πŸ“Š Strategy

IT strategy, digital transformation, leadership and change management for the modern workplace.

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πŸ“Š Strategy
The graceful choreography of supporting people across the globe
Good IT support across time zones isn't about having people everywhere. It's about knowing how to work together thoughtfully.
4 min read
πŸ“Š Strategy
When support gets closer to the work
Shift left strategies are changing how organizations think about helping people, and the results feel genuinely different.
4 min read
πŸ“Š Strategy
What happens when self-service actually works
Enterprise IT is quietly building something that lets people help themselves, and it's changing how we think about support.
4 min read
πŸ“Š Strategy
The quiet art of making things a little better, over and over
IT organizations are discovering that continual service improvement works best when it's woven into how teams actually work, not layered on top.
4 min read
πŸ“Š Strategy
What service desk metrics really matter right now
Organizations are thinking differently about what success looks like when you're supporting thousands of people every single day.
4 min read
πŸ“Š Strategy
What happens when vendors actually listen first
The strongest vendor partnerships start with genuine curiosity about what your organization actually needs.
4 min read
πŸ“Š Strategy
When a technology partnership actually grows up with you
The best vendor relationships aren't the ones that start perfectly. They're the ones that get better because both sides are genuinely paying attention.
4 min read
πŸ“Š Strategy
When selling becomes listening
The best digital workplace teams have quietly moved from pitching solutions to understanding what people actually need.
4 min read
πŸ“Š Strategy
What good management actually costs versus what bad management actually costs
The real conversation isn't whether good management is expensive. It's what you're already paying for the alternative.
4 min read
πŸ“Š Strategy
When the Budget Meeting and the Help Desk Agree on Something
There's a quiet alignment happening in how organizations think about their people, and it's worth paying attention to.
4 min read
πŸ“Š Strategy
The Quiet Work of Earning Your Trust, Year After Year
Some technology vendors are building something rarer than innovation: the kind of steady, genuine trust that shapes how organizations actually work.
4 min read
πŸ“Š Strategy
When a vendor becomes part of your team
There's something worth understanding about the difference between someone who sells you something and someone who cares whether it actually works.
4 min read
πŸ“Š Strategy
The difference between consulting that lands and consulting that just visits
Good IT consulting isn't about bringing answers. It's about understanding what the organization is actually trying to become.
4 min read
πŸ“Š Strategy
What your technology partners are actually listening for
The best partnerships right now are built on something simpler and more human than most people expect.
4 min read
πŸ“Š Strategy
Service desk teams are becoming the connective tissue of digital work
When service desk stops being purely reactive and starts shaping how people work, something genuinely interesting happens.
4 min read
πŸ“Š Strategy
What happens when people actually enjoy their workday
The connection between employee experience and business performance isn't complicatedβ€”it's just real.
4 min read
πŸ“Š Strategy
What Happens When Everyone Actually Understands What You're Trying to Do
Clear communication in technology leadership isn't a nice-to-have. It's the foundation of everything that works.
4 min read
πŸ“Š Strategy
The thing nobody mentions about prioritizing employee experience
Employee experience became a leadership priority the moment IT stopped being the only department that could deliver it.
4 min read
πŸ“Š Strategy
The IT Department That Stopped Counting Tickets
Something quiet is shifting in how IT measures success. And it's revealing something uncomfortable about what IT has actually been optimizing for.
5 min read
πŸ“Š Strategy
Vendor relationships got weird, and nobody's quite sure how to fix it
The partnership model that worked for years just stopped working. Now everyone's figuring out what comes next.
5 min read
πŸ“Š Strategy
The exhausting math of tool proliferation
Every new tool promises to solve something. Most organizations end up solving the same problems across five different platforms instead.
5 min read
πŸ“Š Strategy
The Workplace Tech That Actually Stuck Around
Some tools your organization invested in five years ago are still running everything. Others disappeared so quietly nobody remembers buying them.
5 min read
πŸ“Š Strategy
The Help Desk Credibility Problem Nobody Talks About
Why service providers struggle to get taken seriously by the people who actually make decisions, and what actually moves the needle.
5 min read
πŸ“Š Strategy
The math that doesn't add up: cutting senior staff to boost margins
Digital workplace services are learning an expensive lesson about what happens when you optimize for profit instead of delivery.
5 min read
πŸ“Š Strategy
Why Your Organization Suddenly Cares About How Information Actually Works
Knowledge management had a rough decade. Now organizations are quietly realizing that letting information drift is more expensive than building real systems for it.
5 min read
πŸ“Š Strategy
When Digital Workplace Teams Optimize Themselves Into a Corner
Cost cutting and operational efficiency are reasonable goals. The problem comes when they become the only goals that matter.
5 min read
πŸ“Š Strategy
The Account Manager Nobody Wants to Pay For Is the One Everyone Actually Needs
Organizations treat relationship management like a line item to trim. Then they wonder why their digital workplace feels transactional.
5 min read
πŸ“Š Strategy
When vendors optimize for everything except the people actually using their product
A vendor chasing quarterly targets by cutting costs and reshuffling teams internally isn't solving a problem. They're just making their own problem someone else's.
5 min read
πŸ“Š Strategy
The quiet retreat from digital transformation
Companies are pulling back on the big digital pushes they announced with such confidence. Nobody's calling a press conference about it.
5 min read
πŸ“Š Strategy
Why C-suite conversations always feel like you're speaking different languages
The IT leaders who actually get heard aren't the ones who talk louder about technology. They've figured out something else entirely.
5 min read
πŸ“Š Strategy
Middle managers are quietly becoming the gatekeepers of digital workplace success
They're not the ones designing the tools or using them most. But watch what happens when they're not on board.
5 min read
πŸ“Š Strategy
Deflection Rate Was Never Designed to Measure Whether Anyone Got Helped
It measures something else entirely. And we've built an entire industry around optimizing the wrong thing.
5 min read
πŸ“Š Strategy
The Email Paradox: When Your Vendor Stops Writing Back
Strong vendor relationships aren't built on communication volume. They're built on the kind of clarity that makes constant back-and-forth unnecessary.
5 min read
πŸ“Š Strategy
Vendor lock-in is a five-year plan, not a trap door
Nobody wakes up deciding to lock customers in. They just make a series of sensible architectural choices that happen to make leaving very expensive.
5 min read
πŸ“Š Strategy
When shadow IT isn't rebellion, it's just a quiet exit
Employees aren't adopting unauthorized tools to break rules. They're adopting them because the official tools stopped working for them.
5 min read
πŸ“Š Strategy
The Year Two Problem Nobody Talks About
Contract renewals feel like a win until month thirteen, when the whole dynamic quietly shifts.
5 min read
πŸ“Š Strategy
When Your Vendor Becomes the Problem (And You're the One Causing It)
Some vendor relationships die not because the vendor is bad, but because one side stopped treating it like a partnership and started treating it like a vending machine.
5 min read
πŸ“Š Strategy
Why the RFP Makes Everyone Worse at Their Job
The process is designed to reward how well you write about doing something, not how well you actually do it. And somehow we're all just accepting that tradeoff.
5 min read
πŸ“Š Strategy
Why Your Knowledge Base Search Feels Like It's Broken (Even When It Isn't)
Search relevance problems aren't about indexing. They're about the messy reality of how people actually ask for help.
5 min read
πŸ“Š Strategy
When Your Service Desk Vendor Stops Acting Like a Vendor
SLAs measure tickets closed. Partnerships measure problems that never needed tickets in the first place. The shift is harder than it sounds.
5 min read
πŸ“Š Strategy
Knowledge-Centered Service Sounds Great Until You Actually Try It
There's a gap between what KCS promises and what happens when a team actually sits down to build it. Let's talk about that gap.
5 min read
πŸ“Š Strategy
Why Your Contact Center Keeps Optimizing the Wrong Metric
Average handle time looks clean and measurable. It's also basically guaranteed to make your operation worse in ways that take months to notice.
5 min read
πŸ“Š Strategy
The First Call Resolution Trap
Everyone tracks it, teams optimize for it, and it's probably making your support worse in ways you can't see.
5 min read
πŸ“Š Strategy
The Vendor Consolidation Thing That's Actually Happening in IT Right Now
IT teams are quietly getting serious about cutting their vendor lists. Here's what's driving it and why it matters more than it sounds.
5 min read
πŸ“Š Strategy
The Promotion Gap Nobody Talks About in IT Leadership
Some IT leaders plateau while others keep climbing. The difference isn't what you'd expect.
5 min read
πŸ“Š Strategy
Why executives say yes to digital transformation (and why it has almost nothing to do with the business case)
The thing that actually moves the needle on getting executive buy-in isn't what most people think it is. It's not the ROI spreadsheet.
5 min read
πŸ“Š Strategy
The tool drawer that got too deep
IT leaders are quietly exhausted by the endless stream of new software. It turns out there's a breaking point where more options just means more problems.
5 min read
πŸ“Š Strategy
When Everyone's Measuring Different Things
Companies are defining digital workplace success in wildly different ways. That's making things way more interesting than it sounds.
6 min read
πŸ“Š Strategy
Budgets Are Shifting From Tools to What They Actually Do
IT spending is reorganizing around outcomes instead of individual platforms. It's changing how conversations happen when money gets allocated.
6 min read
πŸ“Š Strategy
When Having Fewer Vendors Actually Feels Like a Win
Companies are consolidating vendor relationships in ways that look counterintuitive at first. There's something interesting shifting here.
6 min read
πŸ“Š Strategy
The Quiet Thing About Change That Actually Sticks
Change management doesn't have to be this dramatic thing. Somewhere between the big rollouts and doing nothing at all, something interesting is happening.
6 min read
πŸ“Š Strategy
The CIO Role Is Getting Splintered
Some organizations are breaking apart what the CIO traditionally does instead of hiring for it as one job. It's an interesting experiment.
6 min read
πŸ“Š Strategy
Why IT Leaders Are Moving Closer to the C-Suite
There's something shifting in how organizations are thinking about where IT sits in the hierarchy, and it says something interesting about what's actually happening in business right now.
6 min read
πŸ“Š Strategy
Why Some Digital Workplace Rollouts Actually Stick Around
Some digital workplace strategies fade after six months. Others become invisible because they just work. What's the actual difference?
6 min read
πŸ“Š Strategy
The Skills Nobody Lists on a Job Description (But Every Good IT Leader Has)
Great IT leaders aren't distinguished by what they know. They're distinguished by what they notice, how they listen, and what they do with ambiguity.
6 min read
πŸ“Š Strategy
Why Manila Has Quietly Become the Service Desk Capital of Asia
Three decades in IT taught me to recognize excellence when I see it. Manila's digital workplace support ecosystem is genuinely exceptional β€” and the reasons might surprise you.
6 min read
πŸ“Š Strategy
Why Your Service Desk Is Your Secret Competitive Advantage (And How to Prove It to Leadership)
The service desk gets no respect until it stops working. Here's how to show executives exactly why it mattersβ€”with numbers they actually care about.
6 min read
πŸ“Š Strategy
Five Skills That Will Keep Digital Workplace Pros Irreplaceable
AI is coming for routine tasks. Here's what humans will do instead, and why the next five years belong to professionals who master these abilities.
6 min read
πŸ“Š Strategy
The Digital Workplace Moment We've Been Waiting For
Two decades of false starts and overhyped solutions have finally converged. The conditions are right, the tools exist, and leadership actually gets it now.
6 min read
πŸ“Š Strategy
Your ITSM Bill Is Lying to You
You know what you're paying for your ITSM platform. You don't know what it's actually costing you. Let's talk about the real numbers.
6 min read
πŸ“Š Strategy
The Permission You Need to Hear: Why Digital Leaders Must Learn to Say No
Your career won't suffer from strategic refusals. It suffers from saying yes to everything. Here's how to decline without damaging your reputation.
6 min read
πŸ“Š Strategy
Stop Building Digital Workplaces Without Talking to Your Service Desk First
Your service desk knows what's actually broken. Ignore them when planning digital transformation and watch your strategy fail spectacularly.
6 min read
πŸ“Š Strategy
Stop Siloing Your Support: Why Your Service Desk, Field Teams, and Infrastructure Need to Act Like One Organization
Most IT organizations treat service desk, field services, and backend support as separate kingdoms. That's why your customers wait for answers that nobody has.
6 min read
πŸ“Š Strategy
Stop Being the Reason Your Service Desk Fears AI: A Practical Guide for Outsourcers
Your customers aren't scared of AI. They're scared of you screwing up their service desk. Here's how to change that narrative.
6 min read
πŸ“Š Strategy
The Service Desk Discount Trap: Why Cheap Isn't a Business Strategy
Outsourcers built on rock-bottom pricing rarely survive client scrutiny. Here's why analytics and relationships trump cost-cutting as a long-term play.
7 min read
πŸ“Š Strategy
Stop Chasing the Shiny Thing: Why Your Outsourcer's Relationship Skills Matter More Than Their Tech Stack
After 30 years, I can tell you the vendors with the strongest client relationships win. Not the cheapest ones. Not the ones with the fanciest AI. The ones who actually listen.
6 min read
πŸ“Š Strategy
The Case for Keeping Humans at Your Service Desk (And Why That's Not Backwards Thinking)
AI service desks are trendy, but plenty of smart companies are doubling down on human teams. Here's why that's actually the right call.
6 min read
πŸ“Š Strategy
Your Retail and Manufacturing Data Is Screaming for Help. Are You Listening?
Incident and request data holds goldmines of insight. Most retail and manufacturing leaders just don't know where to dig.
6 min read
πŸ“Š Strategy
Stop Using Erlang Like It's 1995: How AI Changes Workforce Modeling
Erlang formulas still work, but AI gives you the real story. Here's how to modernize your service desk staffing.
7 min read