Of course you care about the team, but sometimes we let that care get in our way. We confuse caring for them with coddling and overprotection, which results in teams that happily and calmly go on their merry paths for mediocrity (or worse). More in this week's podcast!
Grab a copy of my books, Capitalizing Your Technology and The Tech Executive Operating System.
Subscribe to the best newsletter for tech executives.
For any questions or comments, reach out to me directly: aviv@avivbenyosef.com
Sometimes, getting so good at something that we do it automatically makes us worse at it. We get the task done and miss the bigger picture. That's what I'm often seeing with hiring and promotion decisions. This week's podcast episode is about breaking out of the autopilot hiring loop and finding the opportunities to do something even more impactful.
Check out Unplugged with Aviv.
Grab a copy of my books, Capitalizing Your Technology and The Tech Executive Operating System.
Subscribe to the best newsletter for tech executives.
For any questions or comments, reach out to me directly: aviv@avivbenyosef.com
I recently had conversations with several founders and executives after their companies had a major success or failure. What we get out of these moments (other than financial success, if any) is what we learned and how we improved. This week's episode is about not wasting that!
Lock special pricing for Unplugged with Aviv: https://avivby.gumroad.com/l/unplugged
Grab a copy of my books, Capitalizing Your Technology and The Tech Executive Operating System.
Subscribe to the best newsletter for tech executives.
For any questions or comments, reach out to me directly: aviv@avivbenyosef.com
Optimizing for the next step ahead of you can get you to a local maxima, but still lead you down the wrong path. As a leader, you cannot fall for greedy algorithm leadership! More in this week's episode.
Unplugged with Aviv is currently on a reduced rate and once you join, you lock it for life!
Grab a copy of my books, Capitalizing Your Technology and The Tech Executive Operating System.
Subscribe to the best newsletter for tech executives.
For any questions or comments, reach out to me directly: aviv@avivbenyosef.com
Sometimes, even when we're told exactly what mistake we're walking into, we still have to learn the "hard way." Otherwise, we could all spend a year reading a bunch of books and become perfect in whatever we set out to achieve. Yet, if we don't actually learn, we're wasting our time going through the toils of the hard way without at least getting better. More in this week's episode.
Grab a copy of my books, Capitalizing Your Technology and The Tech Executive Operating System.
Subscribe to the best newsletter for tech executives.
For any questions or comments, reach out to me directly: aviv@avivbenyosef.com
Just like we iterate on our products, we need to learn how to iterate effectively on our organizations. Framing things as experiments and tests makes it easier to gain momentum, reduces pushback, and helps get people to speak up. This week's episode is about the testing hack!
Grab a copy of my books, Capitalizing Your Technology and The Tech Executive Operating System.
Subscribe to the best newsletter for tech executives.
For any questions or comments, reach out to me directly: aviv@avivbenyosef.com
I've yet to come across someone who had a shortage of excuses. When those are then used to justify not addressing problematic people because they are "critical," we create long-term cultural damage to the org that will be incredibly hard to undo. More in this week's episode!
Please answer this single-question survey about the Rome Sessions.
Get the free tech exec roadmap email course.
Grab a copy of my books, Capitalizing Your Technology and The Tech Executive Operating System.
Subscribe to the best newsletter for tech executives.
For any questions or comments, reach out to me directly: aviv@avivbenyosef.com
Death by a thousand papercuts often happens when we neglect particular issues, expecting us to have the opportunity to handle them "seriously" eventually. That neglect can be disastrous. Stop digging!
Please fill out this single-question poll about the Rome Sessions. I'd would mean a lot to me!
Get my free email course: Tech Exec Roadmap
Grab a copy of my books, Capitalizing Your Technology and The Tech Executive Operating System.
Subscribe to the best newsletter for tech executives.
For any questions or comments, reach out to me directly: aviv@avivbenyosef.com
Understanding the natural thought patterns of your CEO will help you communicate effectively and create trust rather than lose it. One such aspect is the "anecdote machine" thinking. With few data points, extrapolation roams free, and it often misses. More in this week's episode!
Please fill out this single-question poll about the Rome Sessions. I'd would mean a lot to me!
Grab a copy of my books, Capitalizing Your Technology and The Tech Executive Operating System.
Subscribe to the best newsletter for tech executives.
For any questions or comments, reach out to me directly: aviv@avivbenyosef.com
The ingenious use of paper towels to unlock business value and how that connects to your team's autonomy and agency. Are people sitting on their hands waiting to be told what to do, looking directly at obvious solutions and not implementing them? A lesson from a bar in Rome.
Check out Unplugged with Aviv
Grab a copy of my books, Capitalizing Your Technology and The Tech Executive Operating System.
Subscribe to the best newsletter for tech executives.
For any questions or comments, reach out to me directly: aviv@avivbenyosef.com
Just because it comes to you so easily, it doesn't mean you should allow that behavior to guide your thinking. Yes, coming up with reasons why something won't work is easy and might feel like you're demonstrating your smarts. Still, in this week's episode, I discuss flipping that thinking around.
Grab a copy of my books, Capitalizing Your Technology and The Tech Executive Operating System.
Subscribe to the best newsletter for tech executives.
For any questions or comments, reach out to me directly: aviv@avivbenyosef.com
Single stepping might be a good way to debug some gnarly code, but it won't cut it as a leadership practice. Without learning how to step back and look at things at a grander scale, you're bound to think too "small." More in this week's episode.
Last call to join The New Non-Negotiables of Tech Leadership in 2026
Grab a copy of my books, Capitalizing Your Technology and The Tech Executive Operating System.
Subscribe to the best newsletter for tech executives.
For any questions or comments, reach out to me directly: aviv@avivbenyosef.com
You ask for something simple and then get a deer in the headlights look from the other person. The lack of autonomy and agency can hit us everywhere, mcdonald's, restaurants, and your org! More in this week's episode.
Check out my free upcoming live session: The New Non-Negotiables of Tech Leadership in 2026
Grab a copy of my books, Capitalizing Your Technology and The Tech Executive Operating System.
Subscribe to the best newsletter for tech executives.
For any questions or comments, reach out to me directly: aviv@avivbenyosef.com
Effective leadership enables rapid growth, adjusted to each person's current situation and abilities. You can unlock dramatic success by aligning around simple yet impactful coaching habits. More about that in this week's episode!
Join my upcoming free session, The New Non-Negotiables of Tech Leadership in 2026.
Grab a copy of my books, Capitalizing Your Technology and The Tech Executive Operating System.
Subscribe to the best newsletter for tech executives.
For any questions or comments, reach out to me directly: aviv@avivbenyosef.com
The mirrors in our apartment got me thinking about affordances and deliberate organizational experience design. Are you making the right things accessible?
Join my free livestream: The New Non-Negotiables of Tech Leadership in 2026
Grab a copy of my books, Capitalizing Your Technology and The Tech Executive Operating System.
Subscribe to the best newsletter for tech executives.
For any questions or comments, reach out to me directly: aviv@avivbenyosef.com
Risks are unavoidable in our day-to-day work. Yet many of us need some "calibration" of our treatment of risks. Many tech-oriented people have a risk appetite that differs from the company's, resulting in missed opportunities and a slower pace. Let's help you address that in this week's episode.
Check out Unplugged with Aviv.
Grab a copy of my books, Capitalizing Your Technology and The Tech Executive Operating System.
Subscribe to the best newsletter for tech executives.
For any questions or comments, reach out to me directly: aviv@avivbenyosef.com
For more than a week, I kept saying the exact same thing at the same caffé in Rome, and we got a different drink almost every time. Communication is weird. Words are vague. Realizing that is essential to become an effective leader. More in this week's episode.
Check out Unplugged with Aviv
Grab a copy of my books, Capitalizing Your Technology and The Tech Executive Operating System.
Subscribe to the best newsletter for tech executives.
For any questions or comments, reach out to me directly: aviv@avivbenyosef.com
Fear has two opposite ways of harming how you lead—do you freeze or do you roll over? Either way, fear-driven leadership is not really leadership. You can short-circuit fear's control of your behavior with these three steps.
Check out Unplugged with Aviv.
Grab a copy of my books, Capitalizing Your Technology and The Tech Executive Operating System.
Subscribe to the best newsletter for tech executives.
For any questions or comments, reach out to me directly: aviv@avivbenyosef.com
When we see things with a fresh set of eyes, we can notice many things others around us have gotten used to. Be it if you're standing in front of cheeses you've never heard of before in an Italian supermarket or when you joined a new team. How can we maximize learning to ensure we improve our weak spots and double down on our strengths?
Check out Unplugged with Aviv.
Grab a copy of my books, Capitalizing Your Technology and The Tech Executive Operating System.
Subscribe to the best newsletter for tech executives.
For any questions or comments, reach out to me directly: aviv@avivbenyosef.com
If your internal conversations are all about your struggles and obstacles, and you always skip over the actual progress you've made, you will inevitably generate self-inflicted burnout sooner or later. Don't tell yourself you're on a hamster wheel… if you ain't!
Check out Unplugged with Aviv.
Grab a copy of my books, Capitalizing Your Technology and The Tech Executive Operating System.
Subscribe to the best newsletter for tech executives.
For any questions or comments, reach out to me directly: aviv@avivbenyosef.com