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The Daily Bolster

Latest episodes

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Feb 15, 2024 • 7min

Lessons Learned as a Multi-Time CEO with Scott Petry

Today on The Daily Bolster, Matt welcomes Scott Petry, and they discuss what it’s like to be a multi-time CEO. Scott talks about how his first experience as CEO differed from his second time around, and he shares what was easier, along with the lessons he learned and carried forward in his career. 
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Feb 14, 2024 • 7min

Balancing a Core Business with Product Innovation with Fayez Mohamood

Doing two things at once can get complicated. How do you efficiently prioritize resources while also pursuing new opportunities? Today on the podcast, Matt chats with Fayez Mohamood, founder and CEO of Bluecore, about how to balance product innovation with the core business. You won’t want to miss the advice in the episode!
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Feb 13, 2024 • 8min

The Trick to Hiring Top Sales Talent with Jessica Schultz

Today on The Daily Bolster, Matt welcomes Jessica Schultz, the founder and CEO of Amplify Group. Tune in as Jessica shares her top three tips for hiring top sales talent—something she says startups often get wrong. 
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Feb 12, 2024 • 5min

Managing Communication with Your Board with Matt Glotzbach

Your board is a strategic asset. Are you maximizing its value? Effective communication is key to setting yourself up for success. Today on the podcast, Matt Blumberg and Matt Glotzbach, former CEO of Quizlet, discuss strategies CEOs can use to get the most out of the board.
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Feb 9, 2024 • 39min

Deep Dive with Jeremy Swift

Today on The Daily Bolster, Matt welcomes Jeremy Swift, co-founder and CEO of Cordial. Jeremy’s career began in a dorm room, where, inspired by the rising activity around the internet, he and his friends started the email platform BlueHornet. Several leaders now on the Cordial team came from BlueHornet, and Jeremy talks about the importance of trust in building the company. He and Matt also discuss scaling a team, how being a second-time founder worked to his advantage, the knowledge gaps that still needed to be filled, and the value of humility.This is a fantastic episode you won’t want to miss!
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Feb 8, 2024 • 7min

Recognizing How You Show Up as a Leader with Stephen Shedletzky

Today’s guest is speaker, leadership coach, advisor, and author Stephen Shedletzky. He’s here to discuss the idea behind his latest book, Speak Up Culture: When Leaders Truly Listen, People Step Up. Tune in for this value-packed conversation about self-awareness, teamwork, and honest feedback. 
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Feb 7, 2024 • 5min

Key Questions for Every Interview with Charles Bonello

What are your go-to interview questions for executive candidates? Today, Charles Bonello joins Matt to share the two questions he always asks potential leaders. Tune in to find out what they are!Charles is the co-founder and CEO of Vivvi, which is working to make exceptional childcare and learning opportunities accessible and affordable to working families by partnering with employers. 
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Feb 6, 2024 • 4min

The Case for Being a People-First Business with Janis Machala

Tune in to today’s episode, where Matt welcomes renowned executive coach Janis Machala to talk about their shared dedication to a people-first approach to business. Matt and Janis discuss why it’s important to share values, how behavioral interviews can help you find the right people, and what it means to operationalize your values. Don’t miss this episode! Listeners learn how prioritizing people in your organization leads to business success.
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Feb 5, 2024 • 4min

Top Advice for CEOs Thinking About an Exit with Todd Sullivan

Today, we’re joined by Todd Sullivan, who is a multi-time founder and the CEO of Exitwise. He’s sharing his advice for founders and CEOs who are considering an exit. Tune in to find out who you need on your team, and how the right people can make your exit more successful.
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Feb 2, 2024 • 43min

Deep Dive with Jonathan Shapiro

In today’s deep dive episode, Matt interviews CEO coach and multi-time CEO Jonathan Shapiro. They chat about his career, from bringing comics onto the internet at United Media to becoming a CEO, and then making the move into executive coaching. Tune in to hear Jonathan share the lessons he learned about management and good leadership that changed his career.

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