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The IT market is built for sellers.
After 200+ episodes of Tech Deep Dive, one pattern kept showing up. The technology wasn't the hard part. The decision was.
What got approved. What finance pushed back on. What vendors didn't say. What broke after the contract was signed.
This is where the focus shifts — from the technology itself to the decisions behind it and what actually happens once you sign.
Each episode is a real conversation with someone who's lived inside a real enterprise tech decision. Not the polished version. The actual version. What got missed. And what they'd do differently.
This is Signed. Buy tech without regret.
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New episodes weekly → itbroker.com/podcast
Book an intro call → itbroker.com/contact
Follow → @itbrokerdotcom
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Topics covered: enterprise technology procurement, vendor selection, IT contract negotiation, SaaS renewals, cloud migration, cybersecurity, compliance mandates, M&A due diligence, CFO conversations, IT leadership
─────────────────────────────
Previously Tech Deep Dive — same feed, new name.
After 200+ episodes of Tech Deep Dive, one pattern kept showing up. The technology wasn't the hard part. The decision was.
What got approved. What finance pushed back on. What vendors didn't say. What broke after the contract was signed.
This is where the focus shifts — from the technology itself to the decisions behind it and what actually happens once you sign.
Each episode is a real conversation with someone who's lived inside a real enterprise tech decision. Not the polished version. The actual version. What got missed. And what they'd do differently.
This is Signed. Buy tech without regret.
─────────────────────────────
New episodes weekly → itbroker.com/podcast
Book an intro call → itbroker.com/contact
Follow → @itbrokerdotcom
─────────────────────────────
Topics covered: enterprise technology procurement, vendor selection, IT contract negotiation, SaaS renewals, cloud migration, cybersecurity, compliance mandates, M&A due diligence, CFO conversations, IT leadership
─────────────────────────────
Previously Tech Deep Dive — same feed, new name.
Full Transcript
Creators and Guests
What is Signed?
The IT market is built for sellers, not buyers.
That's why 80% of tech buyers regret their last major purchase. Deals take longer than they should. Teams get locked into platforms that don't fit, contracts they can't escape, and vendors they wouldn't choose again. The pitches, demos, and analyst reports are built to close deals, not help buyers make the right one.
Signed is the podcast for the buyers. Host Max Clark, CEO of ITBroker.com, talks with CIOs, CFOs, operators, and founders who've lived inside real enterprise tech deals — the ones who can explain what actually determined whether the deal worked.
Plus weekly Playbooks breaking down the moments that matter most: renewals, M&A, compliance mandates, office moves, budget cuts, and the specific plays that separate buyers who get it right from those who regret it.
If you're responsible for choosing, negotiating, or living with the consequences of enterprise technology, this show is for you.
New episodes weekly. An ITBroker.com podcast.
Max Clark (00:00)
80 % of tech buyers regret their last major purchase.
That's not a buyer problem, that's a market problem. The IT market is built for sellers. The pitches, the demos, the analyst reports, the procurement gauntlet, all of it is designed around closing deals, not helping buyers make the right one. You show up to buy technology and the people who are supposed to help you are the people trying to sell you. I'm Max Clark, CEO of ITBroker.com.
For five years, I've hosted a show called Tech Deep Dive. We've published 202 episodes, wide ranging, nerdy in the best way, and thank you if you've been along for the ride.
One thing kept surfacing in every conversation I had. The real story was never the technology. The real story was what happened around the signature. Who fought for the deal internally, what finance needed to see, were legal pushback, which vendor over-promised, which one delivered, and what the buyer wished they'd known before they signed. So the show is evolving. It's still me hosting. I'm still having honest conversations, just with a new name. This is Signed, the podcast for buyers in a market built for sellers.
Here's what that looks like in practice. Every week, I sit with someone who's lived inside a real enterprise tech deal. Not a keynote version of it, the actual version. What the needs were, what the board asked, what happened internally, what the vendor hid, pitfalls in the implementation, what broke in year two, what they do differently.
There's also playbooks.
These are short, around to 20 minutes, just me breaking down one specific moment that matters. The contract you're about to sign, the renewal you're staring down, the compliance mandate that just rewrote your vendor list, the &A diligence with a ticking clock, the office move that's about to cost you more than you think. What you won't hear on this show is vendor marketing. You won't hear adjectives. You won't hear disruptive or transformative or next generation. You'll hear the specifics of how enterprise technology actually gets bought from the people who've done it.
Because the truth is the IT market isn't going to fix itself. It's built for sellers and it's going to stay that way. But you can learn how it works. You can learn who to listen to. You can learn what to ask. And you can buy tech without regret. That's what this show is for. The first guest episode drops this week. If you're already subscribed, you don't have to do anything. Same feed, same place you've been listening or watching. Just a new name. If you're new, welcome. I'm Max Clark. This is Signed. Let's go.