Interview with Tiffany Rossdale

Born and raised in Manila, Tiffany Rossdale has called Tokyo home for over 25 years. A true renaissance woman, she has lived many lives, first as a celebrated figure in Japan’s vibrant VIP nightlife scene, and now as a transformational lifestyle coach and LGBTQ+ wellness advocate. After arriving in Tokyo in the late 1990s, Tiffany quickly became one of the city’s most recognizable socialites, curating dazzling fashion events and luxury parties under her brand Tokyo Fashionista for five-star hotels, top fashion labels, and mega-clubs. She has worked alongside international talents including Kat DeLuna, Vita Chambers, and Lavelle Smith Jr., famed choreographer to Michael Jackson, Janet Jackson, and Beyoncé.

 

In 2010, Tiffany turned her passion for music into a DJ career, spinning at exclusive parties in Tokyo, Beverly Hills, and Miami. But her path took a deeply personal turn when the pandemic prompted her to launch Breakfast With Tiffany Show, a podcast focused on LGBTQ+ wellbeing, spirituality, and personal growth. Tiffany’s own story of transformation is nothing short of remarkable. Assigned male at birth, she transitioned after arriving in Japan, following her heart from a job in an electronics factory to dancing in a transgender cabaret. Her journey included modeling, heartbreak, substance abuse, and ultimately, a spiritual awakening. After a painful breakup and a series of personal struggles, Tiffany chose to leave her nightlife persona behind, embrace sobriety, and rediscover herself through meditation, personal development, and a silent retreat in Bali. That pivotal time led her to a new purpose: helping others find peace, purpose, and self-love. 

Interview with Mandy Goodhandy

Navigating life as a transgender woman in the entertainment world demands resilience, authenticity, and a fierce sense of purpose, qualities embodied fully by Mandy Goodhandy, also known as Amanda Taylor. Born in Scotland and eventually making Toronto her vibrant home, she is often celebrated as Canada’s first trans woman stand‑up comedian and the first trans woman singer accepted into the prestigious TD Toronto Jazz Festival in 2016. With a career spanning decades, Mandy has worn many hats: singer, comedian, author, entrepreneur, and outspoken advocate. She’s the author of Just Call Me Lady: A Work of Completion, a memoir that charts a powerful journey from hiding her true self to emerging whole, with humour, courage, and clear-eyed honesty. 

 

Mandy co‑owned and co‑operated Club 120 and the 120 Diner in Toronto (formerly Goodhandy’s Nightclub), hosting her iconic weekly T‑Girl parties that created safe, affirming spaces for trans women and allies starting in the early 2000s. And when that chapter closed, she rose again, continuing music, comedy, book projects, and public speaking with unwavering passion. In this candid and compelling conversation, Mandy reflects on choosing her name, navigating transition, breaking creative ground, and amplifying trans stories on stage, screen, and in print. Her voice is bold, her humour is sharp, and her commitment to visibility is unwavering.