Chris Gillett, Larry Cheng, Jena Jake | IG Live episode artwork

EPISODE · Oct 7, 2025 · 33 MIN

Chris Gillett, Larry Cheng, Jena Jake | IG Live

from Office Hours with David Meltzer

Chris Gillett Chris Gillett, a former top-rated attorney turned acclaimed headshot photographer and expression coach, helps high-achieving professionals convey confidence, warmth, and authenticity through powerful visual storytelling. After one bad headshot inspired him to leave law, Chris built a career guiding leaders—including former Presidents of Shell North America—to project credibility and presence in a single frame. Blending insights from business, branding, and psychology, he shares practical advice on mastering professional imagery, from posture and micro-expressions to navigating AI’s role in photography, empowering individuals to ensure their image reflects their best selves. Larry Cheng Larry Cheng is the Co-Founder and Managing Partner of Volition Capital, a growth equity firm backing capital-efficient technology businesses. With over 25 years of investing experience, he has led investments in internet, e-commerce, software, and consumer companies — most notably as the first investor in Chewy, the largest e-commerce acquisition in history. He currently serves on the boards of GameStop, Grove Collaborative, US Mobile, Rounds, Levanta, and others. Earlier in his career, he invested at Fidelity Ventures and Bessemer Venture Partners. Larry’s entrepreneurial path started early when he became Apple’s youngest certified technician at 13. At Harvard, he built a $400,000 laundry business and later led Harvard Student Agencies, a $4 million student-run company. A graduate in psychology and former Crimson football player, Larry is also a frequent guest lecturer at top business schools including Harvard, MIT Sloan, and USC Marshall. Jena Jake Jena Jake is a licensed therapist, certified coach, and founder of House of JULES, a luxury social club for women ready to shine and live their legacy. A bilingual (Spanish/English) ASD mom, Jena is passionate about self-empowerment and guiding women through life transitions. As a relationship, personality, and communication expert, she helps women transform challenges into opportunities for growth, fostering deeper connections, emotional freedom, and the confidence to create the life they’ve always envisioned.See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Chris Gillett Chris Gillett, a former top-rated attorney turned acclaimed headshot photographer and expression coach, helps high-achieving professionals convey confidence, warmth, and authenticity through powerful visual storytelling. After one bad headshot inspired him to leave law, Chris built a career guiding leaders—including former Presidents of Shell North America—to project credibility and presence in a single frame. Blending insights from business, branding, and psychology, he shares practical advice on mastering professional imagery, from posture and micro-expressions to navigating AI’s role in photography, empowering individuals to ensure their image reflects their best selves. Larry Cheng Larry Cheng is the Co-Founder and Managing Partner of Volition Capital, a growth equity firm backing capital-efficient technology businesses. With over 25 years of investing experience, he has led investments in internet, e-commerce, software, and consumer companies — most notably as the first investor in Chewy, the largest e-commerce acquisition in history. He currently serves on the boards of GameStop, Grove Collaborative, US Mobile, Rounds, Levanta, and others. Earlier in his career, he invested at Fidelity Ventures and Bessemer Venture Partners. Larry’s entrepreneurial path started early when he became Apple’s youngest certified technician at 13. At Harvard, he built a $400,000 laundry business and later led Harvard Student Agencies, a $4 million student-run company. A graduate in psychology and former Crimson football player, Larry is also a frequent guest lecturer at top business schools including Harvard, MIT Sloan, and USC Marshall. Jena Jake Jena Jake is a licensed therapist, certified coach, and founder of House of JULES, a luxury social club for women ready to shine and live their legacy. A bilingual (Spanish/English) ASD mom, Jena is passionate about self-empowerment and guiding women through life transitions. As a relationship, personality, and communication expert, she helps women transform challenges into opportunities for growth, fostering deeper connections, emotional freedom, and the confidence to create the life they’ve always envisioned. See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

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Chris Gillett, Larry Cheng, Jena Jake | IG Live

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This episode was published on October 7, 2025.

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Chris Gillett Chris Gillett, a former top-rated attorney turned acclaimed headshot photographer and expression coach, helps high-achieving professionals convey confidence, warmth, and authenticity through powerful visual storytelling. After one bad...

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