I've built my career at the confluence of creativity and technology — moving from award-winning advertising agencies to pioneering data science startups — giving me a rare perspective at the intersection of brand storytelling and technical execution.
My approach is deeply hands-on. I don't believe in theoretical strategies or one-size-fits-all frameworks. Instead, I immerse myself in each founder's vision, identifying the critical leverage points that transform promising ideas into businesses with undeniable momentum.
What energizes me most is working with founders who think differently—those building at the edge of what's possible. I love those breakthrough moments when vision collides with execution excellence—transforming what everyone else calls crazy into what investors call unmissable.
Got an idea? Let’s see what’s possible.
"Successfully navigating the inception, funding, and product execution in the complex AI space requires tactical strategies and understanding of value creation. Alex played an instrumental role in our ability to establish a vision, raise pre-seed and seed venture capital, and position our technology for product market fit. Her organization and versatility across brand, operations, and product strategy is second-to-none."
Michael True, Founder/CEO, Prescient AI
"For clients considering working with Alex Rossi, there are only 3 words: Just Do It! Alex has a unique ability to get to the heart of a problem and to find solutions – quickly. She has that unique mix of intelligence, moxy, street smarts and experience, all wrapped around an incredible “can do” attitude. Any firm that gets to work with Alex is fortunate.”
Edward Scott, CEO, ElectrifAi
"I’ve had the opportunity to work at Amazon, RealNetworks, zulily, Madrona Venture Labs, Microsoft, and Nordstrom, and through these experiences, I've witnessed firsthand what distinguishes good executives from exceptional ones. Alex is unequivocally in the latter category. Alex is an exceptional executive. Her strategic insight, operational expertise, and financial acumen, particularly in go-to-market planning, branding, and technology, set her apart. I’ve seen her operate at the highest strategic levels of a company, while simultaneously having the ability to roll up her sleeves and get her hands dirty. She’s an incredible leader who has incredibly high standards, but is deeply in tune with the psyche of the team. If ever given the opportunity to work with Alex, I'd jump at it!"
Dave Cotter, Founder D3 Advisors
Every stage of the founder journey has its challenges. From the first spark of an idea to scaling a fully operational company, each phase brings its own set of complexities. At Kaleidoscope, we meet you wherever you are—whether you’re sketching on a napkin, building your MVP, or preparing for your next raise. We help cut through the noise, clarify your vision, and structure what’s next with precision and purpose.
Book Alex directly for a strategy sprint— come with your challenge, leave with clarity.