

Heavy Strategy
Packet Pushers
From technology to workplace culture, from geopolitical trends to economics, Heavy Strategy debates pivotal questions in enterprise IT. Hosts Johna Till Johnson & John Burke bring their technical expertise, analytical acumen, and contrasting viewpoints to discuss complex topics of interest to IT leaders. Frequently irreverent and always thought-provoking, these are the conversations you wish you could have at the leadership table. Tune in and join the think tank, where unanswered questions are better than unquestioned answers.
Episodes
Mentioned books

Aug 13, 2024 • 38min
HS080: Top Mistakes In Developing and Executing Technology Strategies
To borrow a phrase first used in a military context, no tech strategy survives its first contact with real users. Today’s Heavy Strategy explores common mistakes executives make when developing and executing a technology plan. They include poor communication, making assumptions, not understanding a system’s architecture or dependencies, and more. Co-hosts Johna and Jerry draw... Read more »

Jul 30, 2024 • 23min
HS079: Big Rock, Best-in-Breed, or Ecosystem: What’s the Best Vendor Procurement Strategy?
When choosing vendors, what strategy should you employ: big rock, best-in-breed, or ecosystem? The big rock approach consolidates vendor relationships around a few strategic partners. Best-in-breed focuses on selecting top solutions from various vendors. The ecosystem model combines elements of both. Today’s conversation explores all three models and also highlights the importance of integration, the... Read more »

Jul 23, 2024 • 30min
HS078: Is It Time To Dump Microsoft?
Should enterprises ditch Microsoft because of security concerns? Microsoft’s numerous vulnerabilities and questionable responses make it a significant risk for continued use. At the same time, Microsoft’s strong integration and utility in enterprise environments make it attractive for continued use. Johna Till Johnson and John Burke debate. They also weigh considerations including the challenges of... Read more »

Jul 2, 2024 • 30min
HS077: Should IT Lead or Follow?
The evolving role of IT in business is the topic of lively discussion between co-hosts Johna Johnson and John Burke. Johna argues that IT should align with business goals, acting as an executive assistant, while John believes IT should take a proactive leadership role, driving innovation and framing business problems. They explore the challenges IT... Read more »

14 snips
Jun 25, 2024 • 38min
HS076: Greg’s Finale
This is Greg’s last Heavy Strategy episode before he heads off to retirement. He gives us his final pieces of career and life advice, opinions on private equity, and a Cookie Monster quote. We also briefly introduce John Burke, the new Heavy Strategy co-host. Farewell, Greg. Thank you for all the great debates. Episode Transcript... Read more »

Jun 18, 2024 • 34min
HS075: How to Ask Questions
Asking questions is a critical skill whether you’re an outside consultant or on an internal IT team. In today’s episode, Greg and Johna review what kind of questions to ask and how to ask them. They discuss the ‘Five Whys,’ identifying points of invariance, discovering unknown unknowns, and watching out for landmines. They also cover... Read more »

Jun 4, 2024 • 32min
HS074: Geek Speak to Biz Talk
To be an effective technologist in a corporation, your efforts need to be aligned with the business strategy of your organization. In today’s episode, Johna and Greg show you how to do this, even if your organization has no written business strategy. They explain how to “read the tea leaves” to tell if your organization... Read more »

May 28, 2024 • 45min
HS073: Failure and Resilience
Firing the wrong person, mistakenly rebooting core switches in a massive network, not passing the CCIE exam– today we talk all about failure. For this conversation, we’re joined by fellow Packet Pushers Kyler Middleton and Ned Bellavance, hosts of the Day Two Cloud podcast. We swap stories, discuss response and prevention, and talk about accountability,... Read more »

May 21, 2024 • 36min
HS072: Making Distributed Work Successful
Don’t call it remote work. Today Johna and Greg dive into distributed work– the future where there is no office vs. remote, there are just asynchronistic workers and their computer screens. Leaders have to move beyond “management by walking around” or “onboarding by shadowing.” They need to carefully select their ecosystem of tools (and tools... Read more »

May 7, 2024 • 40min
HS071: The Real Numbers Behind the Return To Office Myths
Why are some executives still insisting on Return to Office policies? Does it improve culture and productivity like they swear? Or is it more about the devaluing of a massive asset on their books: Commercial real estate. If the value of commercial real estate drops, companies have less to leverage for loans and– perhaps more... Read more »


