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AI Won’t Make Leadership Less Important. It Will Make Bad Leadership More Expensive.
Leadership in the age of AI. Does it change, or does it just enable good leaders and find out the bad ones? We’ve spent an enormous amount of time discussing how AI is going to change the work people do, not least in software development. I’m increasingly interested in a slightly different question. What happens to leadership when AI changes the nature of the team itself? My thinking on AI in software development has shifted considerably over the last couple of years, and mos
Matt Stephenson
Aug 116 min read


Good Leaders are Consistent Leaders
How often have you heard someone say of a leader, "They blow hot and cold," or, "Try to catch them on a good day"? We're all human. Even the best leaders have bad days. Deadlines pile up, difficult conversations happen, and sometimes life outside work inevitably spills into the working day. But if people regularly feel they need to judge your mood before deciding whether to approach you, then it's worth asking yourself whether you're being as consistent as you think you are.
Matt Stephenson
Jul 312 min read


People Take Their Lead from Their Leaders
A team of people mirroring their leader's helpful behaviours You have influence! When you are a leader with teams of people looking to you for direction and guidance, it is important to understand the influence you have on their behaviour and attitudes. Your actions, words, and your demeanour can set the tone for the entire team. This concept is encapsulated in the idea that "people take their lead from their leaders." You are a role model, for good and bad As a leader, you a
Matt Stephenson
Jun 103 min read


If Your Technology Delivery Feels Slow, the Problem Might Not Be Your Teams
The problem Are you a business leader wishing your technology delivery was faster, even though they always seem busy? You know the symtoms. Roadmaps slip. Priorities compete. Delivery timelines feel longer than everyone wants them to be. The instinctive reaction is often to increase pressure, hire more people, demand firmer commitments, increase reporting, introduce more governance, push teams harder. You might think the problem is all within the technology team, but there m
Matt Stephenson
Jun 33 min read


Transformation Success should be measured in Business outcomes!
If you're a business leader, frustrated that your technology provision isn't keeping pace with growth. You're probably already thinking about some kind of transformation. And the real measure of success in transformation isn't the technology itself. It's what the business can achieve because of it. I talk to so many technology leaders who describe their transformation success in terms of the software they shipped, the team they grew and the changes the implemented to the ways
Matt Stephenson
Jun 32 min read


A Leader’s Guide to Agile - What to pay attention to and what you don’t need to
A Common Problem If you lead a business or a function that has a software development team, there’s a good chance someone has tried to explain Agile to you at some point. There’s also a good chance that explanation involved words like velocity, story points, sprints, retrospectives, and epics, and left you none the wiser about whether your team is actually going to deliver what you need, when you need it. That’s not your fault. It’s not necessarily theirs either. It’s a commu
Matt Stephenson
Jun 37 min read


The team wasn’t failing. But Everyone Thought They Were!
If your stakeholders are telling you the tech team isn’t delivering, it’s very easy to accept that as fact. But don’t assume they’re right. Be open to it, for sure, but investigate it and form your own view. Because sometimes, the team isn’t the problem. The Situation I stepped into a leadership role where the narrative was already set. “The development team are poor at delivery”. That view was strongest from account managers, the people closest to customers. And the expectat
Matt Stephenson
Jun 34 min read


Sometimes Good Enough is Good Enough
Sometimes good enough is good enough Introduction Today I'm tackling something lots of leaders wrestle with. The fact that there's rarely room for perfection when you're leading lots of functions in a business or a multi-disciplined teams. If you stopped to strive for perfection in everything you do, you'll be a bottleneck. That "I'm a bit of a perfectionist" claim that many people make may sound admirable, and it could be viewed as a positive trait. But more often than not i
Matt Stephenson
Jun 32 min read


Why your estimates are probably wrong (and how to fix that)
Estimating around a whiteboar If you’ve worked in software delivery, you’ll recognise this tension: Stakeholders want a date. The team resists committing to one. They say, “We can’t give you a date because we’re agile” The problem is… the rest of the business still runs on dates and needs you to forecast one. Marketing needs to plan campaigns. Finance needs forecasts. Customers need commitments.The business needs to know when the team will be available to work on something el
Matt Stephenson
Jun 36 min read


Is AI Writing a double-edged sword?
When I was a kid at school, we learned how to research. I remember when I was about 14 or 15 years old, one of the UK's broadsheet...
Matt Stephenson
Feb 9, 20232 min read


Every Resignation is an Opportunity
No, really, hear me out... It's not as mercenary as it sounds, I promise... There has been a lot of talk about "The Great Resignation" as...
Matt Stephenson
Nov 12, 20215 min read


Not Every Vein is an Artery
When businesses are starting out, or are still quite small, leaders might find it necessary to know everything about everything that is...
Matt Stephenson
Sep 1, 20212 min read


Breaking Deadlocks - doing what's right for the business
Anyone who knows me knows that I like to operate a meritocracy in my teams or with my clients on a day to day basis. Everyone has their...
Matt Stephenson
Aug 18, 20212 min read


The only thing that stands up to scrutiny is the truth
Have you ever found yourself on the receiving end of explanations for stuff happening that just didn't stack up? Was it a rationale for a...
Matt Stephenson
Aug 6, 20213 min read


Prediction as Proof
Problem solving can be tricky. Critical Problem Solving skills are essential in teams, with a structured approach to solving problems...
Matt Stephenson
Jul 30, 20213 min read


Set Expectations - you of others and others of you
Whenever I start a new leadership role, whether permanent, interim or fractional, I like to Take Control of Day One. There are lots of...
Matt Stephenson
Jul 27, 20214 min read


There's no such thing as "IT" and "The Business"
How often have you heard people talk about “IT” and “The Business” as if they’re completely different things? It's wrong on so many...
Matt Stephenson
Jul 20, 20213 min read


Look, no hands! The far reaching implications of autonomous vehicles
The whole subject of vehicle autonomy fascinates me. I see lots of debate about when the technology will be “good enough” to become...
Matt Stephenson
Apr 8, 20195 min read
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