Over-the-shoulder illustration of Jack Skates looking at the Tribute app on his phone in an open airport terminal.

Technology earns its value, when it connects people and organizations in meaningful ways.

I turn complicated business challenges into technology solutions people love. This has been my passion for over 25 years, and AI has added a whole new dimension to my work that gets me excited every day.

A practical take on the complicated world of technology.

Jack Skates in a black V-neck T-shirt and tortoiseshell glasses.

I’m Jack Skates, a technology development leader and the founder of Whispering. I work across strategy, design, and development to build technology people love.

I grew up with blue collar values and went on to advise companies including Nissan, Kaiser Permanente, and Samsung. My job was to help them make technology easier to use and more effective.

Today, I help leaders decide what to build, design how it should work, and get it into people’s hands. I connect customer needs with business goals and explain the tradeoffs in plain English.

Impact by the numbers

Years as a tech advisor
25
Countries worked in
15
Largest US banks as clients
5
Days to build MVP w/ AI
5
Years developing AI usefulness
3
Billion users served
1

Experience

Big challenges. Big outcomes.

I’ve worked across 15 countries, helping teams turn business goals into technology that works for the people using it.

Trusted by industry leaders.

Over-the-shoulder illustration of me, Jack Skates, working on Materials and lighting controls at my studio monitor.

Whispering · Today

Smaller team.
Bigger possibilities.

I’ve spent three years training AI on my experience in strategy, brand, design, development, and marketing.

Our small team leads specialized AI agents to build digital ecosystems in under five days, with thoughtful user experiences, personal client service, and systems built to scale.

Learn more about Whispering

Fans & local artists

Tribute

Helping fans and local artists connect at live performances.

Visit site
Tribute mobile app screenshot

Support for life after TBI

Sunrise

An app that supports people living with traumatic brain injury.

Visit site
Sunrise mobile app screenshot

Music & lighting

Signal DMX

Stage lighting designed according to musical phrases.

Visit site
Signal DMX mobile app screenshot

Founders & investors

Cake

An exclusive way to for passionate founders and investors to connect

Visit site
Cake mobile app screenshot

What people are saying

Joyce ChenMetaDesign
“He has an insatiable curiosity for learning about new technologies and an impressive skill set and knowledge base with regard to appropriateness and implementation.”
30+testimonials
on LinkedIn
Learn more about what it's like to work and collaborate with me.

Speaking & practical AI workshops

Let’s make technology make sense.

Planning an event, a conversation, or a learning session? I help audiences understand what AI means for their work, ask better questions, and see what they can do with it.

  • Interviews
  • Public speaking
  • Roundtables
  • Training workshops

Questions your audience is asking

  • What does AI actually change about the way we work?

    I show where AI can take work off people’s plates, and where experience and human judgment still matter.

  • What can a small team build now that it couldn’t before?

    I share lessons from turning ideas into working products with AI, drawing on what I’m building today.

  • How do we help people use AI with confidence?

    I make the tools approachable and connect them to the work people already know, so they can see where to start.

Hands-on training

Bring your team’s real work.

I facilitate practical workshops where people try AI on everyday tasks, learn how to question the results, and build skills they can keep using.

Let’s talk

Tell me about your audience, what they’re curious about, and the format you have in mind.