Tasha Cherian
Tasha Cherian is a multi-project builder and founder based in New York, known for creating ventures that sit at the intersection of technology, fashion, and leadership development. She earned a Bachelor of Science from the University of Waterloo, where she studied Honours Science with minors in Psychology and Biology, and began her career in recruitment before transitioning into the technology sector. Over the next 15 years, she built a strong foundation in fintech, payments, and infrastructure, eventually working at Interac where she contributed to launching Canada’s first commercial payment on the Interac e-Transfer platform.
After gaining extensive experience in mobile payments, tokenization, APIs, and large-scale system implementations, she shifted from corporate roles into consulting and entrepreneurship. Following her departure from corporate banking in 2021, she founded The Tasha Project and later co-founded Socrates Advice, a platform focused on team alignment, psychological safety, and organizational clarity. Her work reflects a consistent focus on improving how teams operate, communicate, and make decisions under complexity.
Alongside her technology ventures, Tasha founded Tiny Culture, a baby fashion brand designed to introduce cultural storytelling through clothing for infants, emphasizing comfort and cultural identity. She also created “Women Play Poker,” a community initiative in New York that brings female founders together through poker to encourage risk-taking, confidence, and decision-making. Across all her ventures, she is driven by a hands-on, builder mindset, developing products and communities that reflect her belief in intentional leadership, inclusion, and creating things she wants to see exist in the world.
• Agile Thinking
• Project Management Fundamentals
• Project Portfolio Management
• BVSSH (Business Agility) Fundamentals
• ITIL v4 Foundation
• University of Waterloo - BSc
• Retail Women in Tech
• Heart and Stroke Foundation
What do you attribute your success to?
I attribute my success primarily to my family. They have always been my foundation and have never allowed me to give up, even in moments when I considered changing direction. They are my “why,” and that sense of purpose keeps me moving forward. I also would not be where I am today without my husband; his support and the guidance he shares in our daily conversations have been especially meaningful in shaping my perspective and resilience.
What’s the best career advice you’ve ever received?
The best advice I ever received was from my cousin, who was mentoring me when I was in my corporate job. He showed me a passage from the Bible that says you can either worship God or money, but you can only choose one. That's been the biggest thing for me. I don't chase the money. It's always stuck with me throughout all of it, every time I make a decision, even if I'm about to lose money. It's like, you can't chase the money, and you can't follow the money. It's not gonna take you where you want to get to. My cousin mentored me in preparation for an interview I was going for, and he was very clear that he'd mentor me, and then if I didn't get the job, I would have to leave my corporate job and focus on my family. When I didn't get the corporate job, I left, and then I moved to New York to follow my husband.
What advice would you give to young women entering your industry?
Start talking to people, start building relationships, start building that network, go to events as early as possible, start listening to people's stories. My journey started with the How I Built This podcast. I listened to how these great businesses were built, and when you hear these stories, it gives you the confidence to be able to go and do it yourself. So I would say read, podcasts, and get into networking events.
What are the biggest challenges or opportunities in your field right now?
The biggest thing right now is just getting women to just take more bets on themselves. And that does not mean just from an entrepreneur's perspective. Even if you're in the corporate world, when you're at home, it doesn't matter, it's just being a little more confident in terms of what you're doing, and just showing up as the best version of yourself. I want more women to have a seat at the table. I want to see more, especially women of color, on boards. It requires people to pull each other up, and it's not just women versus women, you need to have allyship as well. I think just building a strong community and network of people around you to get you to where you need, but I want to see more women of color in board seats.
What values are most important to you in your work and personal life?
Integrity is the most important value to me in both my work and personal life. I believe it is easy to present oneself in a certain way publicly, but far more important is who you are when no one is watching. For me, maintaining consistency between my actions, values, and character—regardless of the situation—is fundamental to how I live and work.
Locations
Tiny Culture
Brampton, ON L7A2R7