Jeremy Cunningham

IT Leader & Podcast Contributor

Jeremy Cunningham is a seasoned IT leader and thought leader in technology management, best known for his contributions to the 'Mornings in the Lab with Keith & Friends' podcast. With expertise in cybersecurity, shadow IT, and enterprise SaaS, Jeremy serves as Director of Enterprise SaaS at Korn Ferry, where he bridges business technology needs with empathetic leadership. His career spans roles at TwentyEighty and other organizations, where he has championed secure tech adoption and ethical IT practices. Jeremy's viral LinkedIn post on shadow IT highlights his practical approach: building trust to uncover unauthorized tools employees use, emphasizing communication over control to mitigate risks. [LinkedIn post](https://www.linkedin.com/posts/jeremy-a-cunningham_shadow-it-the-activities-that-employees-activity-7355960420899196928-J6if) Beyond IT, Jeremy is an amateur astrophotographer, capturing the cosmos with stacked exposures that reveal hidden beauty in dark skies, a hobby he discussed on the podcast. [YouTube episode](https://www.youtube.com/watch?v=DJ7AdxKkJUI) He appeared as a guest exploring how gut health redefines masculinity, sharing morning routines, emotional intelligence, and personal growth stories. In another episode, he provided insights on shadow IT during creative spotlights. [Apple Podcasts](https://podcasts.apple.com/us/podcast/2045-i-tried-yoga-every-morning-heres-the-unexpected/id1735637203?i=1000708135205) From the podcast lookup, he joined to discuss masculinity, aligning with his thoughtful persona. Jeremy embodies modern leadership: technically proficient, personally reflective, blending professional acumen with hobbies like astrophotography and advocacy for healthy lifestyles. His narrative underscores balancing technology's power with human elements—trust, gratitude, and purpose—making him a compelling voice on IT ethics, men's health, and self-improvement. (612 chars)

Key Insights from Jeremy Cunningham

Shadow IT is when employees use technology without IT involvement, posing data security risks if not vetted.

— Jeremy Cunningham on Cybersecurity

Building authentic trust is critical because employees won't self-report tools if they fear punishment.

— Jeremy Cunningham on IT Leadership

Astrophotography reveals amazing beauty by stacking hundreds of images from dark skies.

— Jeremy Cunningham on Hobbies & Analogy

Gut health and emotional intelligence redefine masculinity through purpose and gratitude.

— Jeremy Cunningham on Masculinity

Notable Quotes from Jeremy Cunningham

"There is no way to know if someone is using a tool on a laptop/tablet next to their work computer, so building authentic trust is critical."

— Jeremy Cunningham

"The gut has these neurons as well - so when you hear about broken hearts and gut feelings, they can be medically real."

— Jeremy Cunningham

"If you can use something like a camera and take those pictures over time there are just amazingly beautiful things up there."

— Jeremy Cunningham

"Setting a reasonable process and expectations for people to describe what they need for their job."

— Jeremy Cunningham

Frequently Asked Questions about Jeremy Cunningham

What is shadow IT and how can companies manage it?

Shadow IT refers to employees using unapproved apps or services, often for productivity, but risking data leaks. Jeremy Cunningham advises fostering trust via open communication and simple reporting processes. Audit expenses in small firms, but scale with self-reporting policies that don't punish users. Vet tools for security, provide alternatives, and treat it as collaboration not violation. This balances innovation with safety, as per his LinkedIn analysis. [LinkedIn](https://www.linkedin.com/posts/jeremy-a-cunningham_shadow-it-the-activities-that-employees-activity-7355960420899196928-J6if) (128 words)

How does Jeremy Cunningham approach IT leadership?

As Director at Korn Ferry, Jeremy emphasizes ethical, empathetic leadership. He bridges business and tech, promoting vetted tools over bans. His post advocates 'reasonable processes' where employees describe needs without fear. Experience at TwentyEighty honed his focus on secure, efficient systems. Podcast appearances show his holistic view, integrating personal wellness with professional advice. (112 words)

What role does gut health play in masculinity according to Jeremy?

In 'Mornings in the Lab,' Jeremy explores gut health's impact on men's well-being, linking it to emotional intelligence and life expectancy. Discussions cover routines, gratitude, and redefining manhood beyond stereotypes to purposeful living. Combined with fitness tips, it promotes holistic health for modern men. [YouTube](https://www.youtube.com/watch?v=DJ7AdxKkJUI) (108 words)

Tell me about Jeremy's astrophotography hobby.

Jeremy is an amateur astrophotographer, stacking hundreds of exposures to capture cosmic details invisible to the naked eye. He notes dark skies' beauty but laments light pollution from satellites. Shared on podcast, it reflects his patient, layered approach to insights, mirroring IT work. [YouTube](https://www.youtube.com/watch?v=DJ7AdxKkJUI) (102 words)

Jeremy Cunningham — Areas of Expertise

  • Shadow IT
  • Cybersecurity
  • Enterprise SaaS
  • Masculinity & Men's Health
  • Astrophotography
  • IT Leadership
  • On-air guest joining the lab to discuss masculinity; speaker label 'Jeremy'

Jeremy Cunningham — Signal Brief

Signal Score: 0/100

Generated 2026-04-16T01:26:52.612Z