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My guest today is Krysia Szyszlo, an Optimizer OG who has successfully diversified her career across multiple fields, including television editing, real estate investing, and dating coaching. Krysia’s journey is nothing short of inspiring. In her own words, she started in a dark place, struggling with a stalled career for over a year and later, a broken relationship. Through resilience, smart strategies, and more importantly, a shift in mindset, she transformed her career and built a life filled with purpose and growth.

In our conversation, we also uncover the fascinating connections between her work as a dating coach and career-building. Krysia highlights the parallels between dating, networking, and job hunting, offering practical advice and fresh perspectives that resonate across both personal and professional journeys.

If you’re navigating challenges in your own career, this episode is a thoughtful reminder that reinvention is possible — even when the path forward feels unclear. Krysia’s story offers a blueprint for resilience and growth, no matter where you’re starting.

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Here's What You'll Learn:

• Why Krysia decided to join the Optimizer coaching & mentorship program
• Why coaching is important especially in difficult times according to Krysia
• How Krysia transitioned from editing 30-second commercials to a 90-minute feature despite the voices telling her that it can’t be done
• Why Krysia believes that we can transition to any career we want
• KEY TAKEAWAY: Transitioning is not necessarily an all or nothing approach
• What a day looks like for a multi-hyphenate person
• KEY TAKEAWAY: Your ‘why’ has to be big enough for your unbalanced life for a little while until you get into the groove
• KEY TAKEAWAY: No matter how many tactics and strategies you have, if you don't have mindset and belief, you're wasting your time
• Where Krysia got the spark to become a dating coach and what were her transferable skills from editing work
• KEY TAKEAWAY: Transition is integrating skills from one career to another career
• How Krysia handles rejections from dating and how it can also apply to career rejections
• Networking advice from a dating coach
• How to start putting yourself out there if you don’t believe in yourself
• How authenticity and vulnerability can work in networking for introverts
• How to recognize the right career match
• Krysia’s important advise whether you’re seeking companionship, networking or looking for a job

Useful Resources Mentioned:

Date Your Destiny

Eben Pagan Training

Dear Hollywood: We Don’t Want to “Go Back to Normal.” Normal Wasn’t Working.

Krysia Szyszlo’s website

Continue to Listen & Learn

Ep234: [CASE STUDY] How to Make the Most of Slow Work Periods and Make a Career Pivot | with Malinda Zehner Guerra

Ep145: [CASE STUDY] Navigating a Difficult Career Transition | with Sam Lavin

Ep232: How to Future-Proof Your Creative Career, Avoid Burnout, and Build a Life Bigger Than Your Résumé | with Christina Wallace

Ep246: Building a Career Beyond Your Job Title, Strategically Crafting Your Story, and Diversifying Your Career Portfolio | with Jeff Bartsch

Ep233: Redefining Your Career Path in a Post Generational Society | with Mauro Guillén

Ep263: The Art of the Pivot: Going From Freelancer to Entrepreneur | with Nick Milo

Ep198: Terrified to Make a Big Change In Your Life? Start By “Showing Up Small” | with Eddy Roche

Ep179: Navigating The ‘Messy Middle’ of Life & Career Transitions | with Melissa Costello

[BONUS] Mastermind Q&A: How to Successfully Be a “Specialized Generalist” | with Michael Addis

Ep259: Overcoming Communication Fears for Introverted Creatives | with Bridget Sampson

Ep228: The Link Between Telling Your Story & Identifying Your Purpose (And How to Do Both) | with Dan Davis

Ep178: How to Manage An Identity Crisis (Especially When You Know You’re Meant For Something More) | with Erica Wernick

Episode Transcript

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Guest Bio:

Krysia Szyszlo

Krysia Sizzlo is a true embodiment of the gig economy's potential. As a Toronto television editor, real estate investor, and dating coach at DateYourDestiny.com, and creator of the 3-Date Method, Krysia has mastered the art of diversifying income streams. Her career journey is a testament to the importance of flexibility and innovation in any economy.

With her unique ability to blend creativity with strategic thinking, Krysia offers valuable insights into how diversifying work across different fields has not only enriched her professional life but also provided stability and growth.

Show Credits:

This episode was edited by Curtis Fritsch, and the show notes were prepared by Debby Germino and published by Glen McNiel.

The original music in the opening and closing of the show is courtesy of Joe Trapanese (who is quite possibly one of the most talented composers on the face of the planet).