Hidden Value with David Sherry

Andrew Fink left a stable career in management consulting to build a solo writing practice helping founders turn their ideas into newsletters, LinkedIn content, and now even books. His business is working. He makes a good living, has freedom to travel, train for races, and design his days. But lately, he’s been wrestling with a big question: should he grow this into an agency for more financial upside, and if so, what does...

Mohammad Khan helps deep tech founders make their complex ideas understandable and compelling. But lately, he’s been facing the same challenge he solves for others: how to articulate the unique value of his own work. When AI can write copy and marketing teams can polish messaging, where does his kind of storytelling fit?

In this conversation, Mohammad and David uncover the real tension beneath that question: the difference ...

In this episode, I sit down with Cris Valerio, a former journalist turned tech innovator, as she shares her career journey from the newsrooms of New York City to the tech scene of Silicon Valley. Cris opens up about her midlife transition into entrepreneurship, driven by a desire to create meaningful impact beyond the corporate ladder. We explore how she's redefining success by focusing on relational impact and Main Street...

In this Hidden Value session, David sits down with Latham to explore his journey from engaging in the education of his child through homeschooling to aspiring to turn his insights and experiences into a community-centric business.

Latham shares his passion for education, the challenges of transitioning his ideas into a business, and the importance of understanding his potential market through meaningful conversations.

The di...

When Charlie Ward built Ramen Club (an online community for SaaS founders) and Ramen Space (a physical coworking hub in London), he found himself running two thriving but different businesses—one online, one offline.

In this Hidden Value conversation, David Sherry and Charlie explore what it takes to scale a hybrid business model, balancing physical operations with digital growth. Together, they unpack how sequencing, d...

When Saara Lampwalla left her corporate role to build something of her own, she entered a season defined by visibility, vulnerability, and the courage to be seen in a new light. In this episode, David and Saara explore what it means to align your inner values with how you show up in the world — and how that alignment shapes both your fulfillment and your freedom.

Key Takeaways

• Visibility is a double-edged sword — it ...

I spoke with someone recently who was *really* stuck. I’ll call him Joe. Joe was not just stuck professionally, but with his relationship (on again off again) and with his work (not sure if he should change careers or Not just professionally.

When some people get stuck.. they get really… really… stuck. They find that multiple areas of their life start to feel stagnant. They can’t choose where to live. They can’t decide if t...

Join David Sherry in this episode of Founder Therapy as he discusses the crucial distinction between intuition and fear in decision-making. Learn how to recognize whether your decisions are driven by genuine intuition or by underlying fear, and discover strategies to navigate discomfort when stepping into unknown territories. David shares practical insights from his experience working with successful entrepreneurs, includi...

One of our earliest photographers at Death to Stock was Patrick Chin. Patrick had built a business in the luxury hotel and fine dining space. This meant that Patrick had to fly around to take photos at beautiful beachside hotels, or snap images of Michelin star Chef’s beautiful creations…getting to taste the dishes afterwards. 

Poor Patrick.

Patrick showed me that who you choose as your customers matters. And that if you’re ...

One of the compliments I receive most often in my work is something along the lines of:

This probably comes after I ask someone some questions that I’m curious about. You get better at asking questions when you begin seeing them as a tool to have better and more valuable conversations. Questions set the frame of the discussion, and so leading someone is often about questions rather tha...

Say you want to charge more, be more known, get better testimonials, get more respect from others… the simplest pathway is to expand the value you create for others.

Value creation is often thought of as a skillset, but what if how you think about value shifts your potential for creating more of it? 

Here are some ways I think about cre...

Creating Streaks

Streaks have always been helpful to me, building a chain of habits that help you see your own progress. For entrepreneurs, they are especially important because it’s so easy to feel like you aren’t making progress. Many entrepreneurs tell me, 

“I get to the end of the day and it feels like the scoreboard is reset to zero.” 

Yikes.

Jerry Seinfeld was always a big proponent of this idea, saying t...