If you’re an industry leader, executive, or founder, struggling to lead and collaborate effectively with creative teams, if you often find yourself needing a sounding board for complex challenges that AI tools and search engines just can’t solve—I invite you to Deepsail.

If you’re a product owner striving to bridge the gap between imagination and execution, transforming vague ideas into clear, testable products through joint prototyping and iterative design processes—I invite you to Deepsail.

If you’ve longed for a creative partner who can see your life and business challenges through the lens of design, someone who can work behind the scenes to guide you, your teams, and projects with clarity and focus, an “unbiased third eye” offering neutral perspectives whenever internal biases try to cloud judgment—I invite you to Deepsail.

I am Nathanael Olugbogi, Tormer’s founder and creative director. I’ve spent nearly a decade producing designs, brand identity systems, and digital products for startups, government agencies, and nonprofits alike.

Before that, I dedicated almost ten years to traditional art: painting, sculpting, and exploring form in all its many expressions. It was during this time that I laid the foundation for my creative practice in the digital space, shaping the way I approach design today.

When you join the Deepsail program, I will serve as your strategic partner in sense-making—a calm harbor where you can give voice to the ideas swirling in your head.

Design is the lens through which I approach every challenge. I aim to see the entire ecosystem of an idea; the legal, policy, economic, and business dimensions, but analyze and engage with them specifically from a designer’s perspective. I ask how regulatory constraints might shape user experiences, how a business model could influence service design, or how an economic trend can inform product architecture. My role is not to replace your technical, business, managerial, legal, or financial advisors, but to complement them, adding depth and clarity when and where it matters most.

My methods and the counsels I offer are intentionally unorthodox and deliberately un-academic. They lean more toward experience than structure, intuition than theory. I prefer shaping my ideas in the fire of real-world execution, than the quiet halls of academia, and I try not to rely on frameworks that feel distant or removed from the messy, unpredictable process of bringing ideas to life.

To draw an analogy, taking advice from me, is like taking a boxing class from Muhammad Ali versus reading a well researched book about boxing. The book can teach you the history and theory of the sweet science, but Ali will show you the rhythm, the imperceptible tells in an opponent’s stance, and the instinctual timing of a punch you never saw coming. Ali operates on a level of embodied knowledge that theory alone cannot capture.

Likewise, I have developed a unique ability to see what others might overlook; the hidden connections, the subtle frictions, the elegant solutions that don’t follow conventional playbooks or blueprints. I can sense the emotional flow of a user through an interface, identify unspoken pain points in business processes, and uncover the narrative embedded within a business model. I have a knack for understanding how ideas feel, function, and resonate with people. This unique perspective is my primary value.

I recognize that other minds might see patterns and data trends I could miss, I don’t view this as a weakness, instead, I see it as an opportunity for collaboration. I aim to complement other advisors, not invalidate them: each of us working side by side to illuminate the different facets of the complex gem that is your successful venture.

I use my hard-won wisdom to explore the full potential of an idea by examining it through the interconnected lenses of business logic, application logic, and presentation logic—among others. This means I consider everything from regional policies and global economic shifts to technological advancements and how well an idea fits into a constantly evolving market. These factors are complex and ever-changing, which is why there’s no one-size-fits-all approach; ideas are fleeting, as are the unique circumstances in which they must take shape.

My process is built on asking direct, insightful questions: delivered with unforgiving honesty and clarity. I believe true preparedness means confronting every possible angle, challenge, and opportunity head-on. This rigorous examination helps us both to focus on what truly matters, turning overwhelming possibilities into a clear, strategic roadmap. From there, execution becomes about taking disciplined, deliberate steps: each one purposeful and aligned with the bigger picture.

My African heritage plays a profound role in how I think, and see the world—and especially in how I approach design for Sub-Saharan markets. If you’re building something for or within this region, you’re in good hands. I bring an instinctual understanding of cultural nuance and unspoken context that can’t be learned from books or documentaries. It’s knowledge I live every day, and it informs the way I think, create, and solve problems.

I measure our success together not merely by the number of ideas I help clarify and bring to fruition, but equally by the number of missteps I help you avoid. I take pride in steering optimistic entrepreneurs away from pitfalls they might otherwise overlook in the rush of excitement. My ultimate metric is the informed confidence and crystalline clarity my clients possess about their ideas after completing their journey with Deepsail.

It is crucial to understand that Deepsail is not a service focused on execution or technical implementation. While I may create wireframes and sketches to clarify thinking, my purpose is fundamentally strategic and advisory in nature. Deepsail is about the essential pause, about diving deep, planning meticulously, and seeing clearly through the fog. It’s about mapping the entire terrain, leaving no stone unturned, and sinking beneath the noise to resurface with a resilient action plan designed to weather the hardest storms.

Inspiration is not something that can be controlled like a machine, it doesn’t follow schedules, wait for approval or permission. You cannot force your best ideas into a rigid framework any more than you could trap an ocean in a single drop of water. In fact, trying to do so often ends up stifling the very thing you’re hoping to bring to life. Rushing the process often lead to compromise, and sometimes even failure.

That’s why Deepsail is deliberately a three-month journey. Ideas need silence and noise, friction and ease, long stretches of doubt followed by sudden midnight clarity. Ideas need to breathe, twist, fight, settle, drift, circle back, contradict themselves, and finally reveal what they were meant to become all along. Three months gives them that room, and gives us the privilege of witnessing it.

During our sail together, communication is truly unlimited. Formal sessions when we need them, voice notes at 2:00 AM when inspiration strikes, impromptu calls because something just clicked, whatever the moment calls for. There’s no meter running, no hourly anxiety, no artificial checkpoints. We simply sail together. DeepSail an open-ended yet highly strategic engagement, designed to support the organic and natural flow of creativity and ideas from both ends.

You’ll never have to watch the clock or chase a timesheet. Instead, we document everything as it unfolds; insights, dead ends, breakthroughs, until the fog lifts. At the end of our sail, you walk away with absolute clarity, a decisive strategic foundation, a voice that finally feels like yours, and a concrete set of next steps you’re excited to take.

Your ideas are held in the strictest confidence: you can be assured of that commitment. When sharing proprietary inventions, I’m happy to formalize that trust by signing NDAs, giving you complete peace of mind.

After filling out the form, you’ll be added to a waitlist. We’d then exchange a few emails leading up to a 15- to 30-minute introductory call. If DeepSail feels like the right fit for you, you’ll be invited to subscribe.

Throughout the program, we’d have weekly 1–3 hour DeepSail sessions, plus unlimited informal chats and on-demand meetups—depending on how creative energy flows from both sides.

Deepsail starts at $2999/quarter

Join the Waitlist to get started