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_outlineCareer 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_outlineCareer 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_outlineCareer 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_outlineCareer 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_outlineCareer 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_outlineCareer 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_outlineCareer 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_outlineCareer 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_outlineCareer 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_outline“If you don't have courage, you're not even in the middle of consciousness.” - Justin Foster
CBQ - Why is being a conscious entrepreneur not the default?
This episode explores why conscious entrepreneurship isn’t the norm, breaking down three key barriers: a lack of awareness around consciousness, systemic pressures that discourage it, and the false belief that consciousness and capitalism can’t coexist. The conversation dives into what it really takes to build a conscious business—moral clarity, scalable genius, and meaningful impact—while challenging common misconceptions about wealth and success. It also unpacks how influence, ethics, and personal fulfillment play a central role in redefining what it means to be a successful entrepreneur.
- [00:05:19] “If we just listened to our soul, we would never be insecure.”
- [00:06:08] “If you're a real entrepreneur, you look more like an artist.”
- [00:07:23] “Who are you without any of the labels?”
- [00:12:45] “If you don't have courage, you're not even in the middle of consciousness.”
- [00:24:30] “When you're conscious, guilty pleasures are just pleasures.”
- Follow Juan on LinkedIn
- Check out CareerBlindspot.com
- Follow on LinkedIn and Instagram
→ Your listening perspective matters - 5 min survey.