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Emily McSherry: Why You Feel Lost Despite Doing Everything Right
EPISODE OVERVIEW
Duration: Approximately 45 minutes
Best For: Trapped entrepreneurs who have worked relentlessly, achieved external success, yet still feel directionless and exhausted
Key Outcome: Discover how to reconnect with your purpose, manage your energy, and build systems that create genuine freedom rather than just more work
She crushed every goal. Then she woke up wondering why none of it felt like enough.
THE BOTTOM LINE
You have done everything society told you to do. You worked harder than anyone else. You built the company from nothing. You sacrificed weekends, holidays, your health. And somewhere along the way, you looked around and realised you have created a prison rather than freedom. Emily McSherry knows this feeling intimately. She was the 4.2 GPA student, the state softball champion, the double business major who did five internships and talked to professionals and still left college feeling completely lost. That same pattern followed her into entrepreneurship, where she discovered that pushing harder was not the answer. The thing is, Emily now runs Advize Hub, a platform helping students make better career decisions by actually hearing from people in the jobs they are considering. She has built something that matters. She has done it while learning to manage her energy, find co-founders who complement her weaknesses, and create systems that do not require her to sacrifice everything. Her journey offers a blueprint for any trapped entrepreneur ready to stop running on empty and start building something sustainable.
WHY THIS EPISODE MATTERS TO YOU
You will learn why working harder keeps making you feel more trapped, and what to do instead to reclaim your time and mental clarity
You will discover how to identify when you are running on old scripts, those anxious thought patterns that keep you stuck in survival mode rather than strategic thinking
You will understand how finding the right partners and systems means you stop being the bottleneck on every single decision in your business
You will recognise the real cost of waiting, because every month you delay building proper foundations is another month of exhaustion and missed moments with family
KEY INSIGHTS YOU CAN IMPLEMENT TODAY
The hardest workers often feel the most lost. Emily did everything right, worked obsessively, achieved every milestone, and still felt directionless. Because achievement without alignment is just productive misery. When you reconnect with why you started, your effort finally starts paying dividends in fulfilment, not just revenue.
Solo decision-making is silently destroying you. Emily operated as a solo founder until an advisor insisted she find a co-founder. The thing is, making every single decision alone is not just hard, it is unsustainable. When she partnered with someone who had complementary skills, everything changed. The quality of decisions improved. The burden lifted. Your business needs more than just your brilliance.
Your morning thoughts are running old scripts. Those anxious thoughts that hit you at 5am, the doubts, the worries about things years away, Emily calls them old scripts. They are not you. They are just thought patterns. Daily reflection questions like "Who am I becoming?" and "How do I want to feel today?" help you interrupt the pattern and show up as the leader your business needs.
Presence is the antidote to entrepreneurial burnout. Emily discovered through meditation that she was never present, always thinking about the future, mindlessly making decisions. Practices like breath work and meditation are not luxuries. They are the operating system that allows you to access your best thinking rather than running on fumes.
Test before you leap, but actually leap. Emily spent nearly two years researching her business idea before going full-time. She talked to customers, validated the problem, built a prototype. You do not have to quit tomorrow. That said, you also cannot research forever. Get evidence, then move.
GOLDEN QUOTES WORTH REMEMBERING
"I was doing all the right stuff, killing myself so I could get the best job and have my best life. And then none of it really added up for me." - Emily McSherry
"Being a human, you wake up, even today I didn't feel that great this morning. I didn't have energy. So you need to create it yourself." - Emily McSherry
"I would know people would be like, what is she doing? Why doesn't she just go do this thing? Those people don't understand it. They're thinking about the safety net or stability." - Emily McSherry
"Old scripts are playing. Almost like an anxious thought or a doubt. That's the old script. Get it out." - Emily McSherry
"I don't think there's ever really a great, perfect time to just start the thing. Once you get on the journey, you're like, what could I have done if I just started this a couple years earlier?" - Roy Castleman
QUICK NAVIGATION FOR BUSY LEADERS
00:00 - Introduction: Meet Emily McSherry and the problem of career clarity
04:30 - The gap between career advice and real-world jobs, why students feel lost
08:45 - Emily's origin story, from rural Texas to UCLA business school
14:20 - The catalyst moment, doing everything right yet feeling completely lost
22:15 - Why working harder is not the answer, lessons from burnout
28:40 - Finding a co-founder, the shift from solo struggle to partnership
33:10 - Managing energy and mindset, daily practices for entrepreneurs
38:25 - Breath work and presence, Roy shares his Wim Hof journey
42:00 - Working on the business vs in the business, practical strategies
44:30 - Final advice for aspiring entrepreneurs, test then leap
GUEST SPOTLIGHT
Name: Emily McSherry
Bio: Emily McSherry is the founder and CEO of Advize Hub, a platform solving the problem of students making life-changing career decisions without ever talking to people in the jobs they are considering. A former competitive athlete, double business major, and UCLA MBA graduate, Emily brings seven years of experience in recruitment and talent development to her mission of democratising career access for students nationwide.
Connect with Emily:
Website: www.advizehub.com
LinkedIn: https://www.linkedin.com/in/msemilymcsherry/
Email: [email protected]
YOUR NEXT ACTIONS
This Week: Identify one decision you have been making alone that would benefit from a second perspective. Find that person and schedule a 30-minute conversation. Notice how the burden lifts when you are not the only one carrying it.
This Month: Audit your morning routine. Are you starting the day on old scripts, anxious thoughts about the future, replaying yesterday's failures? Implement one reflection question each morning: "How do I want to feel today?" Track the difference in your clarity and energy.
This Quarter: Evaluate your business for bottlenecks where only you can make the decision. Choose one area to systematise or delegate. Document the process, train someone, step back. Measure how much time returns to you.
EPISODE RESOURCES
Book: "How to Actually Attract" by Rick Lewis, recommended by Emily for managing entrepreneurial mindset
Book: "The Four Agreements" by Don Miguel Ruiz, recommended by Roy for understanding behaviour patterns
Book: "Tools of Titans" by Tim Ferriss, mentioned by Roy for performance and recovery strategies
Book: "Traction" by Gino Wickman, recommended by Roy for business operating systems
Platform: Advize Hub (www.advizehub.com), Emily's platform for career exploration
Method: Wim Hof Method for breath work and energy management
App: Headspace, mentioned by Emily for beginning meditation practice
Framework: EOS (Entrepreneurial Operating System) and BOS UP for business structure
━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━
READY TO ESCAPE THE TRAP?
Take the Freedom Score Quiz: https://scoreapp.atpbos.com/
Discover how trapped you are in your business and get your personalised roadmap to freedom in under 5 minutes.
Book a Free Strategy Session: https://www.atpbos.com/contact
Let's discuss how to build a business that works WITHOUT you.
━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━
CONNECT WITH YOUR HOST, ROY CASTLEMAN
Roy is the founder of All The Power Limited and creator of Elevate360, a business coaching system for entrepreneurs ready to scale without burnout. As a certified Wim Hof Method Instructor and the UK's first certified BOS UP coach, Roy combines AI automation, wellness practices, and business operating systems to help trapped entrepreneurs reclaim their freedom.
Website: www.atpbos.com
LinkedIn: https://www.linkedin.com/in/roycastleman/
YouTube: https://www.youtube.com/@allthepowerltd
View all episodes
By Roy CastlemanEPISODE OVERVIEW
Duration: Approximately 45 minutes
Best For: Trapped entrepreneurs who have worked relentlessly, achieved external success, yet still feel directionless and exhausted
Key Outcome: Discover how to reconnect with your purpose, manage your energy, and build systems that create genuine freedom rather than just more work
She crushed every goal. Then she woke up wondering why none of it felt like enough.
THE BOTTOM LINE
You have done everything society told you to do. You worked harder than anyone else. You built the company from nothing. You sacrificed weekends, holidays, your health. And somewhere along the way, you looked around and realised you have created a prison rather than freedom. Emily McSherry knows this feeling intimately. She was the 4.2 GPA student, the state softball champion, the double business major who did five internships and talked to professionals and still left college feeling completely lost. That same pattern followed her into entrepreneurship, where she discovered that pushing harder was not the answer. The thing is, Emily now runs Advize Hub, a platform helping students make better career decisions by actually hearing from people in the jobs they are considering. She has built something that matters. She has done it while learning to manage her energy, find co-founders who complement her weaknesses, and create systems that do not require her to sacrifice everything. Her journey offers a blueprint for any trapped entrepreneur ready to stop running on empty and start building something sustainable.
WHY THIS EPISODE MATTERS TO YOU
You will learn why working harder keeps making you feel more trapped, and what to do instead to reclaim your time and mental clarity
You will discover how to identify when you are running on old scripts, those anxious thought patterns that keep you stuck in survival mode rather than strategic thinking
You will understand how finding the right partners and systems means you stop being the bottleneck on every single decision in your business
You will recognise the real cost of waiting, because every month you delay building proper foundations is another month of exhaustion and missed moments with family
KEY INSIGHTS YOU CAN IMPLEMENT TODAY
The hardest workers often feel the most lost. Emily did everything right, worked obsessively, achieved every milestone, and still felt directionless. Because achievement without alignment is just productive misery. When you reconnect with why you started, your effort finally starts paying dividends in fulfilment, not just revenue.
Solo decision-making is silently destroying you. Emily operated as a solo founder until an advisor insisted she find a co-founder. The thing is, making every single decision alone is not just hard, it is unsustainable. When she partnered with someone who had complementary skills, everything changed. The quality of decisions improved. The burden lifted. Your business needs more than just your brilliance.
Your morning thoughts are running old scripts. Those anxious thoughts that hit you at 5am, the doubts, the worries about things years away, Emily calls them old scripts. They are not you. They are just thought patterns. Daily reflection questions like "Who am I becoming?" and "How do I want to feel today?" help you interrupt the pattern and show up as the leader your business needs.
Presence is the antidote to entrepreneurial burnout. Emily discovered through meditation that she was never present, always thinking about the future, mindlessly making decisions. Practices like breath work and meditation are not luxuries. They are the operating system that allows you to access your best thinking rather than running on fumes.
Test before you leap, but actually leap. Emily spent nearly two years researching her business idea before going full-time. She talked to customers, validated the problem, built a prototype. You do not have to quit tomorrow. That said, you also cannot research forever. Get evidence, then move.
GOLDEN QUOTES WORTH REMEMBERING
"I was doing all the right stuff, killing myself so I could get the best job and have my best life. And then none of it really added up for me." - Emily McSherry
"Being a human, you wake up, even today I didn't feel that great this morning. I didn't have energy. So you need to create it yourself." - Emily McSherry
"I would know people would be like, what is she doing? Why doesn't she just go do this thing? Those people don't understand it. They're thinking about the safety net or stability." - Emily McSherry
"Old scripts are playing. Almost like an anxious thought or a doubt. That's the old script. Get it out." - Emily McSherry
"I don't think there's ever really a great, perfect time to just start the thing. Once you get on the journey, you're like, what could I have done if I just started this a couple years earlier?" - Roy Castleman
QUICK NAVIGATION FOR BUSY LEADERS
00:00 - Introduction: Meet Emily McSherry and the problem of career clarity
04:30 - The gap between career advice and real-world jobs, why students feel lost
08:45 - Emily's origin story, from rural Texas to UCLA business school
14:20 - The catalyst moment, doing everything right yet feeling completely lost
22:15 - Why working harder is not the answer, lessons from burnout
28:40 - Finding a co-founder, the shift from solo struggle to partnership
33:10 - Managing energy and mindset, daily practices for entrepreneurs
38:25 - Breath work and presence, Roy shares his Wim Hof journey
42:00 - Working on the business vs in the business, practical strategies
44:30 - Final advice for aspiring entrepreneurs, test then leap
GUEST SPOTLIGHT
Name: Emily McSherry
Bio: Emily McSherry is the founder and CEO of Advize Hub, a platform solving the problem of students making life-changing career decisions without ever talking to people in the jobs they are considering. A former competitive athlete, double business major, and UCLA MBA graduate, Emily brings seven years of experience in recruitment and talent development to her mission of democratising career access for students nationwide.
Connect with Emily:
Website: www.advizehub.com
LinkedIn: https://www.linkedin.com/in/msemilymcsherry/
Email: [email protected]
YOUR NEXT ACTIONS
This Week: Identify one decision you have been making alone that would benefit from a second perspective. Find that person and schedule a 30-minute conversation. Notice how the burden lifts when you are not the only one carrying it.
This Month: Audit your morning routine. Are you starting the day on old scripts, anxious thoughts about the future, replaying yesterday's failures? Implement one reflection question each morning: "How do I want to feel today?" Track the difference in your clarity and energy.
This Quarter: Evaluate your business for bottlenecks where only you can make the decision. Choose one area to systematise or delegate. Document the process, train someone, step back. Measure how much time returns to you.
EPISODE RESOURCES
Book: "How to Actually Attract" by Rick Lewis, recommended by Emily for managing entrepreneurial mindset
Book: "The Four Agreements" by Don Miguel Ruiz, recommended by Roy for understanding behaviour patterns
Book: "Tools of Titans" by Tim Ferriss, mentioned by Roy for performance and recovery strategies
Book: "Traction" by Gino Wickman, recommended by Roy for business operating systems
Platform: Advize Hub (www.advizehub.com), Emily's platform for career exploration
Method: Wim Hof Method for breath work and energy management
App: Headspace, mentioned by Emily for beginning meditation practice
Framework: EOS (Entrepreneurial Operating System) and BOS UP for business structure
━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━
READY TO ESCAPE THE TRAP?
Take the Freedom Score Quiz: https://scoreapp.atpbos.com/
Discover how trapped you are in your business and get your personalised roadmap to freedom in under 5 minutes.
Book a Free Strategy Session: https://www.atpbos.com/contact
Let's discuss how to build a business that works WITHOUT you.
━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━
CONNECT WITH YOUR HOST, ROY CASTLEMAN
Roy is the founder of All The Power Limited and creator of Elevate360, a business coaching system for entrepreneurs ready to scale without burnout. As a certified Wim Hof Method Instructor and the UK's first certified BOS UP coach, Roy combines AI automation, wellness practices, and business operating systems to help trapped entrepreneurs reclaim their freedom.
Website: www.atpbos.com
LinkedIn: https://www.linkedin.com/in/roycastleman/
YouTube: https://www.youtube.com/@allthepowerltd