HeyJaredTech Deep Dive
Almost $5 trillion dollars are spent on Information Technology (IT) annually. Cut through the hype and learn about the real needs, and problems that IT solves for your enterprise.
- Indexed episodes, last 90 days
- 11
- Latest publication
- Sep 15, 2026
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- Earliest in this view
- Jul 7, 2026
Latest episodes
Playbook: Buy on Purpose (opens the original)
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You didn't choose your cloud provider. You inherited it, from whoever picked the safe option first and called it a decision. In this Playbook, Max Clark, CEO of ITBroker.com, names what that habit actually costs: three decades of consensus defaults, from the dot com era stack to LAMP to AWS's US East 1, and what the buyers who never questioned any of them paid for it, including the 15 hour outage this past October that took down Snapchat, Venmo, and a foreign government's tax site along with the
How to Tell If Anyone Is Actually Managing Your Technology Spend (opens the original)
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You approved your last technology invoice. That doesn't mean anyone checked whether it was right. Tommi Ellis, Channel Director at Intratem, has seen $4,000 a month disappear into a 270-line account nobody thought to question, and audits as large as $1.2 million. This is what actually happens between the contract you signed and the bill you're paying, and why almost nobody catches the gap. Somebody on your team approved a technology invoice this month. Odds are nobody actually checked it against
How to Tell If Your MDR Provider Will Actually Stop an Attack (opens the original)
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You're paying an MDR provider to protect you. Most of them will alert you and wait for someone else to act. This conversation names the one question that tells you which one you actually bought. Know the answer before it's 2am and someone's waiting on you to decide. You signed a contract for managed detection and response. You assumed that meant somebody would step in and stop an attack while it was happening. For a lot of MDR providers, what you actually bought is guided remediation. They find
Playbook: Cloud Cost Ownership (opens the original)
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A VP spent weeks building a plan to cut an eight figure cloud bill. He walked into one meeting with engineering. Three words killed it: not my KPI. The bill lands on whoever gets handed the mandate to cut it, but the authority to actually change it sits with someone else entirely, usually engineering, whose time is already spoken for by other priorities. A FinOps platform will find you the free money, orphaned resources, idle instances, the stuff nobody has to defend. It won't touch the savings
Playbook: Finding the Truth When Everyone Is Lying (opens the original)
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Every vendor stretches the truth somewhere in your sales process, and most buyers respond to all of it the same way, forgiving everything or torching a good deal over nothing. In this Playbook, Max Clark sorts vendor lies into three categories, a harmless stretch, one rep's invented promise, and a lie the whole company stands behind, and gives a different response for each. Then he turns the mirror on buyers, the shopped quote, the invented deadline, the fake executive sponsorship, because buyer
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