Drive has 700+ articles for digital transformation leaders written by StarCIO Digital Trailblazer, Isaac Sacolick. Learn more.

It’s been awhile since my last post. What can I say, the first 100 days of being CIO at a new job is busy. There’s people to meet, the business to learn, and the technology to understand. Some things need immediate attention, others are things that can be dealt with later. It’s easy to be overwhelmed.So, almost halfway into my 100 days, I can give new CIOs some advice. This goes beyond building the 100 day plan which I think is critical to stay focused. This is my practical guidance to CIOs, but also anyone taking a new senior technology leadership position:

  • Ask lots of questions – The advantage of being the new guy is that people should expect it. I’ve been very fortunate in this new position and everyone’s been a good sport. Questions not only help you build up your understanding, but also may help others see things from new perspectives. Occasionally, asking questions will expose an issue, but better then than later. And sometimes asking questions will help develop a culture of dialogue and collaboration
  • Always be prioritizing – Your time now is at a huge premium. Set your schedule, but be prepared to change it as you recognize immediate vs. short term needs.
  • Find ways to contribute early – Some call this quick wins, but even before that, relationship building is easier when it is two way.
  • Listen – Some of the ‘books’ on management strongly suggest setting expectations with your staff early. I think before you set structure with your team, set time to first engage, listen, and learn.
  • Slowly zero in on the priorities – I stress here on the word slowly. It means go broad and learn more before setting new priorities.
  • Understand the business cycles and key dates – When are budgets done? When are the peak sales cycles? When are deployments scheduled? On my first week, I asked my directs to send me a list of key dates. All of this will help you prioritize your time and consider the timing of new initiatives.
  • People come before Process and Technology – CIOs tend to think in this trio, but in the first 100 days, focus needs to be on people and relationships first, process second, and technology a distant third.
  • Be prepared to run Move fast. You have lots to learn, stuff to do, and plans to build.
  • Look for burning platforms – If I put 100 CIOs in a room, I doubt anyone would say that everything was running well when they took the job. In addition to priorities, you have to hunt down the issues – the ones everyone tells you about, but more importantly, the ones that no one recognizes.
  • Leadership starts early – Don’t expect to sit in the back seat even though your the newbie. Your team, your colleagues, and your boss expect you to step up early. Will you be perceived as just the tech person, or as someone with a broader business understanding? Whether and how you participate is key to everyone’s early perceptions.

Published on:

Leave a Reply


StarCIO

My company, StarCIO, provides leadership, learning, and advisory programs for companies looking to accelerate delivering business value from digital transformation. Contact me if you’d like to learn more about partnering opportunities.


Isaac Sacolick

Join us for a future session of Coffee with Digital Trailblazers, where we discuss topics for aspiring transformation leaders. If you enjoy my thought leadership, please sign up for the Driving Digital Newsletter and read all about my transformation stories in Digital Trailblazer.


Coffee with Digital Trailblazers hosted by Isaac Sacolick

Digital Trailblazers! Join us Fridays at 11am ET for a live audio discussion on digital transformation topics:  innovation, product management, agile, DevOps, data governance, and more!


Join the Community of StarCIO Digital Trailblazers

About Drive

Drive Agility, Innovation, Transformation

Drive is the blog for digital transformation leaders brought to you by StarCIO and Isaac Sacolick.

Agility, Innovation, and Transformation are the three primary digital transformation core competencies that every StarCIO Digital Trailblazer must champion in their organizations. Learn more About Drive.


About the StarCIO Digital Trailblazer Community

StarCIO Digital Trailblazer Community

Revolutionizing traditional learning, networking, and advising experiences.

Visit the community


About StarCIO

StarCIO

About Isaac Sacolick

Isaac Sacolick

Author, 1,200+ articles, keynote speaker, Chief StarCIO Digital Trailblazer. Full bio


Driving Digital Newsletter

Driving Digital Newsletter

StarCIO Guides

StarCIO Agile Planning Guides

Digital Trailblazer

Digital Trailblazer by Isaac Sacolick

Driving Digital

Driving Digital by Isaac Sacolick

Driving Digital Standup

Driving Digital Standup

Coffee with Digital Trailblazers

StarCIO Coffee With Digital Trailblazers

Recognition

reworked imapct awards 2026 Judge
InfoWorld 2025 Judge
InfoWorld Technology of the Year 2024 Judge
Thinkers360 Top 10 in IT Leadership
Thinkers360 Top Agile Thought Leader
Thinkers360 Top DevOps Leader
Thinkers360 Top in Digital Transfomation
Thinkers360 Top in Analytics
Thinkers360 Top in Product Management

Discover more from StarCIO Digital Trailblazer Community

Subscribe now to keep reading and get access to the full archive.

Continue reading