Vasilii Kiselev, CEO & Co-Founder, Legacy Online School

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Vasilii Kiselev, CEO & Co-Founder, Legacy Online School

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This interview is with Vasilii Kiselev, CEO & Co-Founder at Legacy Online School.

Vasilii Kiselev, CEO & Co-Founder, Legacy Online School

Could you share a bit about your background and what led you to become an expert in the world of Edtech, digital marketing, and education?

I got my start in the world of 3D printing—an industry that literally taught me how to turn ideas into tangible reality. Working in 3D printing was exhilarating; I was always ahead of the curve on innovation, never ceasing to learn about new technologies’ capabilities to change our approach to how we construct and interact with the world. This hands-on exploration of emerging technologies fueled my passion for creating inventive solutions to widespread issues.

After some time in 3D printing, I began to realize how that same innovative energy could transform education. I came to EdTech knowing that the classroom as it exists now needed a do-over. Being someone with expertise in digital marketing and tech, I co-founded Legacy Online School to create an energetic, student-centered learning experience that’s every bit as groundbreaking as the tech that brought me here.

At Legacy, we’re not just about delivering content—we’re about sparking curiosity, nurturing creativity, and preparing students for a rapidly evolving world. Whether it’s leveraging digital tools or rethinking traditional teaching methods, my journey from 3D printing to education is all about harnessing innovation to empower the next generation. I’m excited to be at the intersection of technology and learning, and I’m always looking for new ways to break the mold and drive meaningful change in education.

What were some of the pivotal moments in your journey that solidified your passion for this field and your decision to found Legacy Online School?

I still remember my early days in 3-D printing—watching digital ideas come to life was groundbreaking, fueling my love for innovation. That firsthand experience made me believe in technology’s ability to transform any industry. Later, working in the field of digital marketing presented me with a clear imbalance in the way education utilized technology to educate students. Such experiences led me to launch Legacy Online School, where we combine innovative methods with cutting-edge technology to empower students.

You mentioned the importance of adaptability and continuous learning in the tech startup world. Can you share an instance where you had to significantly pivot your strategies at Legacy Online School due to unexpected market shifts or technological advancements?

At Legacy Online School, we came to a turning point when we realized that our students and their families were craving a more interactive and more personalized learning experience. We saw emerging trends in adaptive learning and AI that could fundamentally transform the way we deliver education.

We reacted by changing our approach to include interactive assessments and data-driven, personalized learning paths so that we could deliver content to each student in real-time. This shift not only boosted activity but also reinforced our commitment to staying agile and embracing new technology in the ever-evolving edtech environment.

How do you balance the need for data-driven decisions and the human touch in education, particularly in an online setting where personal interaction can be limited?

At Legacy Online School, we operate with data as a key source of information to make decisions—but never in place of the human connection. We use analytics to build tailored learning paths and identify areas where students need extra help, yet our teachers are always available to provide real-time interaction and empathy.

We have regular virtual check-ins and interactive classes, ensuring that every student is heard and valued. This balanced strategy enables us to leverage technology to enrich the learning experience without sacrificing its true personal nature.

You’ve spoken about using AI to enhance communication and support your team at Legacy Online School. Can you elaborate on how you ensure the AI tools are used ethically and effectively without compromising the personal connections crucial in education?

We utilize AI at Legacy Online School to mechanize routine work and gain insights that allow us to improve our service without losing the human touch. We hold ourselves to high ethical standards and conduct regular audits to ensure fairness, data privacy, and transparency. AI also assists us in training employees by highlighting areas in which we can improve, so we can better serve our families and personalize support. This balanced approach ensures that while our tech directs our strategies, real human interaction remains the focal point of our learning experience.

From your experience, what are some key differences in marketing an Edtech product compared to other industries? What unique challenges and opportunities does this sector present?

Marketing an Edtech product is unique in the sense that you’re not merely selling a service—you’re offering a vision for transforming learning. With this industry, unlike many others, educators, parents, and students are stakeholders in the decision-making process, so trust must be established and real impact demonstrated.

The biggest challenge is finding the right balance between the thrill of cutting-edge tech and the need for human, one-on-one interaction. At the same time, the opportunity lies in using data-driven insights to personalize experiences and create a community that’s highly invested in the future of learning.

Many teachers possess valuable transferable skills. What advice would you give to educators looking to transition into roles in Edtech or other fields? How can they effectively showcase their skills to potential employers?

Teachers, your classroom is your innovation lab, and you’ve mastered a number of transferable skills that EdTech companies are eager for. Your ability to solve problems creatively, adapt on the fly, communicate effectively, and lead transformative projects are all critical assets. Instead of simply updating your résumé, create a dynamic digital portfolio that tells your impact story—documenting where you leveraged technology, data, and innovative strategies to revolutionize learning experiences.

Position yourself as a dynamic change advocate—not a teacher—ready to forge the future of learning. Claim these skills and make them shine as you transition into roles where your skills can truly impact forward-leaning learning environments.

What role do you see AI playing in the future of education and work, and how can individuals prepare themselves for this evolving landscape?

AI will change the world of education and employment by providing hyper-personalized experiences and freeing us up from mundane tasks, enabling us to be more creative and connected with people. Legacy Online School is already using AI to customize learning pathways and augment our team with data-backed information, showing the future isn’t about automation, but rather it’s about making human potential even greater.

For people, the secret is to engage in lifelong learning—develop your digital skills alongside the soft skills that machines can never substitute, like empathy and creative thinking. Pairing these abilities will put you in a position to thrive in a world increasingly filled with AI.

What’s the most valuable lesson you’ve learned throughout your journey in the Edtech space that you’d like to share with aspiring entrepreneurs or educators?

The single largest thing I’ve learned is that innovation starts with leaning into uncertainty. When I first started out, I realized that success in Edtech is not necessarily about cutting-edge technology—it’s about being open to constantly iterating, pivoting when necessary, and maintaining a genuine human connection.

I’d definitely say that from combining data-driven feedback with creative teaching to disrupting outdated ways, every failure taught me the value of remaining agile and curious. To entrepreneurs and teachers, be ambitious; do not shy away from experimentation and learning from mistakes. That is where real transformations take place.

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