificed their h...