Ep78: Redefining Success: From Personal Loss to Lifestyle Mastery with Ryan Scialabba

Ep78: Redefining Success: From Personal Loss to Lifestyle Mastery with Ryan Scialabba


About this episode

In this compelling episode of “How to Be Happier for Entrepreneurs,” we dive deep into the life of an entrepreneur who faced significant personal and professional challenges yet emerged stronger and more focused. Ryan Scialabba’s story is not just about building a successful real estate investment career; it’s a journey of overcoming adversity, confronting unhandled trauma, and ultimately crafting a life that blends business success with personal fulfillment. From his early days flipping homes with his father to facing devastating personal losses and battling through a period of self-destructive behavior, Ryan’s story is a powerful testament to resilience and transformation. Discover how his approach to sobriety, family, and business has led to the creation of a diversified real estate empire and the lessons he’s learned along the way. Ryan’s insights, shared in his new book “The Perfect Average Day,” offer valuable lessons on building a lifestyle into your business and finding true contentment beyond the highs and lows of entrepreneurship.


Key takeaways to listen for:

  • The impact of parental financial struggles and divorce on children

  • How childhood experiences can lead to self-imposed responsibilities and coping mechanisms in adulthood

  • Profound effects of childhood trauma on personal relationships and self-perception

  • Challenges in sibling relationships and personal development

  • Strategies for managing personal crises and maintaining mental health amidst parenting challenges




About Ryan Scialabba

Ryan Scialabba, a devoted husband to Emily and father to Weston, is an enthusiastic traveler and motocross racer based in Pittsburgh, PA. A licensed realtor since 2012, he’s trained 1000’s of real estate investors and entrepreneurs to build sustainable businesses. His notable ventures include Homebuyers of Pittsburgh, which has acquired and sold nearly 1,000 homes since 2015, earning significant accolades like landing #541 on the INC. 5000 list and Pittsburgh’s #1 Best Places to Work. With KeyWay Holdings, Ryan and his partner have built a portfolio with $25M+ in assets, including 125+ single-family homes, a 78-unit building, and multiple commercial properties.


In 2022, he co-founded RealtyCo, an innovative brokerage aiming to achieve 100M+ in sales volume by 2024. Above all, Ryan’s entrepreneurial journey of 11 years emphasizes creating businesses that harmonize with desired lifestyles, emphasizing quality time with family and building meaningful relationships.


Connect with Ryan 


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