Episodes
Betting on yourself, overcoming obstacles, and mission-driven compani…
In this episode, Callan’s guest is Jen Lyttle, VP of Sales at Aunt Flow. Before Aunt Flow, Jen was the Director of Sales at Ascend Innovations. Join them as they discuss how Jen bet on herself throughout her career, overcame ...
Pivoting your business, narrowing your focus, and solving problems wi…
In this episode, Callan’s guest is Brian Zuercher, CEO at Align. Before Align, Brian was CEO and Co-founder of Seen, which was acquired by ICX media in 2018. Join them as they discuss how Brian completely pivoted his business...
Leadership lessons, personal worth vs. net worth, and exiting 3 compa…
In this episode, Callan’s guest is Jamie Ahern, CEO at CarmaCare. Before CarmaCare, Jamie was COO of Kin Insurance and VP of Growth at LiveWatch. Join them as they discuss the importance of feedback, the power of coachability...
Building a career in insurance, being a lifelong student, and taking …
In this episode, Callan’s guest is Rich Stamets, Senior Vice President of Business Development at Arch Insurance Group. Before Arch, Rich was SVP of Business Development at Thimble and Head of Underwriting at Attune Insurance...
The importance of taking a step back, knowing your value, and asking …
In this episode, Callan's guest is Will Fuentes. Founder at Maestro Group. Before Maestro Group, Will was the Director of Solutions Marketing at Revionics and founded Lemur Retail. Join them as they discuss the importance of ...
Hitting aggressive growth goals, transitioning from a large company t…
In this episode, Callan's guest is Chris Ritchie, Managing Partner at Integrity Power Search. Before Integrity Power Seach, Chris was the COO of Finite State and Head of Sales at Olive. Join them as they discuss the challenge...
Leading by example, transitioning from bootstrapped to venture-backed…
In this episode, Callan's guest is Zack Yurch, Head of Revenue at Semsee. Before Semsee, Zack was the Director of New Business at Forge3. Join them as they discuss transitioning from a bootstrapped company to a venture-backed...
Being comfortable with uncertainty, narrowing your customer focus, an…
In this episode, Callan's guest is Jeremy Ruch, Founder and CEO of Bandalier. Before Bandalier, Jeremy was the Head of Sales at Bond Street. Join them as they discuss starting a company from scratch, the importance of spendin...
Using a rubric for your next career move, shifting from startups to l…
How do you use strategic planning to align your company to a shared vision? Find out how Dan used Rockefeller Habits to drive clarity and focus at the company he founded.
Demystifying entrepreneurship, working “on” the business, and product…
How do you remove yourself from working “in” the business and start working “on” the business? Find out Sam followed the pain and used core values to remove himself from working “in” the business.
The importance of empathy in leadership, exiting two companies, and m…
Why is empathy important for a leader? Find out how Margeaux used empathy to make better decisions in her company.
Founding a tech company in college, standing out to get your dream jo…
How do you separate yourself when applying for a competitive position? Find out how Matt used a personal pitch deck to get his first job in venture capital.
Deciding to go to business school, changing careers, and selling 2 bu…
How do you evaluate a career change? Find out how Ido processed this transition and what tips he has for others in a similar situation.
What makes a good business partner, first enterprise client, and sell…
What makes a good business partner? Find out how the right business partner can make all the difference to the success of your business.
Understanding your buyer, being relational vs. transactional, and rem…
How does having empathy make you a better recruiter? Find out how and what candidates can do to stand out from the pack.
Creating a solution as a team, managing managers, and tailoring your …
What does it mean to build a solution as a team? Find out what it means, why it's important, and what the consequences are of not doing it.
Exiting three companies, moving from individual contributor to leader…
What does it mean to tell a story with numbers? Find out why it’s key to understand this as a technology executive.