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PODCAST

The Daily Bolster

The Daily Bolster is a quick-hitting podcast for startup leaders scaling their businesses. Every day, Matt Blumberg, Co-founder and CEO of Bolster, is joined by experienced operators and industry experts who share their real-world experiences and practical advice. Together, we discuss professional development, venture capital, startup strategy, and tips and tricks for executive growth. It"s the actionable insight you need to scale—in under 10 minutes.The Daily Bolster is produced by Bolster, the new

business entrepreneurship

All Episodes

21:54

Deep Dive with Fran Hauser

The Daily Bolster ·

2023/05/12

Today, we’re going in depth with bestselling author, keynote speaker, startup investor, and former c-suite executive Fran Hauser. She and Matt dive into her career journey, from keeping the books for her dad’s business in crayon all the way to venture capital.In this episode, Fran shares her passion for helping leaders reflect on their careers and make space for more of what brings them joy. She also talks about the journey to loving her own career, leveling the playing field for women, and the

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8:23

Inflection Points in the Startup Journey with Dan...

The Daily Bolster ·

2023/05/11

Dan Shapiro joins Matt Blumberg on this Ask Bolster episode to discuss the inflection points along a long term startup journey.After leading Return Path for two decades, Matt has a unique perspective on startups and how they develop in the long term. He discusses how the job of a CEO changes as the business scales, the issue of changing product market fit, and the importance of maintaining company values and culture over time. Tune in to this episode to hear what it’s like to be in it for the long

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6:37

Top 3 Ways to Add Value to the Board with Jeff Epstein

The Daily Bolster ·

2023/05/10

After sitting on 25 boards and participating in hundreds of board meetings, Jeff Epstein has a deep understanding of how independent directors can contribute. Today on The Daily Bolster, he’s sharing three of the strategies he uses to add value in the board meeting.Jeff Epstein is an Operating Partner at Bessemer Venture Partners and a Lecturer at Stanford University. He’s a former CFO, and currently specializes in B2B Software, Marketplaces and Vertical AI.

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8:10

Recognizing When Your CEO Isn't Scaling with Cristina...

The Daily Bolster ·

2023/05/09

Your startup is scaling, but your CEO isn’t. It’s awkward to talk about—but it may be vital for the business. Today on the podcast, we’re joined by Cristina Miller to discuss the warning signs of a CEO who isn’t keeping pace with the growth of the business. She also shares her own experience with leaders who weren’t scaling, advice for solving the problem, and whether you should consider going to the board.Cristina is a seasoned, results-driven C-level executive and board director with a strong

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3:07

3 Engineering Skills that Make a Great CEO with Dawn...

The Daily Bolster ·

2023/05/08

Which career background provides the best foundation for a future CEO?Today, Dawn Zier—CEO, board chair, and advisor—shares three reasons why an engineering background was vital to her success as a CEO.

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38:58

Deep Dive with Charlie O'Donnell

The Daily Bolster ·

2023/05/05

Today’s guest is Charlie O'Donnell, founder of Brooklyn Bridge Ventures. He and Matt are diving deep into the journey between entrepreneurship and venture capital. Charlie’s career has given him insight into a myriad of perspectives that influence his work with founders now, from his focus on team dynamics to his direct but empathetic approach to difficult conversations.Later in the episode, Charlie and Matt talk through the current state of the market, the types of deals that are seeing success,

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7:42

Making Time for Strategic Thinking with Christina Perla

The Daily Bolster ·

2023/05/04

Joining Matt on today’s Ask Bolster episode is Christina Perla, co-founder and CEO of Makelab. Christina’s question: how can founders find the right balance between day-to-day operations and strategic thinking?Matt offers two frameworks to help with delegation and decision-making: the Big Rocks Framework and the Decision-Making Two-by-Two Matrix. Interested in what sustainable and effective time management for leaders looks like? Tune in to the 7 minute episode!

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8:45

The Benefits of Diverse, Independent Boards with Brad...

The Daily Bolster ·

2023/05/03

Brad Feld and Matt Blumberg literally wrote the book on Startup Boards.Today, Brad is joining the podcast to share his expertise as the co-founder of Foundry and an experienced early-stage investor and entrepreneur. Tune in to hear Brad and Matt discuss the value of having diverse boards with independent directors who provide different perspectives, experiences, and frames of reference. They share examples, benefits, and potential resources for your board to tap into.

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6:06

Managing Change in a Hyper-Growth Company with Sarah...

The Daily Bolster ·

2023/05/02

Sarah Personette is a longtime tech executive, independent board member, and—most recently—the Chief Customer Officer at Twitter. Today on The Daily Bolster, she’s sharing her tips for dealing with organizational change in a hyper-growth environment.Tune in to learn why rethinking communication, software, and responsibilities as your company scales is essential to operational excellence. Sarah and Matt also emphasize the importance of building diversity, equity, and inclusion into the fabric of a

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6:14

3 Key Learnings from Building a Business with Andrea...

The Daily Bolster ·

2023/05/01

How do you define success? Especially for founders, it’s critical to know which metrics are telling you to stay the course and which ones signal a need for change.In this episode of The Daily Bolster, Andrea Rice—Managing Director of MLT, Bolster board member, and previous founder and CEO of CareerCore—shares three of the most important lessons she’s learned from building and running businesses.

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31:53

Deep Dive with Sherisse Hawkins

The Daily Bolster ·

2023/04/28

Today’s guest is Sherisse Hawkins, Founder and CEO of Pagedip. An engineer and technologist by degree, she got her start as a Disney Imagineer, designing theme parks around the world. Now, though, she considers herself a “corporate escapee,” driven by a love of starting new things and solving new problems.Sherisse and Matt are diving deep into her journey from corporate life to startup CEO. They talk about pivoting to find product market fit, finding balance and sustainability as a leader, and what

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4:55

Planning During Times of Uncertainty with Louis...

The Daily Bolster ·

2023/04/27

Joining Matt on today’s Ask Bolster episode is Louis Bucciarelli, CEO of Playvox. His question comes after the SVB collapse and in the midst of unpredictable markets: how should a leader go about planning during uncertain circumstances? How can CEOs react to current events without overcorrecting or lagging behind?He and Matt discuss creating flexibility through an ongoing planning process, asking for help, and more.

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6:04

What Makes a Founder Pitch Great with Cat Middleton

The Daily Bolster ·

2023/04/26

As a Partner at The Venture Collective, Cat Middleton sees hundreds of pitches a year. Today on The Daily Bolster, she shares three things founders can do to stand out and earn an investment.Curious if your startup is a fit for The Venture Collective? Stay till the end (a whole 6 minutes) for a big picture glimpse of their goal: investing in companies that are making the world a better place.

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4:27

What to Do When You Feel Overwhelmed with Fran Hauser

The Daily Bolster ·

2023/04/25

What’s on your to-don’t list?Fran Hauser is a bestselling author, keynote speaker, startup investor, and former c-suite exec. Today, she and Matt are chatting about her advice for CEOs experiencing overwhelm. Listen for tips on staying aligned with your priorities, using boundaries to create space in your day, and our new favorite tool: the to-don’t list.

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4:31

Keeping Up on Consumer Trends with Lee Meyer

The Daily Bolster ·

2023/04/24

Your customers are telling you something everyday, if you’re smart enough to listen.Lee Mayer is the Co-Founder and CEO of interior design start-up Havenly, where she creates delightful experiences around home shopping and design. Today, she’s sharing three tips for staying up to date on consumer trends, especially in a fast moving B2C environment.

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37:36

Deep Dive with Nick Mehta

The Daily Bolster ·

2023/04/21

Today’s guest is Nick Mehta, CEO of Gainsight. He and Matt are diving deep into Nick’s journey launching and scaling Gainsight to 1200 employees over 10 years. Nick considers himself a student of the craft of being a CEO—something that gives him an interesting and thoughtful perspective.They also talk about being values-based from the beginning, keys to a healthy board, the stages of building a leadership team, and why careers are like jungle gyms.

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7:26

Building an Early Stage Board with Sam Alexander

The Daily Bolster ·

2023/04/20

Joining Matt on today’s Ask Bolster episode is Sam Alexander, the often relentless and always over caffeinated CEO and co-founder of bitewell. As a seed stage business closing a round of fundraising, they’re beginning to think about board construction.Sam’s question for Matt: How should early stage founders approach building their boards? Matt shares his rule of 1s, the importance of independent directors, and how to engage and compensate your directors.

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5:08

Transitioning from Operator to Investor with Rachel...

The Daily Bolster ·

2023/04/19

Before starting Red Bike Capital, Rachel ten Brick spent 15 years building billion-dollar brands. She co-founded a Y Combinator backed startup called Scentbird, and made the transition to the investor side more recently.Rachel is sharing three learnings from her transition from operator to investor. This episode is a great listen for operators looking for a window into the world and perspective of VCs.

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8:47

Being Driven by Purpose with Marc Maltz

The Daily Bolster ·

2023/04/18

Marc Maltz has coached hundreds of CEOs over his career. Today, he and Matt discuss strong leadership and the importance of empathy. They also cover the role of purpose within organizations, how it can lead to resilience, and how the lack of it can—in some cases—lead to chaos.

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4:02

Creating Feedback Loops with Co-Founders with...

The Daily Bolster ·

2023/04/17

Co-founding a company is a major commitment—not only to a company, but to another person (or people). Bolster has eight co-founders, so we know all too well the challenge of bringing multiple individuals together to accomplish one goal.Today on the podcast, Sherisse Hawkins, founder and CEO of Pagedip, talks about co-founding a company with a virtual stranger and how they began their unique method of exchanging regular feedback—both positive and negative. This feedback loop, she says, is what made

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216 results

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