Hidden Value with David Sherry

What if your best creative ideas show up when you let go and disappear into your work? I’ve been testing a new approach to writing, thanks to my work with the amazing writing coach and friend Azul Torronez. It feels entirely different. I let the writing come through me rather than forcing myself to come up with ideas. I sit down to write with no preconceived plan, and as I write I explore what’s o...

You're always starting something new in business, or testing new waters. You did it before, you can do it again.

What do you do when you've changed, but your business remains the same? Time to evolve..

“I’m always telling myself that things will be easier ‘once I get through this next phase’—but that phase never ends.” When I ask you, “How are you doing?” I don’t mean as a founder. I mean as a person. Often, those two selves give very different answers. The entrepreneur might say they’re making major decisions, hiring, pivoting, scaling. The person might say they’re exhausted. That they feel lik...

Productivity is a byproduct. The most productive people you know aren’t focused on systems and hacks. They are driven, energized, and enthusiastic. They do a lot all of the time without really thinking about productivity. They make tweaks here or there to enjoy themselves more.  Productivity hacks are what we use when we don’t have intrinsic motivation.  Productivity is obligatory and external. Th...

Delegation is a challenge for many entrepreneurs.  You either: Struggle to figure out what work to hand off. Have a ton of work but don’t know how to communicate what needs to get done. Or (less talked about) even feel a little guilty about giving work to someone else... Delegation, when done right, isn’t a burden—it’s an opportunity to align your team with the highest-impact work. 1. The Telescop...

If you’ve ever felt stuck, frustrated, or like you're spinning your wheels despite putting in effort, this might be what's happening beneath the surface…. You might rationally know what you want —whether it’s raising your prices as a freelancer, launching a new project, or taking a big step forward . But despite your conscious desire, something always seems just out of reach… The way to recognize...

The idea that one day your business will be "stable" and free from uncertainty is a myth. Markets shift, customers change, and what worked yesterday won’t necessarily work tomorrow. There is no finish line where you finally “made it” and get to stop adapting. The real safety net? Trusting yourself to respond.

Instead of forcing yourself to fit into an old model, it’s time to evolve your business to fit YOU.

I remember having a phone call with Paul Jarvis (Author/Creator) and we were talking about his newsletter, which I was an avid reader of. I told him how much I was impressed by his consistency and quality. “Oh,” he said. “I just spend a few days at the beginning of the quarter writing and scheduling about 3-4 months’ worth of emails.” “You can do that?! ” I asked. For Paul, his workflow meant batc...

I have a client who went from $5k months to $10k and then $50, $100k+ months. Here’s what I noticed along the way: He’s still him, and yet the way that he sees his work has changed drastically at each step. He’s embraced a change of role, and a change of leadership; how he serves his clients and what problems he solves for them. Each change in revenue was preceded by an unlock, you could feel it h...

I’ve been practicing meditation again, now through a new App called “ The Way. ”  It’s been teaching a simple framework for noticing more about how our minds work.  What can you do about being stressed, having anxious, coming back into the present? The framework is very useful for getting yourself out of your head and back into the present. It all starts with awareness and noticing – catching your...

If you’re stuck selling, ask yourself if you’re trying to prove the value of what you do to someone else. The biggest misconception of sales and selling to clients is that you’re convincing someone to buy from you. This manipulative view leads to poor processes and poor outcomes.  It’s very unlikely this potential client values what you value. This is where the manipulation shows up in attempts to...

There’s a subtle lesson as to why our best thinking arrives in the shower. It’s a multiple of effects all happening at once. The first is that you’re not intending to think about anything in particular . This “release” from our problem-solving mind seems to allow to actually… solve problems for you. But done in a holistic manner that skips the direct logic of pouring energy through the known probl...

Explore why many people get their best ideas in the shower and what it reveals about problem-solving. Discover the role of relaxation, white noise, and a calm environment in fostering insights. Learn how stepping away from intentional thinking and engaging all senses can lead to holistic solutions. Share your own experiences and methods for finding the best answers in the comments.

Are you struggling with overthinking, especially at night or before important events? In this episode, we discuss how the meditation app The Way has helped with managing stressful thoughts by bringing users back to the present moment. Learn about identifying your unique overthinking patterns and using sensory experiences like sound, sight, and touch as anchors to alleviate stress. Join the convers...

David Sherry discusses creating a business and life that align so perfectly that you never want to sell or quit. He challenges the traditional 'moonshot' mentality prevalent in entrepreneurial ventures, which often leads to an unsatisfactory post-exit life. David emphasizes the importance of diversifying both income and personal identity, maintaining a fulfilling life outside of business, and leve...

how to reframe struggles in various areas of life, such as fitness and relationships, by focusing on the enjoyable aspects of these activities. Cherry shares personal anecdotes and suggests shifting focus to moments of enjoyment within challenging tasks to cultivate a positive mindset and make progress. He also invites viewers to share their own techniques for transforming difficult areas of their...

Business is always changing, but people are not. Without understanding this, business success can feel random. That being said, there are some patterns we can learn. And, if we understand these patterns, we align ourselves with success. I'm going to dig into why and how you can build a better understanding of human nature, but first, let me give you a bit more context: