855: Why You Need to Separate Your Self-Worth From Your Success

855: Why You Need to Separate Your Self-Worth From Your Success

Update: 2025-02-24
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This podcast features an interview with Ozzy Jawsastani, an entrepreneur who experienced a profound sense of loss after selling her successful business. The conversation delves into the unexpected challenges of success, including feelings of emptiness, disillusionment, and the need to redefine personal fulfillment. Ozzy shares her journey of overcoming the post-success blues, emphasizing the importance of separating identity from work, embracing new beginnings, and finding joy in passion projects. She stresses the importance of work-life balance, prioritizing personal well-being, and challenging the hustle culture mentality. The podcast offers valuable insights for entrepreneurs and anyone navigating the complexities of success and personal growth.

Outlines

00:00:00
Overcoming the Post-Success Blues and Redefining Fulfillment

Jenna Goodger interviews Ozzy Jawsastani, an entrepreneur who experienced a profound sense of loss after selling her successful business. They discuss the emotional rollercoaster of achieving big goals, the importance of separating identity from work, and the challenges of reinventing oneself after a major win. Ozzy shares her personal experience of feeling lost and unfulfilled after selling her business, despite achieving a major milestone. She emphasizes the importance of processing these emotions and allowing oneself time to adjust. Ozzy discusses how she learned to redefine success for herself, moving away from external validation and embracing a more personal definition of fulfillment. She emphasizes the importance of self-appreciation and finding joy in the present moment.

00:30:14
Overcoming Fear and Embracing New Beginnings

Ozzy shares how she overcame the fear of starting over after achieving success and the pressure to maintain a certain level of achievement. She emphasizes the importance of self-confidence and the power of taking risks. Ozzy stresses the importance of maintaining a healthy work-life balance and separating one's identity from their business. She argues that prioritizing personal fulfillment and well-being is crucial for long-term happiness and success. Ozzy shares her excitement about her new business, which is built around a passion project that brings her joy and fulfillment. She emphasizes the importance of aligning work with personal interests and finding a balance between ambition and enjoyment.

Keywords

Post-Success Blues


The feeling of emptiness, disillusionment, or even depression that can occur after achieving a major goal or milestone, often stemming from a sense of loss or uncertainty about what comes next.

Identity Reinvention


The process of redefining oneself after a significant life event, such as achieving a major goal, experiencing a setback, or undergoing a personal transformation. It involves exploring new interests, values, and aspirations.

Entrepreneurial Burnout


A state of emotional, physical, and mental exhaustion caused by prolonged stress, overwork, and a lack of boundaries between work and personal life, often experienced by entrepreneurs.

Hustle Culture


A societal mindset that glorifies hard work, long hours, and relentless pursuit of success, often leading to burnout and a neglect of personal well-being.

Work-Life Balance


The ability to effectively manage and prioritize both professional and personal responsibilities, ensuring a healthy and fulfilling life outside of work.

Passion Project


An activity or endeavor that is pursued for personal enjoyment and fulfillment, often outside of one's primary profession or career.

Q&A

  • What are some of the unexpected challenges that can arise after achieving a major goal?

    Ozzy shares that she experienced a sense of loss and emptiness after selling her successful business, despite achieving a major milestone. This highlights the importance of acknowledging and processing the emotional rollercoaster that can accompany success.

  • How can entrepreneurs avoid becoming too attached to their businesses and maintain a healthy sense of identity?

    Ozzy emphasizes the importance of creating distance between oneself and their work, recognizing that businesses are not extensions of their identity. She suggests finding fulfillment outside of work and prioritizing personal well-being.

  • What are some strategies for overcoming the fear of starting over after achieving success?

    Ozzy shares that she overcame her fear by focusing on her own accomplishments and recognizing her ability to achieve anything she sets her mind to. She encourages entrepreneurs to embrace risks and trust in their own capabilities.

  • How can entrepreneurs find a balance between ambition and enjoyment in their work?

    Ozzy emphasizes the importance of aligning work with personal passions and finding joy in the process. She suggests prioritizing activities that bring fulfillment and creating a business that feels fun and rewarding.

  • What are some practical tips for achieving a healthy work-life balance?

    Ozzy advocates for setting boundaries between work and personal life, prioritizing time for personal interests and relationships, and recognizing the importance of rest and rejuvenation. She encourages entrepreneurs to challenge the hustle culture mentality and prioritize their well-being.

Show Notes

Have you ever achieved a major milestone in your career, only to find yourself wondering, “What’s next?” It’s an odd feeling, isn’t it? That mix of pride, joy, and maybe a little fear about where to go from here.


Today’s guest, Azie Jazestani, knows this feeling all too well. With nearly two decades in the events industry, Azie went from planning unforgettable celebrations to running her own venue, Maison Principale. She scaled and sold that business—a massive achievement that any entrepreneur would dream of. But what came next wasn’t just a victory lap. It was a brave step into reinvention.


Now, Azie is the founder of The Sweet Table Shop, a beautifully curated product line for event professionals and party lovers. Her story is one of resilience, creativity, and constantly evolving to embrace new opportunities. But it’s also a story about the comeback after a win—the surprising challenges that arise after reaching a peak and the courage it takes to build again.


In our conversation, we discuss how Azie navigated this journey, her insights on staying true to your vision while reinventing yourself, and the lessons she’s learned about resilience and renewal. 


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Goal Digger Instagram: https://www.instagram.com/goaldiggerpodcast/

Goal Digger Show Notes: https://www.jennakutcherblog.com/azie-jazestani 


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855: Why You Need to Separate Your Self-Worth From Your Success

855: Why You Need to Separate Your Self-Worth From Your Success

Jenna Kutcher