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!

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.

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 company’s culture and ensuring all disciplines have an equal voice.

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.

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 makes becoming a CEO a compelling move.

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.

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.

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.

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.

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.