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From Freelancer Loop to CEO Mindset: How Strategic Coaching Transformed My Business and Life
The Challenge
Antes de empezar, estaba muy metido en el “freelancer loop.” Aunque siempre he valorado mi libertad y curiosidad, me costaba salir de mi propia perspectiva para ver el negocio desde arriba con una verdadera CEO mindset. Estaba navegando transiciones personales muy fuertes y, aunque las piezas se movían, me faltaba ese mirror estratégico para retar mi forma de pensar. Me sentía enfocado en el day-to-day, pero me faltaba hacerme las preguntas difíciles para dejar de actuar solo como un ejecutor y empezar a mover la aguja hacia un nivel de high performance más alto.
I had joined various entrepreneur groups and masterminds to find support and surround myself with people who were on a similar path. I was really looking to feed off of friends talking to friends instead of just talking to my family about my business. I also spent a lot of time networking in similar circles at conferences and other events, just trying to chip away at my goals bit by bit. While those connections were helpful for community, they weren’t enough to give me the high level perspective I needed. I realized I was missing a more personal, strategic anchor who could help me step outside of my freelancer mindset and look at everything from a CEO’s point of view.
What I Was Looking For
Buscaba a alguien que fuera un buen coach y que entendiera de verdad el mundo de la educación y los idiomas. Como Walter es un políglota, sentí que era el match perfecto para seguir mis valores de curiosity and personal growth. Mi intención no era necesariamente buscar más dinero, sino más bien gaining more mental clarity y mejorar mi proceso de making better decisions. Entré al proceso con una mentalidad de no expectations but trust, simplemente queriendo un partner que me ayudara a step outside of my mindset y ver las cosas desde otro lugar. Quería convertir la claridad en un hábito constante, bajo la idea de que “to share is to teach and to learn.”
The Transformation
The biggest shift is that I’ve started to truly step outside of the freelancer mindset and look at my business through the lens of a CEO. While I still value my freedom and like to stay hands on with my students, I now have the perspective to ask different questions about where I’m actually moving the needle. Our work acted as a strategic anchor during a time of massive personal transition. It helped me stay focused on high performance and mental clarity even while navigating a separation and moving into a new living situation.
I’ve shifted from a freelancer to a CEO. I no longer just “do the work”; I’m building a vision. Despite major personal transitions and moving out on my own, I’ve stayed anchored and high performing. I have more mental clarity, better decision making habits, and a system that finally respects both my nomadic freedom and my creative goals.
Multilingual Integration
Working with Walter helped me feel much more loose and connected, especially in Spanish. I realized that while I enjoy dipping into Italian or Portuguese, I needed to anchor myself in English or Spanish to do the “deeper work” on the business or the mind. This gave me the confidence to stop compartmentalizing and even inspired me to consider proposing my upcoming workshops in Spanish. I stopped feeling fragmented and started leaning into my identity as a multilingual leader, using my languages as a tool for connection rather than just a skill to manage.
The coaching deepened my connection to my identity by grounding it in a shared bond with someone who truly gets the polyglot experience. Meeting up in person and sharing our experiences as coaches helped me see my multilingualism as a bridge for connection rather than a set of separate boxes. It gave me the confidence to express myself more fluidly across languages and sparked a new excitement for learning together. I now see my languages even more as a way to deepen relationships and express different parts of myself, rather than just tools for the business.
What Made the Difference
I think the actual work I was held accountable to produce, like an outline or a schedule, added some structure to my day to day life. Even if I modify them over time, it was a game changer to have someone with my best interests in mind to check in with regarding big decision shifts, often across the world.
The main difference was the ability to work on multiple areas across the board simultaneously. While therapy is great for the internal work, Walter provided a space to bridge the gap between business, personal relationships, travel, and performance. It wasn’t just about fixing the past; it was about actively designing the future. Having a coach who understands the nuances of my specific lifestyle: the nomadic part, the language part, and the entrepreneur part made the support feel much more integrated and practical than a standard course or a traditional therapy session.
Why I Recommend Walter
Walter is exceptionally good at listening and being empathic while sharing his expertise with kindness and grace. He doesn’t just give advice; he provides a supportive space where you feel heard and understood. His ability to navigate complex business and personal topics with such a grounded, gentle demeanor makes him a rare type of coach who helps you find clarity without adding unnecessary pressure.
If I had to describe working with Walter in one phrase, it would be: a strategic anchor.