Elevator No. 206: Jack Adler is a young entrepreneur and founder of Out2Win, an athlete marketing tech company using AI to help brands, universities, and agencies streamline athlete partnerships. While still at Syracuse, Jack launched the company from a fraternity house, balancing campus life with building a business and dropping out of a master’s program to go all in.

Jack opens up about navigating the world of NIL, the influence of mentorship, and the lessons he’s learned from both success and failure. The conversation explores the philosophy of entrepreneurship, the realities of building a tech company as a student, and what it means to stay level-headed while playing the infinite game of business.

Jack's Entrepreneurial Journey Begins
05:55
Navigating NIL and Building a Business
08:48
The Role of Mentorship in Entrepreneurship
12:07
The Challenges of Building a Tech Company
20:59
The Mission Behind Out2Win
23:57
Future Plans and Aspirations
26:19
Embracing Entrepreneurship in College
29:07
The Journey of Building a Business
33:49
Staying Level-Headed in Business
43:03

Parker and Sam break down why now is the best time to be a young creator or entrepreneur. With more tools, platforms, and demand for authenticity than ever before, they explore how anyone can start building something meaningful, no permission required. If you've been sitting on an idea, this is your sign to make your move.

Elevator No. 205: Matt Williams is a testament to resilience and reinvention. After a life-changing moment in 2010, he embraced sobriety and began rebuilding from the inside out, eventually founding FroProm, a snack bar company rooted in second chances and healthy living.

Matt shares how vulnerability, introspection, and consistency became the pillars of both his personal growth and his business journey. He opens up about the highs and lows of recovery, redefining success, and why effort matters more than outcomes.

Get 25% off your first FroPro purchase with our Elevation Nation code: ELEVATE25

Chapters

08:23

The Meaning Behind FroPro: A Second Chance

17:21

Introspection: Finding Clarity in Solitude

30:42

Quality of Life: Balancing Entrepreneurship and Personal Well-being

33:59

Vulnerability and Authenticity in Recovery

39:09

Defining Success and the Desire for More

45:23

Future Aspirations for FroPro

47:40

Living Life to the Fullest

48:30

Young people today have more access, flexibility, and tools than any generation before, so why do so many of us feel stuck? Parker and Sam break down findings from a massive global study showing that 18–29-year-olds, especially in the U.S., are struggling most to feel fulfilled.

Elevator No. 207: Kayla Schreibstein is a seasoned tech sales pro turned community-builder, storyteller, and host of the podcast Friends of Kayla. Beyond her 9 to 5, she’s redefining success through intimate Shabbat dinners, cultural conversations, and passion projects that center around identity and connection.

In this conversation, Kayla shares how embracing her Jewish identity and protecting her peace led to deeper purpose. She opens up about navigating side hustles, setting boundaries, and creating spaces for authenticity, reminding us that fulfillment doesn’t come from doing it all, it comes from doing what matters most.

Chapters

02:41
The Journey of Side Hustles

06:27
The Impact of Networking and Influencers

12:50
The Birth of Friends of Kayla

18:20
Embracing Identity and Purpose

23:14
Defining Success in Podcasting

25:54
Cultural Exchange Through Shabbat Dinners

28:20
The Importance of Welcoming Judaism

30:39
Challenging Anti-Semitism and Embracing Identity

33:42
Future Aspirations for Friends of Kayla

36:37
Rapid Fire Questions and Kayla's Mental Motto

Parker and Sam unpack the reality of loneliness in today’s hyper-connected world. They share personal experiences and coping strategies, emphasizing that feeling isolated doesn’t mean something is wrong with you...it’s part of being human.

Elevator No. 204: Richie Frieman is a best-selling author, illustrator, entrepreneur, and former professional wrestler dubbed a "Modern-Day Renaissance Man." His latest memoir, The Optimistics, highlights powerful love stories within the dementia community and showcases his lifelong commitment to resilience and creativity.

In this conversation, Richie shares how trying, failing, and leading with vulnerability have shaped his life, from the wrestling ring to the writing desk. Parker and Sam talk with Richie about lessons on mental fortitude, storytelling, battling stigma, and why building meaningful human connections is more important now than ever.

03:01
The Journey of a Professional Trier

06:14
The Art of Trying: Overcoming Challenges

09:08
Writing for Purpose: Balancing Art and Business

11:48
The Impact of Alzheimer's: Personal Stories and Insights

28:24
Embracing Vulnerability and Real Conversations

30:29
The Importance of Mental Fortitude

40:54
Food and Community in Baltimore

41:52
Book Recommendations and Inspirations

44:25
Richie's Mental Motto

This week, Sam and Parker unpack a feeling many of us struggle to name. When everything is technically fine but something still feels off. From job dissatisfaction to global chaos bleeding into our daily routines, they explore how comfort can quietly convince us to play small.

00:00
Introduction and Celebration Plans

01:20
Feeling Stuck at 30

05:08
Exploring Community and Fulfillment

10:46
The Search for New Opportunities

12:32
Elevator Shoutouts