Vasectomy!? Vasecta-You!!
Career Blindspot
“It lifted a weight off your shoulders I did not realize I was holding.” – JK CBQ: Why did you get a vasectomy? Summary: Juan and Courtney use a very personal story to expose an overlooked leadership truth: responsibility shared is pressure reduced, and sometimes the smallest physical procedure removes the biggest emotional load. HIGHLIGHTS “It was a pinch for you. It was surgery for me.” – Courtney “I did not realize I wasn’t lifting weight off your shoulders.” – Juan “Men get praised for showing up. Women get questioned.” – Juan “Sometimes the...
info_outline
Confessions of CoWorking
Career Blindspot
"Getting out of the house makes us do work better.” – Courtney CBQ: Why are we in a phone booth at Industrious? Juan and Courtney pull back the curtain on their recording setup to unpack the modern co-working experience—why intentional environments matter more than trendy spaces, and how isolation quietly kills creativity. HIGHLIGHTS “Getting out of the house makes us do work better.” – Courtney “I chose co-working because I wanted human experience.” – Juan “Just because I do not get energy from people does not mean I should avoid them.” – Courtney...
info_outline
Doomscroll or Researching?
Career Blindspot
“It is not the content. It is the intention behind it.” – Courtney CBQ: What is the difference between doom-scrolling and researching on your phone? Summary: Juan and Courtney dissect the blurry line between learning and avoidance—why “research” can be productive curiosity or just another flavor of self-distraction. HIGHLIGHTS “Doom-scrolling is when I am not actually going to apply what I learned.” – Courtney “Body-doubling helps neurodiverse people get things done.” – Courtney “Investing in yourself is different from retail therapy.” – Juan...
info_outline
DIY Can't I Delegate?
Career Blindspot
“DIY starts with ego, but ends with humility.” – Juan Kingsbury CBQ: Why is DIY a mixed bag of fun and frustration? Juan and Courtney break down the trap of “doing it all yourself.” From home projects to leadership habits, they reveal how ego fuels the start, but humility gets the job done. HIGHLIGHTS “When you DIY, you eventually have to delegate.” “The real skill is knowing who to delegate to.” “Letting go of control is not weakness, it is awareness.” “No one will care for your baby the same way you do.” “If your projects are...
info_outline
Inside the NBA EGO
Career Blindspot
“The egos are shaping the meeting — and whether your mission is accomplished or not.” – Juan CBQ: What Egos are shaping your meetings? (*Why does Juan love Inside the NBA?) Juan and Courtney break down the leadership lessons hidden inside Inside the NBA. From Barkley’s bluntness to Shaq’s dominance, Kenny’s analogies, and Ernie’s calm structure, it is more than sports talk — it is a masterclass in team dynamics. When strong personalities collide, who leads, who listens, and who actually moves the mission forward? HIGHLIGHTS 03:54 - "These are egos, and...
info_outline
A Courtney of Thrills and Nerdiness
Career Blindspot
“When’s the last time you thrilled yourself?” – Juan Kingsbury CBQ: When you find out someone has read A Court of Thorns and Roses, what are you instantly doing? Juan and Courtney unpack the joy of nerding out — from fantasy novels to comics to leadership. Leaders often chase productivity, but when is the last time you chased thrill? HIGHLIGHTS 1:09 “It is not just reading it, it is the joy of nerding out with someone else.” – Juan 2:39 “Nostalgia comforts, never thrills.” 4:38 “Everybody’s just looking to find where they belong.” –...
info_outline
Resisting Good Relationships
Career Blindspot
“Whenever I hear the word networking, I feel scuzzy. I don’t want to schmooze people, but the way you describe it makes it feel easier — it’s about really getting to know people.” - CK CBQ - What is your love language? Juan and Courtney discuss the resistance people feel in reaching out for advice or support, reframing networking as an act of offering value instead of seeking it. HIGHLIGHTS [00:04:16] “Leadership should not be lonely. Leadership isn’t lonely — it’s the opposite. You’re collaborating with people, delegating, and trusting them to deliver.” - JK...
info_outline
Juan's Disney Internship
Career Blindspot
"I wanted it. I was just doing the work to have that job, and I didn’t even know what the freaking job was." – JK Juan's Disney Internship CBQ: How come you never talk about what it was like to work at Disney? Juan reflects on his Disney internship 24 years ago, the risks he took despite his parents’ doubts, the odd jobs and lessons along the way, and how that leap helped shape his confidence to take risks in his career. HIGHLIGHTS 1:39 “Working at Disney World was like college without classes.” – Juan 4:52 “I can’t keep this medal…” – Juan...
info_outline
All Maps Are Wrong
Career Blindspot
"I think so many people have antiquated old maps. Not bad, but if it's out of date, it's not helpful." - JK CBQ: Are you good at reading maps? Maps, like workplace rules, can be outdated or misleading if never questioned. In this episode, JK and CK share stories from hiking, corporate life, and cultural shifts to reveal how leaders and professionals often rely on old frameworks that no longer serve them. They challenge listeners to examine which “maps” need updating or discarding to navigate today’s work landscape. HIGHLIGHTS [00:52] "All maps are...
info_outline
Best. Bday. Ever.
Career Blindspot
Full Video Episode on ! “I got pink glitter nails because I just do not care anymore.” – Courtney | | | CBQ: Why can celebrating yourself be a challenge? Turning 40 is often framed as a milestone of decline or denial. In this conversation, Juan and Courtney share the messy, joyful, and sometimes awkward truths about aging, celebrating, and the surprising ways birthdays can reveal our blindspots. This is not just about cake or sleep—it is about permission to be seen and supported. HIGHLIGHTS [00:19 “I have been waiting my whole life to turn...
info_outlineCBQ - What workplace buzzwords make you cringe?
Episode Summary
In this episode, we unpack the workplace buzzwords that make us cringe — and why they matter more than we think. From “rockstar” to “game changer” to “take it offline,” we explore how language shapes culture, signals unintended messages, and can alienate teams. Leaders, tune in to sharpen your communication and connect more effectively.
Episode Quotes
- [00:01:18] “True high performers are out on vacation or crushing their goals — they’re not the squeaky wheel.”
- [00:02:52] “You keep using that word — what do other people think it means?”
- [00:05:17] “If your words are making people cringe, what aren’t they hearing that you intended?”
- [00:06:52] “As leaders, it’s not about banning words — it’s about whether they’re helping you communicate effectively.”
- [00:07:26] “I would love to invent software that automatically mutes you after 3 buzzwords in 5 minutes.”
- Follow Juan on LinkedIn
- Follow Courtney on LinkedIn
- Check out CareerBlindspot.com
- Follow on LinkedIn and Instagram
→ Your listening perspective matters - 5 min survey.