Jay shares how he went from never wanting kids to fully embracing fatherhood in his late 30s. Jeff admits he drank chocolate milk every day until 27. They debate VCR inventions that should’ve existed, the idea of regret in parenting, and whether humans are just the “baby bacteria” of the universe.

And yes, Jay once peed his pants in first grade—on purpose.

It’s funny. It’s vulnerable. It’s very much “Who Cares?”

Connect With Us:

📩 Business Inquiries and Questions: whocares@clientgiant.com

🖇️ Website: https://www.clientgiant.com/

📸 Instagram: https://www.instagram.com/theclientgiant/

📘 Facebook: https://www.facebook.com/theclientgiant

💼 LinkedIn: https://www.linkedin.com/company/clientgiant/

In this episode of Who Cares Podcast, Jay O’Brien and Jeff Jackel dive deep into the real-world challenges and opportunities that AI is creating for our kids, our careers, and even our schools. You’ll hear:

🎓 Two Pieces of Timeless Advice: Why “have grit” and “get really good at LLMs” are the ultimate combo for anyone entering today’s job market 🤖 AI & Education: What happens to art class, shop class, Home EC—and what SHOULD replace them?

💡 Prompt Mastery: How becoming an expert at feeding AI the right prompts can make you indispensable

🍻 Human Connection in the AI Era: Scott Galloway’s take on alcohol, loneliness, and why “social damage” can outpace liver damage

🚀 Future‑Proof Skills: From woodworking to driving, which hands‑on talents AI can’t (yet) replicate

📈 Creating Friction & Romance: Why we’ll crave inefficiencies—rotary phones, landlines, and face-to‑face servers—in an over‑optimized world

Whether you’re a parent wondering what your child should learn, an employee worried about staying relevant, or an entrepreneur seeking the next frontier of human‑centered value, this conversation will challenge how you think about technology, education, and connection.

Connect With Us:

📩 Business Inquiries and Questions: whocares@clientgiant.com

🖇️ Website: https://www.clientgiant.com/

📸 Instagram: https://www.instagram.com/theclientgiant/

📘 Facebook: https://www.facebook.com/theclientgiant

💼 LinkedIn: https://www.linkedin.com/company/clientgiant/

📍 You’ll discover:

- Why “Zooming Out” Matters: Learn the simple framework Jay presented years ago—identify the one area of your business where you move the needle most, then delegate or automate everything else so you can buy back time.

- The Science of Anticipation: How the months leading up to a vacation can be as powerful as the trip itself—fueling motivation, boosting team morale, and building memorable stories.

- A “Yes Day” Experiment: Step-by-step tips for giving your kids (or yourself) a day of unfiltered fun, and why small emotional investments yield outsized returns in memories and relationships.

- Mindful Presence Techniques: Practical strategies for being 100% “all in” with family and 100% present at work—plus the surprising byproducts you’ll get from truly unplugging.

- Key Takeaways from Die with Zero: How reading this book inspired an immediate vacation booking and a vow to stay off email—plus how you can apply its principles without sacrificing cashflow.

- A “Religious” Pool Moment: The story of a fleeting, profound emotional breakthrough in a Las Vegas resort pool—and why breakthroughs often come when you least expect them.

Whether you’ve got a weekend escape or a two-week getaway on the calendar, this conversation will inspire you to rethink how you spend—and sell—your most precious resource: time.

Connect With Us:

📩 Business Inquiries and Questions: whocares@clientgiant.com

🖇️ Website: https://www.clientgiant.com/

📸 Instagram: https://www.instagram.com/theclientgiant/

📘 Facebook: https://www.facebook.com/theclientgiant

💼 LinkedIn: https://www.linkedin.com/company/clientgiant/

From catching his newborn daughter to sharing an unforgettable story about how a high-end restaurant owner flew a Birkin bag to Paris for restoration, Jay takes us through a whirlwind of emotions, insights, and reflections. It’s about more than customer service—it’s about ethos, intention, and culture.

They also dive into lessons from hospitality leaders like Jeff Mastro (Ocean 48, Steak 48), the philosophy behind “unreasonable hospitality,” and how radical ownership and doing the right thing—regardless of ROI—can make a brand unforgettable.

Whether you're a founder, parent, or just someone who gives a damn, this episode will make you laugh, reflect, and rethink what excellence really looks like.

📍 Key Moments:

- Jay’s emotional journey into fatherhood

- What “hospitality in hospitality” really means

- The Birkin bag story that defines customer obsession

- 3 reasons companies go above and beyond (and most don’t)

How to build brand loyalty through unforgettable gestures

Connect With Us:

📩 Business Inquiries and Questions: whocares@clientgiant.com

🖇️ Website: https://www.clientgiant.com/

📸 Instagram: https://www.instagram.com/theclientgiant/

📘 Facebook: https://www.facebook.com/theclientgiant

💼 LinkedIn: https://www.linkedin.com/company/clientgiant/

In this episode you’ll learn:

Why there is no one-size-fits-all roadmap. Mentors help, but at the end of the day you’re blazing your own trail.

Muscle-memory app habits (yes, even on the john): why Instagram, YouTube or Slack become our go-to escape.

Girl Math decoded: How returned purchases become “free play money” and why we mentally trim cents off every price.

User-testing parties: Host a no-instructions event to see how real people actually use your app or service—spoiler: they don’t follow your playbook.

The art of saying “no”: Why turning down easy cash—like branded swag orders—can set you up for long-term success.

Live call from Nancy (Minnesota): We get vulnerable on the air and reveal the single most important lesson nobody ever taught us.

Whether you’re an aspiring entrepreneur or a seasoned founder, you’ll walk away with concrete takeaways you can apply today—plus a few laughs (and “dumbest guy in the room” stories) along the way.

Connect With Us:

📩 Business Inquiries and Questions: whocares@clientgiant.com

🖇️ Website: https://www.clientgiant.com/

📸 Instagram: https://www.instagram.com/theclientgiant/

📘 Facebook: https://www.facebook.com/theclientgiant

💼 LinkedIn: https://www.linkedin.com/company/clientgiant/

In this episode of Who Cares?, Jay O’Brien and Jeff Jackel peel back the layers on ambition, burnout, money, and meaning. From funny travel chaos with kids and a Maui vacation gone logistically wrong, to the existential question of why we work so hard in the first place — this episode hits every note: hilarious, heartfelt, and uncomfortable in all the right ways.

Here’s what you’ll walk away with:

🧠 A new lens on success and financial freedom:

Jeff explains why he won’t pay for his kids’ college. Jay talks about what financial freedom means now that he’s having a daughter. They break down the trap of saving for a future that might never come — and how “Die With Zero” completely changed their perspective.

🌴 Real-life stakes of unplugging:

A saga of trying to book a family trip to Hawaii using credit card points turns into a metaphor for how complicated we’ve made our lives — even when we’re trying to rest. Jay’s planning his 10th anniversary and struggling to unplug. Jeff asks: is it even worth it if you’re never really present?

💰 Is wealth the goal — or just comfort? This episode doesn’t shy away from tough money questions:

Are we chasing wealth or safety? Do we build empires just to never enjoy them? Are we actually helping people — or padding our own anxiety? What’s the ROI on being “always on”?

👶 Parenting in a different world:

Jeff and Jay explore how raising kids changes your relationship with time, money, and legacy. They reflect on how their generation sees travel, experiences, and hustle differently than their parents — and what kind of childhoods they want to give their own kids.

👩‍💻 Annie’s ( @annieelise ) True Crime Empire: Jay gives a heartfelt shoutout to his sister Annie, who’s built a hugely successful true crime content channel while navigating motherhood and postpartum.

If you’ve ever:

- Felt guilty for taking time off

- Asked yourself, What am I even doing this for?

- Wanted to give more but felt constrained

- Wondered if success is just a shinier hamster wheel...

This episode is your mirror!

This is more than a podcast — it's a reminder: you won’t remember the email you didn’t answer, but you will remember the time your kid asked for one more cannonball and you said yes.

Connect With Us:

📩 Business Inquiries and Questions: whocares@clientgiant.com

🖇️ Website: https://www.clientgiant.com/

📸 Instagram: https://www.instagram.com/theclientgiant/

📘 Facebook: https://www.facebook.com/theclientgiant

💼 LinkedIn: https://www.linkedin.com/company/clientgiant/

In this episode, Jeff and Jay dive into the real ROI of employee appreciation — and it goes way beyond annual raises or nap pods. From absurd healthcare bureaucracy (yes, faxes in 2025) to the power of genuinely human-first workplaces, this episode exposes what most businesses get very wrong about culture, onboarding, and retention.

We also talk about green card upgrades (not that kind), passing sommelier exams under Orwellian surveillance, and how truly caring for people — clients or team — always pays off.

🧠 Topics covered:

Why appreciation is NOT recognition

Toxic job stories and the cost of poor leadership

Real onboarding horror stories and how to fix them

Turning cold client leads into lifelong friendships

Why fax machines should be illegal

🎯 If you're a business owner, leader, or anyone building a team — this is your playbook for doing it with care and success.

Connect With Us:

📩 Business Inquiries and Questions: whocares@clientgiant.com

🖇️ Website: https://www.clientgiant.com/

📸 Instagram: https://www.instagram.com/theclientgiant/

📘 Facebook: https://www.facebook.com/theclientgiant

💼 LinkedIn: https://www.linkedin.com/company/clientgiant/

In this episode of The Who Cares? Podcast, Jeff Jackel and Jay O’Brien explore the subtle yet powerful force that saps our energy and attention every day: the sheer number of trivial decisions we make. From picking out clothes in the morning to sorting through email spam, they reveal how these “micro-decisions” stack up and silently wreck your focus.

🎯 What You’ll Learn:

What decision fatigue actually is (yes, it’s a real, science-backed phenomenon)

How simplifying your routines can lead to massive productivity gains

Why Jeff laid out his clothes like a schoolkid—and how it actually helped

The surprising energy cost of long-winded conversations (sorry, Mom)

How to create systems that protect your time and attention

Why eliminating noise is more powerful than "working harder"

What it really means to work smarter, not harder

This episode is a mix of hilarious side tangents (including junk mail rage, back injuries from laundry, and a dig at turtlenecks) and actionable takeaways to help you reclaim your mental bandwidth.

If you're a business leader, entrepreneur, or just someone trying to do more with less energy—this one’s for you.

🔁 Referenced in this episode:

Die With Zero by Bill Perkins

Getting Things Done by David Allen

Steve Jobs, Mark Zuckerberg, and the minimalist clothing philosophy

The myth of multitasking & the truth about deep focus

Why we should all strive to “return to the left margin” in conversations 😂

🔔 Subscribe for new episodes every week, where we blend business wisdom with a dose of real, relatable life.

Connect With Us:

📩 Business Inquiries and Questions: whocares@clientgiant.com

🖇️ Website: https://www.clientgiant.com/

📸 Instagram: https://www.instagram.com/theclientgiant/

📘 Facebook: https://www.facebook.com/theclientgiant

💼 LinkedIn: https://www.linkedin.com/company/clientgiant/