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Articles on Technology Strategy

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Your Technology Roadmap Is Already Wrong
Feb 16, 2026
Your Technology Roadmap Is Already Wrong

Your 18-month technology roadmap assumes certainty that doesn't exist. Plan for capabilities instead of tools, and build plans that survive reality.

How to Evaluate an AI Vendor in 30 Minutes
Feb 4, 2026
How to Evaluate an AI Vendor in 30 Minutes

Everyone has an AI platform and a polished demo. Here are the questions that separate real AI solutions from sales theater in 30 minutes.

The AI Coding Paradox
Jan 19, 2026
The AI Coding Paradox

AI coding tools feel like they're working, but the data says otherwise. The best engineers aren't coding faster — they're asking better questions.

The Danger of "Everyone Knows"
Jan 8, 2026
The Danger of "Everyone Knows"

Cloud migrations, CDO hiring sprees, and AI pilots all followed the same pattern: unanimous agreement, then expensive reversals. Consensus is a warning sign.

The AI Productivity Lie
Oct 8, 2025
The AI Productivity Lie

New research reveals experienced developers are 19% slower with AI tools, exposing the hidden process problems that actually control development speed.

Your Developers Aren't Slow. Your Decisions Are.
Oct 1, 2025
Your Developers Aren't Slow. Your Decisions Are.

That 'just ship it fast' decision created a $100K maintenance headache. Your developers aren't slow — they're paying interest on your shortcuts.

Foundations Matter
Sep 26, 2025
Foundations Matter

Technology trends expire. Vendors get acquired. But solid decision processes, adaptable teams, and good judgment compound over time. Build those.

The truth about technology strategy
Apr 15, 2025
The truth about technology strategy

The boring stuff wins: infrastructure, data governance, change management. Successful tech strategy is the iceberg below the waterline.

Legacy Systems Still Matter
Apr 10, 2025
Legacy Systems Still Matter

That crusty ERP from 2005 handles 80% of your critical processes. Before you replace everything, here's why legacy systems deserve a strategy seat.

The Non-Sexy Side of Tech Strategy
Apr 1, 2025
The Non-Sexy Side of Tech Strategy

While everyone focuses on shiny new technologies, these foundational decisions quietly determine whether your company thrives or struggles.

The Silent Culture Killer
Mar 13, 2025
The Silent Culture Killer

Tech decisions without business input build capabilities nobody asked for. Business decisions without tech input create impossible expectations.

The hidden cost of "move fast and break things"
Feb 19, 2025
The hidden cost of "move fast and break things"

Real-world lessons on balancing speed with stability and how tracking technical debt like financial debt can transform your development process.

Managing Technical Debt Before It Manages You
Jan 1, 2025
Managing Technical Debt Before It Manages You

Three warning signs your technical debt is critical: devs leaving, simple changes need refactoring, bug fixes create new bugs. Here's a fix framework.

Technology Decision Paralysis
Jan 1, 2025
Technology Decision Paralysis

The cost of indecision exceeds the cost of imperfect action. Technology decision paralysis drains productivity, morale, and competitive position.

EB
Oct 15, 2018
Marketers – You have too many choices

Marketing departments have too many choices today. Without proper governance and selection processes, getting things done becomes impossible.

EB
Mar 15, 2016
Will marketing continue to grow their share of the technology budget?

Will marketing continue to grow their technology budget? I think so.

EB
Feb 22, 2016
The technology debate is usually the wrong debate

The technology debate is usually the wrong debate. Focus on what value you will deliver with whatever technology you have or might acquire.

EB
Oct 24, 2014
With Planning, the Cloud brings Agility and Portability

The cloud isn’t perfect but with the right planning, architecture and partners you can do quite a bit with the cloud that you might not be able to do without.

EB
Oct 14, 2014
Hadoop and Big Data

You don't need Hadoop for big data, but it is a great fit. Hadoop provides the underlying platform for analyzing very large data sets at scale.

EB
Oct 13, 2014
Why Convergence?

Convergence delivers fast, efficient implementation of processing power, storage, and networking in a contained system that can be managed together.

EB
Oct 10, 2014
The Future of IT is a Converged Future

Converged systems allow organizations to easily scale processing power, storage, and functionality to meet future data center needs.

EB
Mar 26, 2014
Managing BYOD with Policies in the Midsized Firm

There’s been much discussion of the concept of Bring Your Own Device (BYOD) over the last few years. While the topic has been written about by many

EB
Mar 4, 2014
The role of IT and the CIO in Marketing

Isaac Sacolick recently wrote a post titled Dear CIO, Here's How To Help the CMO with Marketing Automation where he talked about the need for CIO's and

EB
Feb 26, 2014
Real World Mobility – Filling the Gaps

Sponsored by Dimension Data. I just finished reading through the Dimension Data Secure Enterprise Mobility Report.The report is a nice report on how

EB
Feb 21, 2014
Incorporating Mobility into your Technology Strategy

Sponsored by Dimension Data. In Thinking about Robust Strategies for BYOD and Mobile, I wrote:  A robust strategy for BYOD and mobility requires a

EB
Dec 9, 2013
Thinking about Robust Strategies for BYOD and Mobile

Sponsored by Dimension Data. BYOD is a reality today. Organizations have been trying to figure out how to manage this new 'bring your own device' (BYOD)

EB
Nov 26, 2013
Stop Talking, Start Listening – Tips for Vendors and Consultants

We've all been there. Sitting in a meeting listening to a vendor pitch their solution. They bring a team in to your organization and spend a few hours

EB
Oct 7, 2013
The Open Cloud

Open cloud technology lets companies build their own cloud platform while making it available to partners and other organizations for collaboration.

EB
Jul 14, 2011
Available does not equal best

This post sponsored by the Enterprise CIO Forum and HP. Note: I love technology...believe me I do.  I just really liked this photo :) I Just finished

EB
Apr 26, 2011
Simple, Fast and Leveraged – Reasons to move to the cloud?

This post sponsored by the Enterprise CIO Forum and HP. I just finished watching an interview titled Cloud benefits are speed, simplicity and resource

EB
Apr 21, 2011
User Personas for Technology Selection Projects

I've been playing around with the idea of User Personas for use in technology selection projects.  I've used user personas while building various websites

EB
Mar 15, 2011
Application Modernization – "Plumbing projects" or roadmap to innovation & revenue?

This post sponsored by the Enterprise CIO Forum and HP. Application Modernization....only two words...but two words that denote a big undertaking for most

EB
Feb 17, 2011
Flexible tools and platforms for a changing world

In the IT world, we tend to take a single-minded approach to our technology platforms.   We have email systems. We have web systems. We have HR and

EB
May 27, 2010
Small Business IT Outsourcing – don't go too far

Can all of the information technology assets within a small business be outsourced?  Could we see the IT desks within small businesses be as empty as

EB
Apr 8, 2010
The role of CIO going away?

Short answer?  Nope. Long answer?  Read on :) Vince Kellen does a great job arguing the point in a post titled "Echolalia: The CIO is Dead! Long Live the

EB
Mar 18, 2010
Focus of the CIO for 2010 and Beyond

I'm a bit slow on my reading lately....so bear with me as I catch up. Just read through the 2010 State of the CIO Survey published by CIO.com. A few

EB
Mar 11, 2010
Do you have a technology strategy?

Gene asks "Is Cloud Computing part of your Strategic Plan?" While Gene's question is a fair one, I have to ask a much simpler question....do you have a

EB
Dec 17, 2009
Will 2010 be revolutionary or evolutionary for CIO's and IT?

I ran across a press release from Progress Software, that I though worth sharing with my regular The New CIO series readers. Below, you'll find an excerpt

EB
Dec 12, 2009
Improving IT Planning in 2010

Just finished reading Chris Curran's article on CIO.com titled How to Improve Your IT Planning in 2010 - CIO.com - Business Technology Leadership.  Good

EB
Nov 23, 2009
Book Review: Andrew McAfee's Enterprise 2.0

Just finished reading Enterprise 2.0: New Collaborative Tools for Your Organization's Toughest Challenges My review in two words: Excellent book! Whether

EB
Nov 8, 2009
Links for November 8 2009

Intuition vs. Data-Driven Decision-Making: Some Rough Ideas by Bob Sutton on Bob Sutton - Work Matters CIO and the Art of Decision Making by Arun

EB
Oct 22, 2009
Turbulence, IT and The New CIO

The New CIO is a weekly article about the challenges facing today’s CIO as well as what can be done to prepare for future challenges. I just completed

EB
Oct 15, 2009
Can you do it all? – The New CIO Series

The New CIO is a weekly article about the challenges facing today’s CIO as well as what can be done to prepare for future challenges. I just read a 'call

EB
Oct 1, 2009
Luck and The New CIO – or what I did on my vacation

The New CIO is a weekly article about the challenges facing today’s CIO as well as what can be done to prepare for future challenges. My wife and I took a

EB
Aug 27, 2009
Agility and The New CIO

The New CIO is a weekly article about the challenges facing today’s CIO as well as what can be done to prepare for future challenges. Are you agile? I'm

EB
Aug 6, 2009
Innovation and The New CIO

The New CIO is a weekly article about the challenges facing today’s CIO as well as what can be done to prepare for future challenges. Innovation. That's a

EB
Jul 30, 2009
Project Success and Failure and The New CIO

The New CIO is a weekly article about the challenges facing today’s CIO as well as what can be done to prepare for future challenges. Earlier this week, I

EB
Jul 26, 2009
Links for July 26 2009

“None” is Not a Social Media Strategy by Chris Curran on CIO Dashboard Web 3.0 Is Coming – Are CIOs Ready? bt Dr. Jim Anderson on The Accidental

EB
Jul 16, 2009
Minding the gap between Strategy and Tactics – The New CIO Series

The New CIO is a weekly article about the challenges facing today’s CIO as well as what can be done to prepare for future challenges. I've seen many

EB
Jul 9, 2009
Keeping your IT staff Engaged and Happy – The New CIO Series

The New CIO is a weekly article about the challenges facing today’s CIO as well as what can be done to prepare for future challenges. Today's CIO is

EB
Jul 2, 2009
The New CIO: Social Media and the Enterprise

The New CIO is a weekly article about the challenges facing today’s CIO as well as what can be done to prepare for future challenges. Ahhh...Social

EB
Jun 17, 2009
Strategy, Tactics and Hope

What happens when you create the best strategic plan in the world but don't have a plan to implement it? Lots of wheel spinning and very little progress.

EB
Jan 15, 2009
Taking advantage of a Crisis

The Business of IT Blog has an article titled "3 Secrets That Oil Companies Use To Run A Great IT Department" that has some interesting insight from

EB
Jan 7, 2009
Leading IT Transformation

In November 2008 I was asked to take a look at Leading IT Transformation: The Roadmap to Success from Oulette & Associates (O&A) and thought the

EB
Jan 5, 2009
Top Issues for CIO's

According to Information Week, the Top 10 issues for CIO's in 2009 are: Customer-Facing Innovation Attacking the 80/20 Ratio The Challenging Economy The

EB
Dec 30, 2008
Cloud Computing and the Enterprise

I ran across an absolutely amazing blog post from Mark Masterson titled 'The Enterprise Cloud' that really shed a lot of light on Cloud Computing in the

EB
Dec 28, 2008
Links for Dec 28 2008

This is the last "Sunday Links" post for 2008...hope you find it a good one! Using Information to Develop Productive Relationships by Michael McKinney at

EB
Dec 15, 2008
Cutter on 2009 IT Trends

The Cutter Consortium blog has an interesting post titled "IT Trends and Antitrends for 2009".   Some interesting items listed...I've reproduced

EB
Dec 11, 2008
Mike Schaffner on Web 2.0 & IT

Mike has a great post (that also mentions me...shameless plug?) titled Selling Web 2.0 to IT (also on Forbes here) that expands on a previous post of mine

EB
Dec 2, 2008
Web 2.0 in the Enterprise

Web 2.0.  A term that is overused and often misunderstood.  And one that has been touted for years by consultants as the 'next big thing' coming to

EB
Nov 3, 2008
The Cost of Bad Data

Mike Sebastian, Chief Information Officer (CIO) at SourceCheck....and a great guy to boot, has recently had an article published on InsideARM titled "The

EB
Jun 2, 2008
Information Technology Leadership & Alignment

Discusses the need to lead information technology

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