Today we’re welcoming Rick Gilfillan, who is not only a doctor, CEO, and thought leader in the healthcare space, but also Matt’s father-in-law!Tune in as they talk about Rick’s transition from family doctor to multi-time CEO in the healthcare space. His interest in health policy began before he even went to medical school, and ever since, his career has been focused on finding ways to deliver better care and better outcomes. This is a fascinating episode you don’t want to miss!

Do you need a COO? How do you find the right one for the job? No two COOs are the same—which can make it a confusing role to hire for. Matt and today’s guest, Jess Hunt, both get asked how to hire for this role all the time, so today they’re breaking down their answers. Jess is a senior technology operating executive, board member, and startup advisor. Tune in to learn all about the COO role and how to find the right leader to fill it. 

Establishing a single source of truth can be a challenge when it comes to marketing data. Tune in as Matt Blumberg and Mark Friedman talk about how CEOs and CMOs can get on the same page. Mark is a data-driven CMO with experience at companies like Brooks Brothers, Eddie Bauer, and Steve Madden. This episode is full of practical advice—you don’t want to miss it!

Today’s episode includes the youngest founder we’ve had on the podcast! Fifth grader Jax Bari and his father, Jon, co-founded the nonprofit Celiac Journey, to raise awareness of the pediatric experience of Celiac Disease and push for appropriate food labeling practices.  Tune in to hear them talk about the power of authentic storytelling, Jax’s meeting with the president, and more.

Today on The Daily Bolster, Jen Kodner joins Matt to talk about why CEOs and founders should engage their VC firm’s talent team early and often. Jen is a Talent Partner at DFJ Growth with plenty of prior in-house recruiting experience. Tune in as she walks through the role of the talent team, her process for onboarding founders, one common regret she sees CEOs deal with, and how to avoid it.

Claire Hughes Johnson, a corporate officer at Stripe and author of 'Scaling People,' shares her insights on effective management. She emphasizes the power of clear communication and setting lightweight goals with OKRs to enhance team cohesion. Claire also discusses frameworks for improving team dynamics and the art of expanding leadership teams as companies scale. Furthermore, she highlights the importance of documentation and transparency for preserving organizational memory, ensuring that valuable lessons guide future decisions.

What qualities do you look for when you interview executives? Today, Matt welcomes multi-time founder Todd Sullivan to the podcast to share the green flags he looks for in senior leaders. 

Today, Jeremy Bloom shares his framework for successful goal setting. Jeremy is the founder and CEO of Integrate, an author, a former Olympic athlete, and a former NFL player. Tune in as he shares his advice for deciding on and achieving your goals, navigating transition, and enjoying the journey.

Today on The Daily Bolster, Charles Conn joins Matt to talk about why it’s time to adopt a new, more fluid approach to problem-solving, and what it looks like in practice. Charles is an author, an investor, and the board chair for Patagonia. Don’t miss this valuable episode!

Today, Matt welcomes John Driver, CEO of Lynx Technology, to the podcast. Tune in to hear John’s sports-related mantra for success as an entrepreneur—it’s all about positioning yourself to take advantage when opportunities arise.