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The Daily Bolster

The Daily Bolster

Author: Bolster

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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 way to find the right executives. We supercharge startup growth by matching CEOs with transformational executives, mentors, and board members—without the hassle of traditional talent sourcing. Built by entrepreneurs for entrepreneurs, Bolster’s on-demand marketplace is packed with diverse, highly qualified leaders ready for full-time, interim, fractional, project-based, advisory, or board roles. 

Have a question for Matt or one of our guests? Email us at thedailybolster@bolster.com. Interested in learning more about Bolster? Sign up or start searching for free at bolster.com.

196 Episodes
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In today’s episode, we’re welcoming multi-time founder Laura Mather back to The Daily Bolster! Tune in as she shares storytelling tips that will help startup leaders succeed with investors, board members, and customers. 
Today on the Daily Bolster, Matt and Raj Vinnakota discuss 4 things to look for when hiring executives in the nonprofit sector. Raj has plenty of experience in the nonprofit space and is the CEO of the Institute for Citizens and Scholars, a nonprofit focused on driving civic preparedness and engagement in young people. Tune in to hear his valuable advice!
Today on The Daily Bolster, Jess Hunt shares 3 necessary factors to build a high-performing executive team. CEOs (and other leaders) should:🧠 Have a “first team" mindset🧱 Recognize that growing is like a game of Tetris⌚️ Invest time in managing the leadership teamTune in to the 5-minute episode to learn more!
Are you an impactful communicator? Today’s guest, Russ Hamilton, is the founder and CEO of ConnectionLab, which builds and delivers high-impact presentation, communication, and leadership programs. Tune in to hear his tips for successful communication. 
Today on The Daily Bolster, we’re welcoming Kevin Ryan, founder and CEO of AlleyCorp. He and Matt talk about taking a long-term perspective, deciding where to make sacrifices, and prioritizing family. Tune in for a great conversation about how to balance life and running a startup!
Tune into today’s episode of The Daily Bolster as David Shapiro, Managing Partner at Blue Ivy Ventures, shares his top advice for founders. 💰 Align your business with the proper sources of capital📖 Get proper corporate governance early on🔍 Focus on the problem, not just the solution
Today on the podcast, Matt welcomes Puja Agrawal to discuss navigating turbulent times as a CEO. Tune in to find out why Puja views periods of uncertainty as opportunities—and how to make the most of them.
We’re welcoming Jenny Lawton to The Daily Bolster! Jenny is an experienced operating executive and a Bolster alum, currently focused on supporting early-stage entrepreneurs. Today, she’s sharing the surprising piece of advice she gives over and over. Don’t miss this valuable 4-minute episode!
Tune in as Matt welcomes Julie Bernard back to The Daily Bolster! Julie is an independent board member, advisor, and career CMO. Today, she’s sharing three of the most impactful pieces of advice she’s received.
Today we’re welcoming Danny Shader to the podcast. Danny is a multi-time tech founder and is currently the CEO of PayNearMe. Tune in as he shares advice on how CEOs can keep their leadership teams focused and unified.
In this episode, Matt interviews Laura Mather about her career as a multi-time founder, independent board director, and startup advisor. Tune in as they talk about Laura’s first job at the NSA, her time at Encyclopedia Britannica, founding a cyber-security company with her husband, hiring diverse teams, and more.
You’ve heard about the benefits of executive coaching, but do you know how to find the right coach for your needs?Today on The Daily Bolster, Jessica Wolf shares three questions to ask when interviewing prospective coaches. Jessica is the co-founder and CEO of Skye, a platform that helps leaders achieve their goals with 1-to-1 coaching. Tune in to hear her advice!
In today’s episode of The Daily Bolster, Matt Blumberg interviews Raj Vinnakota, CEO of the Institute for Citizens & Scholars, a nonprofit driving civic engagement in 14 to 24-year-olds. At Bolster, we often encourage clients to consider independent board directors with non-traditional experience. Tune in as Raj and Matt discuss whether serving on a non-profit board can be good preparation for a for-profit board role.
How do you determine which CMO is the best for your leadership team? Today on The Daily Bolster, Mark Friedman, an experienced, data-driven Chief Marketing Officer, shares the top three questions you should ask before hiring a CMO.
Today’s guest, Eric Boggs, joins the podcast to talk about growing a business with minimal capital raised. It’s not necessarily easier or more difficult than building a VC-backed company, he says, but there are different strategies and lessons to learn. Eric is the Founder & CEO at RevBoss, and has spent his career building companies and advising CEOs. Don’t miss the valuable perspective in this episode!
Today on The Daily Bolster, Matt welcomes Jess Hunt, who is an Operating Partner at Long Ridge Equity Partners, an independent board member, and a CEO advisor. They dive deep into her career journey, which started in human paleontology, but quickly transferred to the startup world. Tune in as Jess shares about working with founders, the importance of strong branding, and the ins and outs of talent marketplaces.
The interview process can be an arduous one, and when things finally come down to the top candidates, many leaders are tempted to rush through to the end. John Tincoff of REMUS Capital calls this stage “the last mile,” and in today’s episode, he’s sharing why finishing strong can make or break the success of the hiring process. 
We’re welcoming Jon and Jax Bari back to the podcast! If you missed their last episode, you should know Jax is the youngest founder to appear on The Daily Bolster. The fifth-grader and his dad Jon founded the nonprofit Celiac Journey, raising awareness and advocating for kids with Celiac Disease. Today, they’re sharing three things they look for when interviewing potential leaders. Tune in to find out what they are!
What’s on your to-be-read list? Executive coach George Janson is sharing the top three books he believes CEOs should read. Tune in to find out what they are and why they’re so valuable for leaders.
Today on The Daily Bolster, Henry Ward, CEO of Carta, joins Matt to talk about managing conflict among your leadership team. When decision-makers disagree, he recommends a perspective shift. Don’t ask who’s right—everyone might be right at different times and for different reasons. Instead, reframe the discussion and determine which perspective the business needs at the moment. It’s all about timing.
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Comments (1)

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Jan 15th
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