5 Summer Activities to Know for Accelerating Your Technology Leadership

During the summer, it’s important to take a step back and reflect on goals and priorities when there are often fewer pressures and stresses. Breaks are especially helpful for leaders to get out of the weeds, recognize what’s changing in the world, and rethink strategic priorities. It’s equally important for innovation leaders who use breaks to recharge their creative spirits.

Summer activities accelerating technology leadership

And I’ve written about summertime escaping before, including advice for CIOs on taking summer vacations, IT leaders, and digital transformation leaders. Advice in these posts includes teaching/learning something new, getting hands-on with a technology, and brainstorming with the DevOps team.

Reassess your objectives and priorities this summer

My advice for summer 2022 follows similar themes, but because so much is changing in the world so quickly, I provide specific advice on using this summer to reset and realign. I hope you will consider all of these points, especially #5.

  1. Schedule a fun team activity and alleviate the stress – I posted several ideas on reducing stress in hybrid teams – from fun activities such as hosting team pot luck lunches to watching a movie together. Other ideas include day trips and game nights, all options we haven’t had for the last few summers. 
  2. Lead a fun brainstorm-to-POC with a new agile team – One way to “teach/learn something new” is to mentor a new team around scrum and agile methodologies. You’ll always face new questions and challenges when teaching teams new practices, especially when applied to different program types. 
  3. Visit a customer and walk in their shoes – If you don’t believe how much times are changing, go visit select customers and learn how and why their businesses are evolving. Speak to end-users about their challenges and what you can do to make things easier. I guarantee you’ll walk away with new perspectives and fresh ideas to jumpstart digital transformation.
  4. Prune and prioritize the tech debt list – Having miles-long tech debt lists and griping about how little time DevOps teams have to address them creates stress. Sitting with teams to prune and prioritize lists in specific areas with medium-term impacts, then brainstorming easy and close-to-optimal solutions – well, that’s smart and exactly what Digital Trailblazers would do.

And now, point #5!

5. Read Digital Trailblazer with your team

Digital Trailblazer by Isaac Sacolick

My new book, Digital Trailblazer, publishes this week! I am excited to share my stories and lessons on leading digital transformation with you, and while it’s not beach reading, I believe you will enjoy reading it this summer.

It’s a book you’ll want to read with your team. With ten chapters of stories, I am certain you’ll find ones that will lead to discussions. Maybe it’s the chapter around what led to an IT Ops leader wearing the CEO’s diet coke, the stories I tell about being buried in bad data, the vexing stories on handling innovation detractors, or the ones about forming the right diverse leadership team.

The book will accelerate your technology leadership through the 50 lessons that I leave in the book. And one secret – there’s more, as book readers get access to my Digital Trailblazer Community.

I can’t wait to hear your feedback and questions. Happy summer.

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Jumpstart Digital Transformation: Advice on How to Guide Tech Innovation Leaders

Our greatest thinking moments for developing ideas, innovations, and inspirations occur when we take three steps away from our daily grinds.

On some days, you achieve this by taking a long hot shower. Other times, your mind opens up while immersing in intense physical activity. I prefer biking and hiking and usually have a phone ready to record an idea or insight before I forget it.

Isaac Sacolick in Digital Trailblazer

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3 Signs You Have an Ambitious Digital Trailblazer Excited to Lead Transformation Teams

The premise of my new book, Digital Trailblazer, is that organizations need a growing number of people ready to step up and lead digital transformation initiatives. If it's just the CIO, CDO, CEO, or other executives driving the mission and values, then the transformation won't have the leadership needed to produce business impacts. Executives need more Digital Trailblazers ready to deliver innovations, ongoing improvements to customer experiences, analytics capabilities, and changes to the business model.  

Identify Digital Trailblazers Excited to Lead Digital Transformation Teams - Isaac Sacolick

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3 Ways you can Empower High-Performing Agile Innovation Teams

Picture yourself presenting a minimally viable product to executives, business stakeholders, and other subject matter experts to develop enthusiasm and garner their support for a new customer-facing innovation your team is working on. 

Leading innovation that drives transformation - Digital Trailblazer - Isaac Sacolick

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How to Focus Stakeholders on the Benefits of Agile Planning and Experimenting

Do you have a partnership with business colleagues and stakeholders aligned to agile practices, culture, and mindset?

This question comes up a lot when speaking to product management, IT, and data leaders who deliver innovations through agile releases. The teams may be agile and running scrum but leaders must also manage stakeholder expectations fixated on meeting a prescribed scope and timelines.

5 Steps to Focus Business Stakeholders on Agile Planning - Isaac Sacolick

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Talent truth bombs and eye-opening stats from the 2022 MIT Sloan CIO Symposium

This article was written by Ginny Hamilton.

As the CIO role continues to evolve, there’s one constant: The MIT Sloan CIO Symposium. Known for blending academic insights with the real-world experiences of CIOs and other technology executives, this year’s event tackled some of the thorniest issues IT leaders are facing today – from cybersecurity to the Great Resignation. 

MIT CIO Symposium 2022

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The Rise and Future of AIOps: How ML can Resolve Multicloud Complexity

“CIOs today are caught in between a rock and a hard place. The rock is maintaining high availability while doing that as cheaply as possible. The hard place is enabling digital transformation and increasing business and developer velocity,” answered Assaf Resnick, CEO and Co-Founder of BigPanda, at the opening session of RESOLVE ’22.

AIOps versus Multicloud Complexity

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