Shauli Zacks
Published on: July 28, 2025
When Nat Robinson sold his previous company to Microsoft, it was a career-defining moment. But that same day, his son was born — and the experience completely reshaped his priorities. Instead of focusing on success alone, he began thinking about legacy, security, and how to protect what matters most.
That shift led to the creation of Trustworthy, a digital “family operating system” built to organize and safeguard life’s most important information. In this interview with SafetyDetectives, Robinson explains how Trustworthy goes far beyond cloud storage or password managers by combining intelligent automation, bank-grade security, and real-world usability to help families stay prepared for whatever comes next.
Can you introduce yourself and talk about what led you to start Trustworthy?
I’m Nat Robinson, the founder and CEO of Trustworthy. The idea for Trustworthy came on the most profound day of my life — the day we sold our previous company to Microsoft and, the same day, my son was born. That one day represented both the culmination of years of hard work and the beginning of something infinitely more important. It shifted my mindset completely. I stopped thinking just about success and started thinking about legacy — about what truly matters, what we leave behind, and how we protect the people we love.
As I examined my own family’s situation and discussed solutions with peers, I realized how outdated, fragmented, and insecure most systems are for managing the essential information that families depend on. Even with resources, it was challenging to stay organized, be prepared, or collaborate with the people we trust most. Trustworthy was born from the belief that families deserve better: a modern, secure, private and intelligent way to stay organized, prepared, and connected across generations.
What’s the core problem Trustworthy is solving, and how is your platform different from a traditional password manager or cloud storage solution?
The core problem we solve is the chaos of digital sprawl: families today have essential information scattered across cloud drives, email inboxes, filing cabinets, and the memories of loved ones. That fragmentation becomes a real burden during life’s most critical moments — from emergencies to estate transfers.
Trustworthy is an AI-powered digital assistant for your family — designed to help you stay secure, organized, and prepared across every stage of life. Unlike a password manager that just stores credentials or a cloud folder that passively holds documents, Trustworthy actively works for you. Our AI understands the context of your family — who’s involved, what matters, what’s missing — and then offers intelligent reminders, personalized recommendations, and real-world actions. Whether it’s prompting you to upload an insurance policy, reminding you to renew a passport, or helping your executor access key documents, Trustworthy goes far beyond storage. It’s a secure, collaborative assistant built specifically for modern families.
How do you ensure top-tier data security and privacy while still making the platform accessible to non-technical users?
We built Trustworthy from the ground up with a privacy-first mindset. Every account includes end-to-end encryption, role-based access controls, and a zero-knowledge architecture — meaning even we can’t see your data. But security only works if people use it, so we designed Trustworthy to feel approachable and intuitive for non-technical users, with thoughtful workflows, guided onboarding, and AI that helps people understand what matters and what to do next. It’s the same level of security you’d expect from a bank, but with the empathy and usability families need.
What are some of the biggest mistakes people make when it comes to organizing and safeguarding their important information?
One of the biggest mistakes is simply waiting too long — people tend to organize only after something bad happens: a health emergency, natural disaster, or loss in the family. Another common trap is assuming cloud storage or email backups are “good enough.” They often lack structure, security, and accessibility for family members who may need access in a crisis. Finally, many families don’t designate the right people to have access — or they don’t communicate clearly about where things are or what needs to happen next. Trustworthy helps avoid all of these pitfalls.
Trustworthy is often described as a “family operating system.” What features or use cases best reflect that vision?
We think of Trustworthy as the shared command center for modern family life. That vision comes to life in features like our collaborative roles, where you can assign access to your spouse, trustees, guardians and your trusted advisors — each with the right permissions at the right time. Our smart suggestions and reminders proactively surface actions based on your life stage, like renewing your passport, completing your estate plan, or preparing for wildfire season. And our Autopilot AI connects the dots between your documents, accounts, and obligations to help you move from insight to action. It’s way more than a digital vault — it’s a digital family assistant to help you rule at life.
What are you working on next — any new features or trends you’re especially excited about?
We’re leaning heavily into intelligent automation. Our new Autopilot AI is already helping families identify missing information, track deadlines, and complete important tasks without friction. We’re also developing new integrations with financial advisors and estate attorneys, so families and professionals can collaborate seamlessly. And we’re expanding into more proactive use cases — like emergency planning, long-term care coordination, and wealth transfer readiness. Ultimately, we want to make Trustworthy the most secure and helpful assistant a family could ask for — always on, always looking out for you, saving you time, money and delivering peace of mind.
