Travis Makes Money

SIERRA MAY | Breaking Barriers, Relationships Over Money and How Managers Elevate Brands


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Sierra May (@itssierramay), is the founder of Sierra May Management and Sierra Snacks, she has always been drawn to the glitz and glamour of the entertainment industry. At a young age, Sierra pursued acting with enthusiasm, but she quickly learned that the industry was riddled with scams and unethical practices. This realization led her to choose a more stable and sustainable path, earning a degree in advertising and marketing.


Though it faced initial failures and setbacks, the experience taught her the importance of persistence and resilience. Her journey not only showcased her entrepreneurial spirit but also instilled in her an appreciation for the significance of taking risks.


Embracing her adventurous side, Sierra took a leap of faith and moved from Canada to Los Angeles with limited resources. This bold move allowed her to immerse herself in diverse cultures and reap the benefits of exploring new surroundings. Through her travels, Sierra discovered the power of networking and building relationships, which ultimately led to unexpected opportunities in the entertainment industry.


What Travis and Sierra discussed:


  • How Sierra developed an interest in the entertainment industry at a young age and initially pursued acting. However, she learned early on to be cautious of scams and unethical practices within the industry.


  • Sierra’s first healthy treat business, which allowed her to explore her interest in fitness and healthy eating and what she learned from this experience, including the importance of persisting through initial failures and setbacks. 


  • The importance of taking risks and traveling and the benefits of exploring different cultures. Sierra shares her experiences of moving to LA with limited resources.


  • How building relationships and being persistent can lead to unexpected opportunities in the entertainment industry.


  • Why Sierra thinks a good manager focuses on the long-term success of their clients, prioritizing their clients' brands and value while seeking diverse opportunities and being selective about deals that can impact the client's reputation or growth in the industry.


Today, Sierra May's journey has come full circle, as she utilizes her expertise in advertising, marketing, and entrepreneurship to successfully manage the careers of entertainers. Her dedication to ethical practices, client success, and growth has made her a respected and sought-after manager in the entertainment industry. In this episode, she shares her inspiring story and latest ventures, this is an episode you can’t miss!



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Travis Makes MoneyBy Travis Chappell

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