Career Milestone
Tech Tales
Roadmap & Strategy
Lightning Round
Storytime
100

How did you get into IT/Leadership?

How did you start in IT?

100

My favorite keyboard shortcut / quick trick.

What is [shortcut], and why?

100

In your opinion what do you think is the biggest ongoing/upcoming project and why is it transformative?

What is [project]?

100

Cats or dogs?

What is [cats/dogs]?

100

Tell us about a proud team moment.

What happened and why did it make you proud?

200

My job right before joining Heaven Hill was this

What was your previous role/company?

200

The one tool or app I rely on every day at work.

What is [tool]?

200

In the next 12-18 months where do you see my role (System Admin) evolving and what skills or areas of expertise would you like me or the team to develop?

What is System Admin future path with HH?

200

Morning person or night owl?

What is [morning/night]?

200

A mentor who shaped your path.

Who was the mentor and what did you learn?

300

 The IT project resonated with you and why?

What is [project name] and why does it matter?

300

A gadget or piece of hardware I’d recommend to everyone.

What is [gadget] and why?

300

Our infrastructure plan for UCS, Nutanix, and Azure Cloud.

What is our UCS/Nutanix/virtualization strategy:

300

Favorite app you can’t delete.

What is [app], and why?

300

A hidden talent or surprising thing people wouldn’t guess about me.

What is the skill/talent?

400

One career lesson I wish I’d learned earlier.  

What is “lesson”?

400

I once fixed a problem in an unconventional / clever way — describe it.

What was the hack/fix and how did it work?

400

Our AI strategy between an Azure landing zone for enterprise AI versus ChatGPT — whether we keep both and how they coexist securely and cost-effectively.

What is our AI approach?

400

Best single piece of advice you’ve ever gotten.

What is “[advice]” and who gave it?

400

A personal moment that influenced your work values.

Describe the moment and the lesson.

500

A decision I made that changed my career’s direction — tell the story (the stakes, the choice, and the outcome).

What is the turning point that led me to where I am?

500

The scariest outage or incident I handled and what I learned.

What happened during that outage and what changed afterwards?

500

Several distilleries have filed for bankruptcy's, any plan for new acquisition and how Heaven Hill is dealing with tough economy.

What is our acquisition posture?

500

If you had one superpower for work, what would it be?

What is [superpower], and how would you use it?

500

The single piece of advice you’d give your younger self (career or life).

What would you say and why?