Episodes

  • Episode 501: Alejandra Maria Gallo: Dating Strategy, Emotional Regulation, and Taking Your Power Back

    Episode 501: Alejandra Maria Gallo: Dating Strategy, Emotional Regulation, and Taking Your Power Back
    Nov 11 2025
    You can be successful, confident, and unstoppable in business: and still lose your edge when it comes to love. In this episode of Habits & Hustle, I sit down with Alejandra Maria, a dating strategist and viral creator who helps ambitious women stop chasing and start leading with self-respect. We talk about what it really means to have emotional discipline, the ability to pause before reacting, to stay calm instead of proving your worth, and to walk away instead of negotiating for respect. Alejandra breaks down how “no contact” can be a power move, not a game, and why emotional diversification is the secret to staying grounded when everything feels personal. If you’re the kind of woman who thrives under pressure but keeps losing your balance in relationships, this one’s for you. We unpack how to bring the same clarity and control you have in business into your emotional life, without losing your softness or your power. Alejandra Maria has built a global audience of nearly a million women with her unapologetic, emotionally intelligent take on modern dating. Her insights have been featured in Newsweek, Girlboss, and more. And she’s redefining what it means to be “high value” in love and life. What We Discuss: (04:10) Why high-achieving women often lose power in love (06:05) The difference between emotional discipline and emotional suppression (08:42) “You can’t outwork emotional chaos”: bringing business mindset into dating (12:30) How “no contact” became the most powerful boundary you can set (18:20) Emotional diversification: spreading your energy beyond one relationship (25:14) Why confidence isn’t control, it’s composure (33:47) The signs you’re over-functioning in relationships (42:30) How to stop chasing and start being chosen (51:12) The mindset shift from proving your worth to holding your power (58:40) How to regulate emotions like you train your body: consistency over chaos …and more! Thank you to our sponsors: Therasage: Head over to therasage.com and use code Be Bold for 15% off Air Doctor: Go to airdoctorpro.com and use promo code HUSTLE for up to $300 off and a 3-year warranty on air purifiers. Magic Mind: Head over to www.magicmind.com/jen and use code Jen at checkout. Momentous: Shop this link and use code Jen for 20% off Manna Vitality: Visit mannavitality.com and use code JENNIFER20 for 20% off your order Prolon: Get 30% off sitewide plus a $40 bonus gift when you subscribe to their 5-Day Program! Just visit https://prolonlife.com/JENNIFERCOHEN and use code JENNIFERCOHEN to claim your discount and your bonus gift. Amp fits is the perfect balance of tech and training, designed for people who do it all and still want to feel strong doing it. Check it out at joinamp.com/jen Find more from Jen: Website: https://www.jennifercohen.com/ Instagram: @therealjencohen Books: https://www.jennifercohen.com/books Speaking: https://www.jennifercohen.com/speaking-engagement Find more from Alejandra Maria: Instagram: @anxiouslyalej TikTok: @anxiouslyalej Youtube: @anxiouslyalej
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    1 hr and 17 mins
  • Episode 500: From Broke to Billionaire: Stephen Cloobeck’s $3.3B Mindset

    Episode 500: From Broke to Billionaire: Stephen Cloobeck’s $3.3B Mindset
    Nov 7 2025
    Stephen Cloobeck didn’t climb the ladder. He built his own. In this episode, we talk about what it really takes to grow a billion-dollar company without a business degree: and why integrity, discipline, and grit beat credentials every time. We get into his biggest pivots, how mentorship shaped his success, and why EQ always outperforms IQ in business and life. Stephen also opens up about giving away over $63 million, calling out “wokeness as weakness,” and what real leadership looks like when you’re under pressure. Stephen Cloobeck is the founder and former CEO of Diamond Resorts, which sold for $3.3 billion enterprise value. He’s been on Undercover Boss more than anyone, donated millions, and still believes character is the ultimate ROI. What We Discuss: 02:03 - Stephen's $63 million in philanthropic giving 04:02 - Undercover Boss episodes and giving away the most money 09:30 - Learning business from Mike Milken instead of business school 12:45 - Harvard Business School case study on his industry disruption 15:20 - Treating employees like family as competitive advantage Thank you to our sponsors: Therasage: Head over to therasage.com and use code Be Bold for 15% off Air Doctor: Go to airdoctorpro.com and use promo code HUSTLE for up to $300 off and a 3-year warranty on air purifiers. Magic Mind: Head over to www.magicmind.com/jen and use code Jen at checkout. Momentous: Shop this link and use code Jen for 20% off Manna Vitality: Visit mannavitality.com and use code JENNIFER20 for 20% off your order Prolon: Get 30% off sitewide plus a $40 bonus gift when you subscribe to their 5-Day Program! Just visit https://prolonlife.com/JENNIFERCOHEN and use code JENNIFERCOHEN to claim your discount and your bonus gift. Amp fits is the perfect balance of tech and training, designed for people who do it all and still want to feel strong doing it. Check it out at joinamp.com/jen Find more from Jen: Website: https://www.jennifercohen.com/ Instagram: @therealjencohen Books: https://www.jennifercohen.com/books Speaking: https://www.jennifercohen.com/speaking-engagement Find more from Stephen Cloobeck: Instagram: @stephenjcloobeck Website: https://stephenjcloobeck.com/
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    32 mins
  • Episode 499: Kim Perell: Building a $235M Company from the Kitchen Table + Why Perfectionism Kills Success

    Episode 499: Kim Perell: Building a $235M Company from the Kitchen Table + Why Perfectionism Kills Success
    Nov 4 2025
    What if perfectionism is actually killing your success? In this Habits and Hustle episode, Kim Perell, a nine-time serial entrepreneur, joins me to share why waiting to feel ready is the biggest mistake aspiring business owners make. We dive into Kim's morning routine, her partnership with Jay Shetty on Junie, and why exercise is her number one productivity tool. We also discuss why iteration beats innovation, and how she balances building multiple companies while raising four kids. Kim Perell is a 9X founder, 2X bestselling author, and investor in 100+ companies. Kim is a dynamic TV personality on Entrepreneur Magazine's Elevator Pitch and regularly appears on Good Morning America, The Today Show, CNBC, Fox, and in Forbes, Inc., and The New York Times. Her book "Mistakes That Made Me A Millionaire" shares the unfiltered truth about the journey to success, proving that every mistake holds the potential for million-dollar lessons. What We Discuss: 04:20 - The number one mistake: waiting to feel 100% ready before starting 05:09 - The Marine Corps 70% solution and how to apply it 06:56 - Why iteration beats innovation (and saves time) 07:21 - Co-founding Junie with Jay Shetty in a crowded beverage market 58:10 - Daily routine: waking at 6 AM, red light therapy, and meditation 59:28 - Running a household with four kids like a company 01:00:29 - Workout routine: HIIT, Peloton, and personal training at home 01:01:08 - Supplement stack: Momentous protein and creatine 01:03:00 - Why exercise is about mental health and focus, not competition 01:03:27 - Exercise as the number one longevity hack above all supplements …and more! Thank you to our sponsors: Therasage: Head over to therasage.com and use code Be Bold for 15% off Air Doctor: Go to airdoctorpro.com and use promo code HUSTLE for up to $300 off and a 3-year warranty on air purifiers. Magic Mind: Head over to www.magicmind.com/jen and use code Jen at checkout. Momentous: Shop this link and use code Jen for 20% off Manna Vitality: Visit mannavitality.com and use code JENNIFER20 for 20% off your order Prolon: Get 30% off sitewide plus a $40 bonus gift when you subscribe to their 5-Day Program! Just visit https://prolonlife.com/JENNIFERCOHEN and use code JENNIFERCOHEN to claim your discount and your bonus gift. Amp fits is the perfect balance of tech and training, designed for people who do it all and still want to feel strong doing it. Check it out at joinamp.com/jen Find more from Jen: Website: https://www.jennifercohen.com/ Instagram: @therealjencohen Books: https://www.jennifercohen.com/books Speaking: https://www.jennifercohen.com/speaking-engagement Find more from Kim Perell: Instagram: @kimperell Website: https://kimperell.com/
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    1 hr and 6 mins
  • Episode 498: Sahil Bloom: How Physical Wealth Unlocks Mental, Financial and Relationship Success

    Episode 498: Sahil Bloom: How Physical Wealth Unlocks Mental, Financial and Relationship Success
    Oct 31 2025
    Listen to the full episode: https://www.youtube.com/watch?v=yoiyKzb-rp4 Why does waking up at 5AM and working out transform losers into winners? In this Fitness Friday episode on the Habits and Hustle podcast, Sahil Bloom joins me to share how a simple 30-day fitness challenge saved a young man's life and why exercise is the "gateway drug" to success in every area of life. We dive into the science behind walking's 60% boost to creative output and why confidence comes from doing hard things repeatedly. Plus, we share the anti-to-do list hack, the energy calendar method, and why "grazing on low-quality tasks" is killing your productivity. Sahil Bloom is an author, investor and former college baseball player at Stanford dedicated to helping others live more fulfilling lives. He is the author of "The Five Types of Wealth," a framework that goes beyond money to prioritize physical health, relationships, mental wellbeing, and purpose. What we discuss: The inspiring story of a suicidal man who found power through 30 days of gym attendance Walking increases creative output by 60% and improves relationship connection How exercise breeds confidence The anti-to-do list: what NOT to do each day for transformation Energy calendar method: color-coding tasks to optimize your life The loneliness tax of personal transformation and why it's worth paying Thank you to our sponsor: Therasage: Head over to therasage.com and use code Be Bold for 15% off Air Doctor: Go to airdoctorpro.com and use promo code HUSTLE for up to $300 off and a 3-year warranty on air purifiers. Magic Mind: Head over to www.magicmind.com/jen and use code Jen at checkout. Momentous: Shop this link and use code Jen for 20% off Manna Vitality: Visit mannavitality.com and use code JENNIFER20 for 20% off your order Prolon: Get 30% off sitewide plus a $40 bonus gift when you subscribe to their 5-Day Program! Just visit https://prolonlife.com/JENNIFERCOHEN and use code JENNIFERCOHEN to claim your discount and your bonus gift. Find more from Sahil Bloom: Instagram: @sahilbloom Book: The 5 Types of Wealth Find more from Jen: Website: https://www.jennifercohen.com/ Instagram: @therealjencohen Books: https://www.jennifercohen.com/books Speaking: https://www.jennifercohen.com/speaking-engagements
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    25 mins
  • Episode 497: Nick Thompson: How Running 100 Miles Taught Him to Run a $13 Billion Media Empire

    Episode 497: Nick Thompson: How Running 100 Miles Taught Him to Run a $13 Billion Media Empire
    Oct 28 2025
    How does a CEO who runs 100-mile races turn around a struggling media company? In this episode on the Habits and Hustle podcast, Nick Thompson, CEO of the Atlantic, joins me to share how the mental strategies that get you through mile 40 of a mountain race are the same ones that grow a publication from 800,000 to 1.35 million subscribers. We dive into why daily practice beats talent in both running and business, and the dark side of elite running culture that creates eating disorders. We also discuss the Signal chat scandal that drove tens of thousands of new subscriptions. Nick Thompson is the CEO of the Atlantic, which has grown profitable under his leadership after years of losses. He's also the American record holder in the 50K for runners 45+ and author of The Running Ground, a memoir exploring how running shapes life, business, and relationships. What We Discuss: 03:14 - Why Nick started running at age 5 with his father during a family crisis 08:46 - How running is a microcosm for life and teaches grit through hard things 14:24 - The Alexander Technique: How a guitar wrist injury prevented 25 years of running injuries 28:16 - Why consistent daily practice is the most important lesson from running 50:04 - How Nick got faster in his 40s by training smarter with specific workouts 55:40 - How the Atlantic grew from 800K to 1.35M subscribers through paywall optimization 1:01:10 - The Signal chat scandal: How Jeff Goldberg was accidentally added to the White House group chat 1:12:10 - Trump's "fixed heartbeats" theory and whether ultra running shortens your lifespan 1:17:25 - The dark side of running: Why elite coaches tell athletes to look like "a skeleton with a condom on" 1:19:19 - How running culture creates eating disorders and destroys young athletes' bodies …and more! Thank you to our sponsors: Therasage: Head over to therasage.com and use code Be Bold for 15% off Air Doctor: Go to airdoctorpro.com and use promo code HUSTLE for up to $300 off and a 3-year warranty on air purifiers. Magic Mind: Head over to www.magicmind.com/jen and use code Jen at checkout. Momentous: Shop this link and use code Jen for 20% off Manna Vitality: Visit mannavitality.com and use code JENNIFER20 for 20% off your order Prolon: Get 30% off sitewide plus a $40 bonus gift when you subscribe to their 5-Day Program! Just visit https://prolonlife.com/JENNIFERCOHEN and use code JENNIFERCOHEN to claim your discount and your bonus gift. Find more from Jen: Website: https://www.jennifercohen.com/ Instagram: @therealjencohen Books: https://www.jennifercohen.com/books Speaking: https://www.jennifercohen.com/speaking-engagement Find more from Nick Thompson: Instagram:@nxthompson Website: https://www.nickthompson.com/
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    1 hr and 29 mins
  • Episode 496: Dr. Michael Breus: The 4-7-8 Breathing Trick That Fixes Middle-of-the-Night Insomnia

    Episode 496: Dr. Michael Breus: The 4-7-8 Breathing Trick That Fixes Middle-of-the-Night Insomnia
    Oct 24 2025
    Listen to the full episode: https://youtu.be/trGbcAqF2dA?si=qG5E_F-gP4x8qQhp Why do you wake up at 3:30 AM and can't fall back asleep? In this Fitness Friday episode on the Habits and Hustle podcast, Michael Breus, the Sleep Doctor, says it’s not your fault. We unpack the science of why everyone wakes up between 1-3 AM, the shocking Alzheimer's connection to Benadryl, and why CBN (not CBD) is the cannabis compound that actually helps sleep. Plus: the truth about melatonin, why magnesium beats most sleep aids, and the supplement deficiencies sabotaging your rest. Dr. Michael Breus is a clinical psychologist and one of only 168 psychologists in the world board-certified in sleep medicine. Known as "The Sleep Doctor," he's the author of five books including Sleep, Drink, Breathe and has treated celebrities from Carson Daly to Paris Hilton to DJ Steve Aoki. What we discuss: Why every human wakes up between 1-3 AM The 4-7-8 breathing technique Navy SEALs use to lower heart rate below 60 Yoga nidra gives you 20 minutes of sleep benefit for every hour of rest Regular Benadryl/ZzzQuil use directly linked to Alzheimer's disease CBD does nothing for sleep. What actually reduces nighttime awakenings The three deficiencies destroying your sleep Why melatonin affects birth control, SSRIs, and is NOT for children Natural alternatives to melatonin Thank you to our sponsor: Therasage: Head over to therasage.com and use code Be Bold for 15% off Air Doctor: Go to airdoctorpro.com and use promo code HUSTLE for up to $300 off and a 3-year warranty on air purifiers. Magic Mind: Head over to www.magicmind.com/jen and use code Jen at checkout. Momentous: Shop this link and use code Jen for 20% off Manna Vitality: Visit mannavitality.com and use code JENNIFER20 for 20% off your order Prolon: Get 30% off sitewide plus a $40 bonus gift when you subscribe to their 5-Day Program! Just visit https://prolonlife.com/JENNIFERCOHEN and use code JENNIFERCOHEN to claim your discount and your bonus gift. Find more from Dr. Michael Breus: Website:https://sleepdoctor.com/ Books: https://sleepdoctor.com/books Find more from Jen: Website: https://www.jennifercohen.com/ Instagram: @therealjencohen Books: https://www.jennifercohen.com/books Speaking: https://www.jennifercohen.com/speaking-engagements
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    27 mins
  • Episode 494: Adam Schafer: The Shocking Stat That Explains Why Most Trainers Stay Broke

    Episode 494: Adam Schafer: The Shocking Stat That Explains Why Most Trainers Stay Broke
    Oct 17 2025
    Listen to the full episode: https://youtu.be/NrHBimydPBU?si=mI2cLamva379hWMy Why do 70% of personal trainers sleep with their clients, and how does this statistic explain why most fitness professionals never build real wealth? In this Fitness Friday episode on the Habits and Hustle podcast, Adam Schafer from Mind Pump drops truth bombs about what separates successful trainers from those who plateau at $40K a year. We unpack the psychology of professional boundaries, why "motivation is bullshit but self-belief is everything," and how the same insecurities that lead to sleeping with clients also trap people in toxic relationship patterns. Adam Schafer is the business strategist behind Mind Pump Media, a fitness podcast generating over $10 million annually. With eight national certifications, a pro-card in bodybuilding, and experience managing some of the largest fitness clubs in the Bay Area, his greatest achievement remains creating a media empire that disrupted the entire fitness industry. What we discuss: Why trainers sleeping with clients is second only to hospitals for workplace affairs How breaking professional boundaries costs you the highest-paying, long-term clients Why your peers lose respect and won't work for someone who crosses these lines "Motivation is bullshit, self-belief is everything" - the mindset shift that creates success Breaking addiction to "broken people" - how ego-feeding relationships mirror bad business choices The confidence factor: Why self-belief matters more than looks, talent, or connections Why successful people keep dating the wrong people despite self-awareness Thank you to our sponsor: Therasage: Head over to therasage.com and use code Be Bold for 15% off Air Doctor: Go to airdoctorpro.com and use promo code HUSTLE for up to $300 off and a 3-year warranty on air purifiers. Magic Mind: Head over to www.magicmind.com/jen and use code Jen at checkout. Momentous: Shop this link and use code Jen for 20% off Manna Vitality: Visit mannavitality.com and use code JENNIFER20 for 20% off your order Prolon: Get 30% off sitewide plus a $40 bonus gift when you subscribe to their 5-Day Program! Just visit https://prolonlife.com/JENNIFERCOHEN and use code JENNIFERCOHEN to claim your discount and your bonus gift. Find more from Adam: Instagram: @mindpumpadam Podcast: https://mindpumppodcast.com/ Find more from Jen: Website: https://www.jennifercohen.com/ Instagram: @therealjencohen Books: https://www.jennifercohen.com/books Speaking: https://www.jennifercohen.com/speaking-engagements
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    19 mins
  • Episode 493: Ben Greenfield: How to Actually Look 20 Years Younger + His Most Extreme Biohacks Revealed

    Episode 493: Ben Greenfield: How to Actually Look 20 Years Younger + His Most Extreme Biohacks Revealed
    Oct 14 2025
    What happens when biohacking's biggest evangelist spends $40,000 replacing his blood with young plasma? In this episode of Habits and Hustle, I sit down with Ben Greenfield, the ultimate biohacker and author of "Boundless," for a deep dive into the science of optimization. We discuss the real science behind fat loss, his daily skincare routine that keeps him looking decades younger, and why he believes faith is just as important as physical optimization. We also dive into his controversial take on GLP-1 microdosing, why the 12-3-30 treadmill trend is overrated, and how he went from extreme experimenter to finding balance between optimization and spirituality. Ben Greenfield is a biohacker, human performance consultant, and New York Times bestselling author. He's one of the world's leading experts on performance, recovery, sleep, digestion, brain optimization, and anti-aging. His revised book "Boundless" is considered the encyclopedia of health optimization. What We Discuss: (04:00) Why most people need digestive enzymes after 40 and how they unlock nutrients (18:00) Cold plunging for women: What the research actually shows (36:00) The 12-3-30 treadmill trend: Why it's overrated for body composition (51:00) GLP-1 agonists: Why microdosing might be the future of appetite control (1:05:00) The plasma replacement therapy that cost $40K but made him feel "unstoppable" (1:27:00) Faith, forgiveness, and finding purpose beyond biohacking (1:37:00) His anti-aging skincare routine that keeps him looking decades younger …and more! Thank you to our sponsors: Therasage: Head over to therasage.com and use code Be Bold for 15% off Air Doctor: Go to airdoctorpro.com and use promo code HUSTLE for up to $300 off and a 3-year warranty on air purifiers. Magic Mind: Head over to www.magicmind.com/jen and use code Jen at checkout. Momentous: Shop this link and use code Jen for 20% off Manna Vitality: Visit mannavitality.com and use code JENNIFER20 for 20% off your order Prolon: Get 30% off sitewide plus a $40 bonus gift when you subscribe to their 5-Day Program! Just visit https://prolonlife.com/JENNIFERCOHEN and use code JENNIFERCOHEN to claim your discount and your bonus gift. Find more from Jen: Website: https://www.jennifercohen.com/ Instagram: @therealjencohen Books: https://www.jennifercohen.com/books Speaking: https://www.jennifercohen.com/speaking-engagement Find more from Ben Greenfield: Instagram: https://www.instagram.com/bengreenfieldfitness/ Website: https://boundlessbook.com/
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    1 hr and 43 mins