Startup Therapy

In today’s Startup Therapy Podcast, Wil and Ryan talk about what happens after you sell your Startup. Beyond the big paycheck that will certainly make your life better, is the lingering attachment you have for your company and what becomes of it after you give up ownership and control over it. And what about the employees you’re leaving behind? Will they be well taken care of? Sign up for the Star...

In today’s Startup Therapy Podcast, Wil and Ryan talk about power struggle. A lot of us are used to hearing people telling us what we should and shouldn’t do, what we can and cannot achieve just because these people have tried it or have been in a similar situation. What they don’t realize though is the difference in capacity and skills. What works for them may not work for you, and what works for...

In today’s Startup Therapy Podcast, Wil and Ryan talk about regret. Founders are bound to make decisions all the time. These decisions can make or break the Startup, and this is why regret is inevitable. Not all decisions bring a positive outcome, and when the outcome is the opposite of what you had anticipated, it’s part of the risk you’re taking.  Sign up for the Startups Newsletter https://www....

In today’s Startup Therapy Podcast, Wil and Ryan talk about how we get blinded by the early signs of growth. When things go well, we tend to think it’s the golden moment and that your Startup is on it’s way to getting big, only to find out a week or a month later that you’re back at step one. Early stage successes become dangerous when we get blinded by them and start making the wrong decisions. S...

In today’s Startup Therapy Podcast, Wil and Ryan talk about when is the best time to sell your Startup. It’s a tedious process so you shouldn’t just focus on what’s happening during the negotiations but also the pros and cons after the sale is made. And of course, how much you’re being paid for selling is as important as HOW you’re getting paid.  Sign up for the Startups Newsletter https://www.sta...

In today’s Startup Therapy Podcast, Wil and Ryan talk about going back to an office setting. The idea that more work gets done inside the office is no longer as effective as it used to be. An office setting may not be that substantial anymore for Startups. A lot of businesses are being run remotely and by far, they are progressing well. Sign up for the Startups Newsletter https://www.startups.com/...

In today’s Startup Therapy Podcast, Wil and Ryan talk about the notion that your current success will be the same for every Startup you build. While you’re in the momentum and when new ideas come in, you’re most likely tempted to venture into another Startup. Right? But, take a pause there and consider the odds of your success.   Sign up for the Startups Newsletter https://www.startups.com/newslet...

In today’s Startup Therapy Podcast, Wil and Ryan talk about founders allowing open discussion of socio-political issues inside the workplace. Over the years, societal and political issues are topics that can either encourage healthy discussions and debates within the team or instigate friction and divide within the company. The question is, HOW do we talk about these issues?  Sign up for the Start...

In today’s Startup Therapy Podcast, Wil and Ryan ask, is it too early to get an advisor? Many Startup companies invest in an advisor to tap into connections that can possibly help raise additional capital. Yet, this investment does not promise successful returns because some introductions don’t end with the results founders are hoping for. The anticipated business meetings are never set. Sign up f...

In today’s Startup Therapy Podcast, Wil and Ryan talk about at what cost Startups are built on. What people often see is it’s all about raising money and getting external financial support, that additional funds are more than enough to keep the business going. But what people don’t see is the physical, mental, and emotional health that are being spent alongside a bloating debt.  Sign up for the St...

In today’s Startup Therapy Podcast, Wil and Ryan talk about imaginary debt. A lot of founders are tied to this idea that employees will commit the same level of sacrifice as they would for the company. And that people will appreciate what they do and stick around no matter what happens. But it’s all an illusion. No one can actually match a founder’s willingness to sacrifice everything for the Star...

In today’s Startup Therapy Podcast, Wil and Ryan talk about the most dreaded outcome - a failing Startup. When a business fails, founders often wallow over how people react and what they can say about the situation. The adverse reactions don’t matter. What should matter is who stays to help pull you out of the rubble.   Sign up for the Startups Newsletter https://www.startups.com/newsletter Resour...

In today’s Startup Therapy Podcast, Wil and Ryan talk about the pressures of leading a Startup team. It’s a Founder’s job to make difficult and unpopular decisions, even unconventional ones, which may merit the team's unfavorable reactions. Over time, these unpopular decisions make a Founder less likable. So then, at what point will being likable still matter? Sign up for the Startups Newsletter h...

In today’s Startup Therapy Podcast, Wil and Ryan talk about admitting you made a mistake. Oftentimes, it becomes difficult for leaders, including founders to admit that they’ve made the wrong decision or chose the wrong option. It’s the kind of vulnerability that no one wants to show. But if leaders can’t admit that they are wrong, no one else in the organization will.   Sign up for the Startups N...

In today’s Startup Therapy Podcast, Wil and Ryan talk about the qualifications of becoming a founder. It turns out; anyone can become a founder. Having the idea and vision for your Startup is easy, but building a business out of nothing, dealing with potential issues and challenges, and getting started aren’t as easy.  Sign up for the Startups Newsletter https://www.startups.com/newsletter Resourc...

In today’s Startup Therapy Podcast, Wil and Ryan talk about selling a founder’s vision. The real struggle lies in convincing people that your vision, your idea can solve an existing problem. Startups often fail when the customers who are supposed to benefit from the product do not understand how it can serve their needs.  Sign up for the Startups Newsletter https://www.startups.com/newsletter Reso...

In today’s Startup Therapy Podcast, Wil and Ryan talk about planning for a downside strategy. Having a downside strategy allows for open conversations to conclude effective upside plans and address issues level-headedly. It’s a clear and sound path for founders to clean up a failing Startup. Sign up for the Startups Newsletter https://www.startups.com/newsletter Resources: Startup Therapy Podcast...

In today’s Startup Therapy Podcast, Wil and Ryan talk about the correlation between money and happiness. Being successful and having a lot of money doesn’t equate to genuine happiness. More often than not, it’s a fleeting distraction from other issues that require attention. Money can only give you exhilarating yet passing moments.  Sign up for the Startups Newsletter https://www.startups.com/news...

In today’s Startup Therapy Podcast, Wil and Ryan talk about finding the right cofounder. It remains a challenge for Startup founders to find a business partner that doesn’t just have the best ideas, both should also see eye to eye when it comes to company growth and career goals. Sign up for the Startups Newsletter https://www.startups.com/newsletter Resources: Startup Therapy Podcast https://www....

In this Startup Therapy Podcast, Wil and Ryan ask how much is too much when it comes to Founder transparency? Why many inner workings of your company should be on a need-to-know basis, how being a leader can mean holding your emotional cards close to your chest, and when being completely open can be too much. Sign up for the Startups Newsletter https://www.startups.com/newsletter

In today’s Startup Therapy Podcast, Wil and Ryan talk about the disadvantages of having wealth. People are drawn to Founders who are successful, who have money to spare. Most of the time, people, including family, expect you to settle their financial issues just because you have the money. It reaches a point where you’re expected to spend your money and not expect anything in return. The toxicity...

In today’s Startup Therapy Podcast, Wil and Ryan talk about commitment. There is a limit to the expectation you can set on others, and that your passion and commitment may not be as intense for the rest of your team. There are certain aspects of your Startup that you’ve got to shoulder on your own. After all, a founder’s superpower is the intensity of his commitment.  Sign up for the Startups News...

In today’s Startup Therapy Podcast, Wil and Ryan talk about the ugly truth about comparing your success to other businesses. When founders meet, the first person to speak often sets the tone of the conversation; many don’t even want to dig deep into the hardships one must endure to attain success. And is money the only metric for growth? Sign up for the Startups Newsletter https://www.startups.com...

In today’s Startup Therapy Podcast, Wil and Ryan talk about getting rich without selling your business. They discuss how getting too focused on getting rich causes missed opportunities, is selling your Startup necessary, the cash stacking effect, and spending money you haven’t earned yet.  Sign up for the Startups Newsletter https://www.startups.com/newsletter Resources: https://www.startups.com/b...

In today’s Startup Therapy Podcast, Wil and Ryan talk about getting through a Startup failure. While your mind can make it seem bigger than it is, most people won’t remember when a business shuts down, and that processing your emotions include assessing your failure to get back up!  Sign up for the Startups Newsletter https://www.startups.com/newsletter Resources: https://www.startups.com/begin Wh...