Hidden Value with David Sherry

Hidden Value with David Sherry

Step inside real founder conversations: raw, unrehearsed, and honest. No playbook. No polish. Just ambitious entrepreneurs uncovering the answers that were there all along. Because every business hides something valuable trapped under the weight of success and chaos of growth. The Hidden Value podcast is hosted by David Sherry. David works with early-stage founders to grow professionally and personally. He founded, sold, and advises Death to Stock – a media company and newsletter that serves brands like Unfold, Figma, and Spotify.

Episodes

December 11, 2025 34 mins

In this Hidden Value session, Tanya Moushi and I explore the themes of creativity, freedom, and the complexities of personal and professional responsibilities. Tanya shares her struggles with creative paralysis and the desire to compose music, while I encourage her to prioritize her desires and define what freedom means to her. We discuss the importance of intentional planning, the weight of familial expectations, and the ...

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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...

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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 ...

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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...

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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...

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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...

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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 ...
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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...

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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...

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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 ...

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

“You ask such great questions.”

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...

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What are the levers that I can pull that are going to help me create more value?”

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...

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April 29, 2025 8 mins

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...

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Time to “Buckle Down”

I was talking to a client today, and we discussed the opportunity to resolve a major problem in their business that needed attention. 

The tone of the team and the discussion centered around the idea that now was the time for them to “Buckle down, get to work, roll up their sleeves, and make sacrifices for a little while to resolve the issue.”

I questioned the idea that this time was any differen...

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When I talk with clients, there’s always a dance – where is this conversation most exciting for them? Where is my excitement? What is productive? Where are we going?

I notice the subtle ways in which my body opens up, or closes down, how certain topics create constriction in me or the other person. 

This type of awareness can itself be draining; rather than being fully relaxed in a conversation, I’m paying attention ...

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April 17, 2025 8 mins

People launch businesses for wildly different reasons…

  • Escape the corporate life
  • Make a lot of money
  • Create a meaningful product or service
  • Have flexibility in daily life
  • Build relationships and be seen

They’re chasing something that they believe that business, as a vehicle, can give them.

But once you're in the midst of creating the business or doing the new type of work, you realize it might not always give you what yo...

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What opportunities do you have for creating more connection in your life?

A big theme of mine this year is exploring connection – how we connect with others, how we open up to connection, and what forms of communication lead to connection.

I became more seriously interested in this area of my life after spending a week in Costa Rica with a group of people with the highest quality communication skills of anyone I’ve e...

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April 10, 2025 8 mins

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 on my mind. When I do...

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

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

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