AGL 471: Mike Krupit

About Mike

Mike founded Trajectify in 2013 to focus on coaching entrepreneurs of young companies and small businesses. He is the veteran of eight diverse startups, both East and West Coast, and has been a fixture in the booms and busts of the last 30 years.

He was a young software geek that grew from CTO to COO to CEO as he developed his strong sense of leadership. Mike honed his management skills with the young companies as they became successful exits and mature businesses, including three IPOs and a bunch of mergers and acquisitions.

His passion to partner with and learn from great visionaries helped start and operate some diverse (and pretty cool) businesses. He co-founded healthy food company (Real Food Works). He co-founded a business incubator (Novotorium). He developed the e-commerce technology and operations at online music pioneer, CDNOW, was part of taking the company public, later becoming CDNOW’s CEO and improved the bottom line by $40M with revenues of $150M.

Mike helped turn around a 15 year old telecommunications company, doubling revenues to $25M. He spent a decade in Silicon Valley where he helped build Verity (a pioneer in search engines, IPO and sold to Autonomy/HP) and KnowledgeSet (one of the first companies to put data on a CD). In the Northeast, Mike worked with Infonautics (a pioneer in online information services, that also produced a bunch of great entrepreneurs and patents), and Knite, a spin-out from Princeton University to commercialize an innovation to the spark plug.


Today We Talked About

  • Mike’s background
  • Software Geek
  • CTO to COO
  • COO to CEO
  • Leadership Skill are transferable
  • People Skills
  • wrong people, wrong seats
  • Learning leadership skills
  • advisory vs. coaching
  • quarterly planning

Connect with Mike


Leave me a tip $
Click here to Donate to the show


I hope you enjoyed this show, please head over to Apple Podcasts and subscribe and leave me a rating and review, even one sentence will help spread the word.  Thanks again!

May 29, 2026
Mike_Krupit

AGL 471: Mike Krupit

About Mike Mike founded Trajectify in 2013 to focus on coaching entrepreneurs of young companies and small businesses. He is the veteran of eight diverse startups, both East and West Coast, and has been a fixture in the booms and busts of the last 30 years. He was a young software geek that grew from CTO to COO to CEO as he developed his strong sense of leadership. Mike honed his management skills with the young companies as they became successful exits and mature businesses, including three IPOs and a bunch of mergers and acquisitions. His passion to partner with […]
May 22, 2026
Karina Mangu-Ward

AGL 470: Karina Mangu-Ward

About Karina Karina has a decade of experience partnering with leading nonprofits, foundations, city agencies, and community stakeholders. At August, Karina is an organizational design consultant who helps nurture more creative, self-managing and productive teams. She’s partnered with New York City’s Department of Education, Sundance Institute, Planned Parenthood, PepsiCo and Chanel. Prior to joining August, she worked for 10 years with nonprofits, foundations, government agencies, and community networks tackling complex organizational and social challenges. Her passion is helping groups navigate ambiguity, gain insight, and unlock highly complex challenges. Today We Talked About Her Background Theater and Psychology Human side of […]
May 15, 2026

AGL 469: Fred Marshall

About Fred Fred Marshall has spent decades helping companies like Apple, Pfizer, and Genentech navigate moments of rapid transformation. As founder and CEO of Quantum Learning, Inc., he’s trained more than 130,000 professionals across fourteen countries and helped launch dozens of major bio-pharma brands. His specialty is translating high-pressure change into clear, repeatable performance. In his new book, THRIVE: The Antidote to Future Shock (May 12, 2026), with a forward by Peter Diamandis, Fred argues that the real risk of AI isn’t automation – it’s human overload. Teams aren’t failing because the technology is too complex. They’re struggling because attention, energy, and judgment are […]
May 8, 2026
Dr. Henry Cloud

AGL 468: Dr. Henry Cloud

About Henry Dr. Henry Cloud is a clinical psychologist, leadership expert, and New York Times bestselling author whose books have sold over twenty million copies worldwide. Named by Success magazine as one of the top 25 leaders in the field, his work spans executive coaching, organizational transformation, and personal growth. He holds a BS in psychology from Southern Methodist University and a PhD in clinical psychology from Biola University. He lives in Nashville, Tennessee. Today We Talked About Boundaries with Kids Boundaries for Leaders Necessary Endings Your Desired Future: The Five Essential Steps That Take You Where You Want to […]
May 1, 2026
sabrina-parsons

AGL 467: Sabrina Parsons

About Sabrina  Sabrina Parsons, CEO of Palo Alto Software, would bring a striking perspective to your show. Sabrina has spent years not only innovating (with her team at LivePlan, supporting over a million entrepreneurs globally) but fiercely advocating for women in tech and in leadership. She’s shaped powerful initiatives in Oregon to broaden access to capital and opportunity, and she’s dedicated to democratizing entrepreneurship so every founder gets a fair shot, no matter their background. Her practical approach to strategy, her experience across civic leadership and her candid voice as ForbesWoman’s “MommyCEO” make her a natural fit for conversations on […]
April 24, 2026
Jim-VInes

AGL 466: Jim Vines

About Jim Jim Vines grew up in Alabama, but for the past 25 years he has called New York City his home. His lifelong passion for magic was sparked at the age of 12, when a classmate vanished Jim’s milk money. Jim co-stars in New York City’s #1 family-friendly magic show, the Broadway Magic Hour, now in its second year of performances. Time Out NY rated the show one of the “Best Magic Shows in NYC,” as well as one of the “Best Off Broadway Shows for Kids and Families.” In 2017 Jim won the title of North American Champion […]