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Sasha O'Leary
Badass Mom, Wife, Blogger & Coach
Professional Background
Sasha O'Leary is a well-respected entrepreneur based in Seattle with a passion for innovation and community engagement. Starting her first company in the financial sector at the young age of 22, Sasha embarked on a remarkable career that has seen her launch successful ventures and make a significant impact on the Seattle business landscape. Her entrepreneurial journey took off with Gamut Financial, where she served as the Founder and CEO, establishing a reputation for financial expertise and strategic acumen. Following this, she founded Shadow Inventory Solutions at the age of 27, focusing on the niche market of selling shadow inventory to Real Estate Investment Trusts (REITs). Sasha's ability to identify market opportunities and her fearless approach to entrepreneurship have been hallmarks of her career, setting her apart as a leader in her field.
In addition to her entrepreneurial pursuits, Sasha was the host of GeekPeek TV, a media platform that showcased innovative tech companies across the Greater Seattle area. This initiative not only highlighted local talent but also fostered a sense of community among entrepreneurs, reinforcing Sasha's commitment to networking and collaboration. Her dynamic presence in the tech scene earned her the affectionate nickname, 'The Networking Queen'.
Sasha’s commitment to the Seattle community is exemplified by her leadership in organizing high-profile business and charity events, which garnered sponsorship from globally recognized brands, including Google, Mercedes Benz, Uber, and Beam Suntory. Her extensive network and ability to bring people together created a vibrant community of professionals and philanthropists, amplifying the impact of local initiatives. Recognized for her leadership and interpersonal skills, Sasha was honored in 2012 as Seattle's most eligible bachelorette, a testament to her charm and community involvement.
In 2013, Sasha embraced a new chapter of her life, relocating to San Francisco. During her two-year sabbatical, she reflected on her next steps while simultaneously advising and investing in promising startups. This period of introspection and involvement in the startup ecosystem enriched her understanding of entrepreneurship and the evolving market landscape. In 2015, Sasha welcomed her son, further transforming her life and priorities. Today, she balances her roles as a dedicated mother, wife, blogger, coach, and volunteer at several nonprofits that resonate with her philanthropic passions.