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© 2026 How High Can You Jump Carter May
Description
Carter May is a high school student who's interested in answering the aged-old question, "What do you want to do when you grow up?". Join Carter as he explores this question with an exciting line-up of guests.
11 Episodes
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Carter talks with David about his unconventional entry into financial advising during the early 2000s dot-com bust. Listen as David shares how his client-first approach – rooted in strong values, clear communication, and high-quality service – helped his team build a thriving wealth management practice. Beyond his career, David values the flexibility to prioritize family and enjoys leaning into community-building programs.
Carter talks with Colton about his prominent role in producing major events, including the Grammys, Super Bowl, F1 Grand Prix races and Presidential visits. Listen as Colton reveals how he honed his skills to excel in creating world-class events, all while maintaining a kindness-first leadership style and calm demeanor under pressure.
Carter talks with Elizabeth about her book "Discover What Matters", inspired by her time and experience as a Resident Assistant (RA) at Boston College. Listen as Elizabeth delivers heartfelt encouragement and practical tips on finding purpose, hope, and love in a success-driven culture while emphasizing how small acts of kindness and intentional living can transform students’ lives.
Carter talks with Greg and debunks the myth that Accounting is a boring profession. Listen as Greg shares his career journey, starting at a Big Four accounting firm, pivoting to a fast-paced startup in Palo Alto and ultimately moving into forensic accounting where he takes on the role of “crime scene investigator” in the world of finance.
Carter talks with Mindy about her path to becoming an Obstetrician and Gynecologist (OB/GYN medical doctor), educator and women's health advocate for cancer survivors and at-risk women. Mindy shares about a profound personal experience that influenced her career trajectory and how – through her love of start-ups – she’s scaling her impact to make a meaningful difference in women's lives.
Carter talks with Brad about growing his career at Berkshire Hathaway and being tapped as President and CEO for two Berkshire companies. Brad's business acumen led him to See's Candies - the chocolate company that Warren Buffett calls a "dream business" - and earned Brad a charming nickname: "Papa Wonka".
Carter talks with Mike about the childhood dream and journey that led him to play in the NFL. After his time on the gridiron, Mike transitioned into the life-giving role as beloved coach, teacher and K-8 school principal in the heart of Silicon Valley.
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Carter talks with Andy about cultivating his technical skills and navigating the tech industry, ultimately achieving a senior leadership role at Amazon. In Andy’s second act, his management experience, professional connections and love of tech are essential as he guides startups.
Carter talks with Nathan as he charts the early days of his Silicon Valley-based career in tax and private equity. A recent college graduate, Nathan shares about moving from St. Louis to the Bay Area the summer before his senior year of high school and why he chose to major in Finance and Accounting.
Carter talks with Conrad about walking-on at Stanford, playing D1 collegiate sports then turning pro. Conrad’s love of the game drove him back to Stanford, as an award-winning coach who is wholly committed to the success of his student athletes.
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More on Conrad:
- Conrad Ray: gostanford.com/sports/mens-golf/roster/coaches/conrad-ray/3448
- Golf U with Kyle Gentry & Conrad Ray - Monday's at 7pm: SiriusXM.com/golfonsxm
- Stanford Golf Camp: stanfordgolfcamp.com
Carter talks with Jeff about charting a career in Finance and the rationale for growing roots within a single company. Jeff’s professional ambitions have driven him to new heights, including an office on Sand Hill Road.
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