What keeps you up at night?

What keeps you up at night?

I may not have a specific problem in mind, but I am constantly immersed in various and shifting situations that keep me up at night.

  • I am a Product Leader
  • I am a Technology Leader
  • I am a Business Leader
  • I am a Risk Leader
  • I am a People Experience Leader
  • I am an External Vendor

As a Product Leader I’m anxious about:

Developing the Product Roadmap

Attracting funding for my Product

Maximizing the Customer Experience

Aligning outcomes with Technology outputs

Great and differentiating design

Exquisite evolution of the Product

I need to avoid the DAMAGE to our customer experiences that can occur by inadequate products that do not meet their needs.


As a Technology Leader I’m anxious about:

Developing the Technology Roadmap

Application Portfolio Lifecycle Management

Making operations support more efficiently

Architecture that I can barely understand

Gaining traction for emerging technologies

Explaining the value of my organization

I need to avoid the DAMAGE to our technology capabilities that may begin when we do not architect for change, or maximize the investment in our tools.


As a Business Leader I’m anxious about:

Developing the Business Strategy

Artificial Intelligence (AI) evolving so quickly

Modifying products to keep up with future change

Anticipating the negative effects of technology roadmaps on my business

Giving my employees opportunities to grow when there is so little I can control

Educating my business partners on the business outcomes rather than outputs

I need to avoid the DAMAGE to our business objectives that may occur when understandings are hard to achieve consistently.