
Show Notes
“The impediment to action advances action. What stands in the way becomes the way.” — Marcus Aurelius Caleb Ulffers is the internet’s favorite curator of “little luxuries.” At his core, Caleb is obsessed with intentional living—designing products, spaces, routines, and even his own mind to create more flow, clarity, and performance. He’s helped build startup ecosystems, produced nationally recognized conferences, exited companies in health and software, and taught product design to Fortune 500 teams. More recently, he’s grown a content audience of 250K+ followers by sharing his taste for “little luxuries” and thoughtfully curated consumer products—building both influence and six-figure brand partnerships along the way. In this episode: • When it’s time for you to take a different path in your life. • How your environment shapes your energy. • The blueprint to consistently go viral on social media. • Why building in public accelerates trust. Let’s WIN THE DAY with Caleb Ulffers! _ 🎬 Episode website (including 4K video, full transcript, best quotes, etc.): https://jameswhitt.com/280-win-the-day-podcast-caleb-ulffers _ Episode links: 🎯 What’s the ONE thing the world’s top performers do to win their day? Download your FREE playbook “50 Ways to Win the Day” and find out 🕺 Caleb Ulffers TikTok 📷 Caleb Ulffers Instagram 📝 Caleb Ulffers LinkedIn ⚡ Caleb Ulffers website 🎬 Subscribe to Win the Day YouTube channel 💚 Give the Win the Day podcast a 5-star rating on Apple Podcasts 🙏 Give the Win the Day podcast a 5-star rating on Spotify _ Timemarkers: 00:00 Meet Caleb Ulffers: from $5M gym bag company to viral "little luxuries" creator 2:19 Growing up as the youngest of four in a tiny Nebraska town 4:08 What homeschooling taught Caleb Ulffers — and what it got wrong 8:20 The Starbucks moment: when the dream you were sold turns out to be a lie 12:52 How the startup world gave Caleb Ulffers a new path after corporate life failed him 15:05 Why experience is the product: lessons from designing a world-class conference 21:30 How to go viral on social media: the content formula behind 250K followers 30:00 The exact course and cheap home setup that launched Caleb's content career 33:22 How to design your life: AB testing, personality tests, and intentional routines 37:00 Why most people consume self-help content but never actually change 38:32 Too much consumption, not enough digestion — how to learn from what you consume 42:01 Why cutting out news, negative music, and draining people will make you happier 43:15 Why clarity — not motivation — is what actually moves you forward 46:21 What winning the day really means (and how the answer changes over time) 47:38 The best coffee products worth knowing about, according to Caleb Ulffers 49:31 The two daily affirmations that will completely change how you see hard times 52:30 Rocket Round _ Want to support the show? 1. Hit 'Follow'. 2. Leave a 5-star rating. 3. Share this episode with a friend. This will help the podcast get discovered by more people so they can Win the Day, too. Thank you for your support! It truly means a lot 💕 Onward and upward always… #WinTheDay PS — Enjoyed this episode? You'll love this one, too: Episode 258: Wealthy & Well Known with Rory Vaden
More from Win the Day
“I learned that courage was not the absence of fear, but the triumph over it.” – Nelson Mandela Public speaking terrifies most. The majority of us would rather be in the casket than give the eulogy. Why does the one skill that most determines your opportunities still freeze so many of us? Matt Abrahams is a communications expert, Stanford professor in Organizational Behavior, and author of Think Faster, Talk Smarter. Matt has coached people for IPO roadshows, Nobel Prize presentations, TED talks, and World Economic Forum addresses. His talks have been viewed millions of times. In this episode: • How to turn fear and anxiety into a strength • The 6-step framework to thrive when you’re put on the spot • Why connection beats perfection every time • How the thing holding you back might be your superpower Let’s WIN THE DAY with Matt Abrahams! _ Show links: 🗝️ If you want more from your team, learn more about how Win the Day can help your organization 📚 ‘Think Faster, Talk Smarter: How to Speak Successfully When You're Put on the Spot’ by Matt Abrahams ⚡ Matt Abrahams website 📷 Matt Abrahams Instagram 🎬 Subscribe to Win the Day YouTube channel 💚 Give Win the Day a 5-star rating on Apple Podcasts 🙏 Give Win the Day a 5-star rating on Spotify _ Timemarkers: 0:31 Who is Matt Abrahams 4:37 Tell the time, don't build the clock 5:59 How your ability to communicate is directly correlated to your success 7:01 How to set and achieve goals with your communication 8:28 Three ways to get better at anything 9:07 Lessons from mentors 11:01 What qualities Matt looks for in people he wants to mentor 11:45 The biggest mistakes companies make with communication 12:47 How to succeed in a job interview 14:35 What questions Matt asks as an interviewer 15:34 What should you do if you get fired 20:04 Matt’s new book ‘Think Fast, Talk Smarter’ 23:35 The difference between performance and communication 25:13 Lessons from improv (dare to be dull) 26:28 Six-step Think Fast, Talk Smarter Method 28:50 How to tell your own story in a compelling way 31:36 How to overcome anxiety (and create your anxiety management plan) 35:38 Matt’s anxiety management plan 39:07 How to perform at your best now, no matter what happened in your past (“Next play” by Coach K) 43:27 The #1 mistake people make with communication 44:07 Communication tips for parents 46:58 Affirmation 47:21 Rocket Round 49:28 Imposter syndrome _ Want to support the show? 1. Hit 'Follow'. 2. Leave a 5-star rating. 3. Share this episode with a friend. This will help the podcast get discovered by more people so they can Win the Day, too. Thank you for your support! It truly means a lot 💕 Onward and upward always... #WinTheDay In case you missed it: Wealthy & Well Known with Rory Vaden (Ep 258)
“Successful people, in all callings, never stop acquiring specialized knowledge related to their major purpose, business, or profession.” – Napoleon Hill There's a fatal mistake ambitious people make on their journey to success — and it costs them everything. In this minisode, we're going to go through the ONE focus that will help you outshine the others, and show up as your best along the way. Onward, James PS — If you want to learn more about how Win the Day can help your organization, let’s talk _ Links and resources mentioned: 📚 Think and Grow Rich by Napoleon Hill 📈 Win the Day helps ambitious organizations achieve their biggest goals. We diagnose what's draining your team's capacity, deliver personalized strategies, and guarantee measurable results. _ Listening on Spotify? Leave a comment to share your thoughts or a question if you need my help. Want to support the show? 1. Hit 'Follow' and leave a 5-star rating to help others discover the show. 2. Leave a review on Apple Podcasts: https://apple.co/3b29Q2U 3. Leave a 5-star rating on Spotify: https://spoti.fi/3cKIDT6 4. Share the episode with a friend so they can benefit, too. _ Your support is greatly appreciated 💜 #WinTheDay
“Problems are nothing but wake-up calls for creativity.” – Gerhard Gschwandtner What if the problem you are trying to get rid of is the thing trying to wake you up? Brian Bogert’s wake-up call arrived at 7 years old, when he was run over by a truck and his left arm was severed from his body. What followed was years of intensive rehabilitation and 24 surgeries. The accident forced a creativity most of us never have to learn. But the bigger wake-up call came later. For 20 years, Brian shut off physical pain, and without realizing it, shut off mental, emotional, and spiritual pain too. Underneath it, shame, anger, and armor that almost cost him his marriage and the people he loved most. Today he is a husband and father of two, and he teaches a simple idea: choose your pain, or suffering will choose you. In this episode: • The childhood accident that became a lifetime of creative adaptation. • Why pushing pain down eventually pushes everything else down with it. • The three questions that turn a trigger into a response. • How to create emotional safety at home before you create damage. Let’s WIN THE DAY with Brian Bogert! _ Show links: 🗝️ If you lead a team and want to learn more about how Win the Day can help your organization, let’s talk ⚡ Brian Bogert website 📷 Brian Bogert Instagram 🎬 Subscribe to Win the Day YouTube channel 💚 Give Win the Day a 5-star rating on Apple Podcasts 🙏 Give Win the Day a 5-star rating on Spotify _ Timemarkers: 00:00 Who is Brian Bogert 1:35 The accident that changed Brian Bogert’s life forever 4:52 The off-duty nurse that saved Brian Bogert’s life 6:34 Intense rehabilitation and 20+ surgeries 10:03 Did Brian Bogert need to be hit by a truck to adopt a positive mindset? 11:57 The role Brian’s parents played in his recovery (and how trauma impacts other family members) 17:18 What life do you want? 24:05 Tips for men to improve their marriage 25:16 Why your past is not your fault 30:53 How to speak to your kids when you’re overwhelmed 35:30 The power of context 38:46 The best mentor from Brian Bogert’s life and her best piece of advice 39:14 Embrace pain to avoid suffering 41:34 3 steps to upgrade your mindset 43:28 How to handle toxic or lazy people in your life 48:28 Family rituals to build strong and resilient children 51:02 How Brian Bogert sets goals 54:55 Affirmation 55:17 Rocket Round _ Want to support the show? 1. Hit 'Follow'. 2. Leave a 5-star rating. 3. Share this episode with a friend. This will help the podcast get discovered by more people so they can Win the Day, too. Thank you for your support! It truly means a lot 💕 Onward and upward always... #WinTheDay In case you missed it: Live At Your Limit with Dean Stott (Ep 270)
"They tried to bury us, they didn’t know we were seeds." — Dinos Christianopoulos Your attitude to discomfort has a massive impact on both your progress and happiness. In this minisode, we'll go through 3 tips to help you get uncomfortable — and live a little closer to your potential. Onward, James PS — If you want to learn more about how Win the Day can help your organization, let’s talk _ Links and resources mentioned: 🎁 Free ebook: 50 Ways to Win the Day 🦸🏻 Episode 152: Soaring into Success with Norman Kent 🎞️ Episode 236: Lead with Vision with Namit Malhotra 🚑 Episode 248: Perform Under Fire with Leigh Anderson _ Listening on Spotify? Leave a comment to share your thoughts or a question if you need my help. Want to support the show? 1. Hit 'Follow' and leave a 5-star rating to help others discover the show. 2. Leave a review on Apple Podcasts: https://apple.co/3b29Q2U 3. Leave a 5-star rating on Spotify: https://spoti.fi/3cKIDT6 4. Share the episode with a friend so they can benefit, too. _ Your support is greatly appreciated 💜 #WinTheDay
"I skate to where the puck is going to be, not where it has been." — Wayne Gretzky How do you attract opportunity into your life without having to chase it? As the founder and CEO of Arizona Land Consulting, Anita Verma-Lallian specializes in high-stakes land transactions for AI data centers across Arizona’s rapidly expanding West Valley. With a portfolio exceeding $1.5 billion, and features in Bloomberg, The Wall Street Journal, and Fortune, Anita is helping shape the physical infrastructure behind the AI revolution. In this episode: • How to spot opportunities before everyone else sees their potential. • Why the best investment is sometimes the one you don't make. • What the AI boom means—and how it's reshaping the physical world around us. • How to create success without losing sight of what matters most. Let's WIN THE DAY with Anita Verma-Lallian! _ 🎬 Episode website (including 4K video, full transcript, best quotes, etc.): https://jameswhitt.com/302-win-the-day-podcast-anita-verma-lallian _ Episode links: 🎯 Want to bring this Win the Day thinking into your organization? Let's talk ⚡ Anita Verma-Lallian website 📷 Anita Verma-Lallian Instagram 📝 Anita Verma-Lallian LinkedIn 🎬 Subscribe to Win the Day YouTube channel 💚 Give the Win the Day podcast a 5-star rating on Apple Podcasts 🙏 Give the Win the Day podcast a 5-star rating on Spotify _ Timemarkers: 00:00 Anita Verma-Lallian on real estate, AI data centers, and seizing opportunity 01:52 Hard work and risk-taking: Lessons Anita Verma-Lallian learned growing up 03:30 How to overcome imposter syndrome in a male-dominated industry 05:14 Why big decisions are really made years in advance 06:44 How to spot opportunities before everyone else with pattern recognition 08:05 What is a data center? The physical infrastructure behind AI 09:13 Why data centers are so controversial and how they can benefit communities 11:42 Why power matters more than location for data center land 12:45 Inside Anita Verma-Lallian's $25 billion data center partnership with Chamath Palihapitiya 15:26 Is the AI race really an energy race against China? 17:27 Can the US win the AI race in a divided political climate? 19:10 Do data centers really use a lot of water? The truth about Arizona 21:16 Will data centers ever be built in space? 22:08 Where data centers are being built next around the world 23:53 Should you be scared of AI taking your job? 24:58 How to use AI to help your kids learn 27:03 The common traits of the most successful people 28:11 How to spot people who talk big but don't deliver 29:53 How to identify the right opportunities in business and life 31:14 How to keep emotions out of investment decisions 32:54 How to stop overanalyzing and take calculated risks 33:49 How to plan a stressful day: Morning routine and top 3 priorities 35:48 How to handle negative self-talk and doubt 37:43 Rocket round: Anita Verma-Lallian on imposter syndrome, favorite books, and turning anxiety into a strength 40:51 Why failure is just a data point and how Anita Verma-Lallian wins the day _ Want to support the show? 1. Hit 'Follow'. 2. Leave a 5-star rating. 3. Share this episode with a friend. This will help the podcast get discovered by more people so they can Win the Day, too. Thank you for your support! It truly means a lot 💕 Onward and upward always… #WinTheDay PS — Enjoyed this episode? You'll love this one, too: Episode 282: The ROI of Calm with Sunaina Sinha