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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

36:12

Deep Dive with Rand Fishkin

The Daily Bolster ·

2023/04/14

Sometimes orthodoxy needs to be challenged, and Rand Fishkin, co-founder and CEO of SparkToro, believes that by doing so, we can build something better than what came before. Today, he and Matt are diving deep.Tune in to hear about the unique funding and scaling philosophies behind SparkToro, and how Rand hopes to blaze an alternate trail for small and medium sized businesses.They also discuss the lessons Rand learned as founder and CEO of Moz—where, incidentally, Matt was on the board—including

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6:02

Optimism vs. Realism with Ning Zhang

The Daily Bolster ·

2023/04/13

Joining Matt on today’s Ask Bolster episode is Ning Zhang, CEO of Flatfee, a managed marketplace to connect global entrepreneurs with professional freelancers. Her question: how can a CEO know if they’re being realistic, or overly optimistic?She and Matt discuss finding the balance between listening to customers and leading them to their solution, along with a few other key indicators of a successful idea.

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6:16

Lessons Learned as a CEO Turned Investor with Scott...

The Daily Bolster ·

2023/04/12

What would you want to change when you look back on your career? Scott Dorsey is a CEO turned investor and board member, and now that he’s on the other side, he’s sharing three things he wishes he had done differently as a CEO.Tune in to learn from his experience and hear what he loves about being on the other side of the table.

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7:28

Interviewing for "Culture Fit" with Rory Verrett

The Daily Bolster ·

2023/04/11

What does it mean to interview for culture fit? How should CEOs and leaders go about doing it—and is there a better way?Rory Verrett is the founder and managing partner of Protégé Search, the leading retained search and leadership advisory firm focused on diverse talent. In today’s episode, he and Matt discuss why CEOs are not always the best arbiters of company culture, then dive into what it means to look for specific values throughout the interview process, rather than the vague concept of a

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5:31

The Value of Podcasting with Lindsay Tjepkema

The Daily Bolster ·

2023/04/10

Today’s podcast is all about podcasting. Meta, right? Lindsay Tjepkema is the CEO and co-founder of Casted, the podcasting solution for B2B marketers.Today, she and Matt dive into the reasons why podcasts are such a great way to get your voice—literally—out into the world. Tune in to hear Lindsay’s tips for starting a podcast as a CEO, setting expectations, asking meaningful questions, and creating human connection.

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40:49

Deep Dive with Brad Feld

The Daily Bolster ·

2023/04/07

Brad Feld is partner and co-founder of Foundry, and a long time early stage investor and entrepreneur. In this episode, he and Matt take a deep dive into how startups and venture capital have changed over the past 25 years—and what has stayed the same.They also discuss the dynamics of startup boards, along with common characteristics that make founders or companies successful at scale.

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7:15

Building a Strong Culture with Jailany Thiaw

The Daily Bolster ·

2023/04/06

Joining Matt on today’s Ask Bolster episode is Jailany Thiaw, founder and CEO of UPskill, a future-of-work startup automating feedback in entry-level hiring pipelines.Jailany and Matt discuss the best ways to get company buy-in as you build and maintain a strong and welcoming culture—especially in an early stage or remote environment.

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6:27

3 Ways VCs Say "No" Without Saying "No" with Jenny...

The Daily Bolster ·

2023/04/05

It’s important for founders to be able to hear what’s left unsaid in conversations with VCs. Sometimes, says pre-seed investor Jenny Fielding, VCs aren’t ready to invest in a startup, but they’re not ready to say no, either.On today’s episode, Jenny shares three signs a VC may be saying “no” without saying the words—and what founders should do next.

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7:49

Success as a Fractional Exec with Courtney Graeber

The Daily Bolster ·

2023/04/04

If you know anything about Bolster, you know we’re a champion for fractional executives. As an Interim Chief People Officer, HR Executive Consultant, and trusted mentor to executive teams, Courtney Graeber provides feedback and recommendations that enhance organizational culture and attract, develop, and retain top talent. Many of her clients are navigating transitional periods—and that’s where Courtney’s expertise comes in.Listen in to learn what it’s like to be (or work with) a fractional head of

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4:53

Hallmarks of Successful Founders with David Cohen

The Daily Bolster ·

2023/04/03

As the Founder and Chairman at Techstars, David Cohen has watched over 10,000 founders pass through their startup programs. He’s developed an eye for those who will achieve success.Today, he’s sharing the top three signs he looks for that differentiate successful founders—things that are nearly impossible to fake. Either you have them, or you don’t.

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35:47

Deep Dive with Jeff Epstein

The Daily Bolster ·

2023/03/31

It’s more common now than ever to experience—or choose—career shifts, even as a senior executive. Today, we’re diving deep with Jeff Epstein, Operating Partner at Bessemer Venture Partners and experienced CFO.Jeff and Matt discuss the ins and outs of career transitions and the surprises that come with them, from role changes to new industries to vastly different organizational structures. “I always wanted to develop a circle of competence and then over time expand the circle,” Jeff says. “You just

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5:04

Cultivating Talent to Promote Internally with Nick...

The Daily Bolster ·

2023/03/30

We’re turning the tables with an Ask Bolster episode! Matt shares his playbook for building effective teams and developing leaders with a growth mentality.Nick Francis is the co-founder and CEO of Help Scout, a customer support platform for growing businesses. Today, he and Matt discuss what it takes to cultivate in-house talent and embody organizational values.

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5:27

Common Mistakes Founders Make with Fred Wilson

The Daily Bolster ·

2023/03/29

Fred Wilson has been a venture capitalist since 1987—so it’s fair to say he’s witnessed a few founders and become familiar with their most common mistakes. On today’s episode, he talks about the challenges facing founder teams, avoiding valuation misalignment, and finding the right deal.

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6:19

Managing Up with Cristina Miller

The Daily Bolster ·

2023/03/28

Executives are often caught in the middle of the leadership dynamic, managing both up and down the organization. Establishing a framework or set of expectations for your working relationships can be a game-changer, but what exactly does that look like in practice?Cristina Miller is a seasoned, results-driven executive and board director with a strong track record in digital marketplaces, startups, and new business innovation. Today, she’s sharing what she’s learned about managing up.

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6:15

3 Tips to Scale Your Culture with Nick Mehta

The Daily Bolster ·

2023/03/27

If you’re leading an early-stage startup or a small business, chances are you interact regularly with everyone on your team. You have significant influence over the culture—but what happens when you’re one of many? What happens to company culture when you achieve your scaling goals?Nick Mehta is the CEO of Gainsight, where he has scaled the company from its founding team to over 1200 employees. Today, he’s sharing his top three tips to scale your culture as you scale your business.

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2:18

Introducing The Daily Bolster

The Daily Bolster ·

2023/03/08

IntroducingThe Daily Bolster—a quick-hitting podcast for startup leaders scaling their businesses. Every day, Matt Blumberg, Co-founder and CEO of Bolster, will be joined by experienced operators and industry experts who share their real-world experiences and practical advice.Follow Bolster or subscribe to make sure you don’t miss a thing. Have a question for Matt or one of our guests? Email us at thedailybolster@bolster.com.

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216 results

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