Nathaniel Robinson — Trustworthy
Executive Summary
Nathaniel Robinson is the Founder and CEO of Trustworthy, a San Francisco-based consumer SaaS company focused on the secure, intelligent organization of vital family information. He co-founded Trustworthy in early 2020, following a significant tenure at Microsoft and earlier roles at Oracle and notable Silicon Valley startups. The company addresses a growing need for centralized, secure, and easily accessible information management solutions for families—an opportunity Robinson identified both from personal experience and market feedback.
Professional Background
- Current Position:
Founder & CEO, Trustworthy (2020–present)
Based in San Francisco, Robinson leads a growing team specializing in security, privacy, and digital organization. He is responsible for overall company vision, fundraising, product direction, and high-stakes partnerships.
- Relevant Experience:
- General Manager, IQ Products, Microsoft
Prior to launching Trustworthy, Robinson built significant expertise in technology product development and management, leading teams and initiatives at Microsoft.
- Oracle (13 years)
Robinson's corporate trajectory began with over a decade at Oracle, where he developed strong technical and leadership foundations, paving his path into entrepreneurship and SaaS innovation.
- Silicon Valley Startups
Notably took part in startups like SlideRocket, gaining direct experience in product-market fit, go-to-market strategy, and operating in competitive tech environments.
- Education/Background:
Robinson is originally from New Zealand, maintains international ties, and brings a global perspective to both leadership and product vision.
Company Overview: Trustworthy
- Founded: 2020
- Headquarters: 548 Market St, San Francisco, CA 94104
- Website: [trustworthy.com](https://www.trustworthy.com)
- Core Offering:
Trustworthy is branded as the "Family Operating System®," providing families with a secure, privacy-focused platform to organize vital documents, credentials, and other essential life information. It centralizes data ranging from government IDs, insurance records, and wills to family health and financial information.
- Unique Value Propositions:
- Enhanced security and privacy features, prominent in product positioning.
- Centralization and intelligent suggestions for optimization of family data.
- Seamless, user-friendly experience to reduce the "data chaos" prevalent in modern households.
- Ability to selectively share information through the user's "trust graph," supporting collaboration with family members and trusted professionals.
- AI-Driven Capabilities:
Advanced AI suggests optimizations, identifies information gaps, and surfaces actionable tasks for users.
- Target Market & Adoption:
- Over thousands of paying family subscribers.
- Actively expanding services to financial advisors, professionals, and family offices.
- Positioned for a broad market: families, wealth managers, and partnerships with professionals handling sensitive data.
- Financial and Investor Backing:
- Significant venture investment from top-tier firms, notably Valor Equity Partners, Upside Partnership, and SNR.
- Achieved >$1M ARR (Annual Recurring Revenue) as of 2024, indicating strong growth and substantial product-market fit in the consumer SaaS vertical.
- Recognition:
- Trustworthy is a recipient of Fast Company’s 2024 World Changing Ideas Awards in the personal finance category.
- Featured by Forbes in the 2023 Family Office Software Roundup and recognized in Financial Planning for its innovation in data security and organization.
- Leadership Team:
- Nathaniel Robinson (Founder & CEO)
- Daniel McCool (Co-Founder)
- Daniel Kushner (Co-Founder)
- Frank Abissi (Head of Data Science)
- Kyle Adamo (Head of Product)
- Katherine Crowell (Head of Design)
- Taylor Hiskey (Head of Marketing)
- Don Kirkpatrick (Head of Content Strategy)
- David Kobia (CTO)
- Todd Morgan (Staff Security Engineer)
Leadership Approach & Strategic Vision
Robinson’s leadership is deeply mission-driven, rooted in personal need as a parent and his observations of universal digital disorganization challenges. He approaches product development with a user-centered mindset, leveraging continuous customer feedback and data-driven iteration. His public communications emphasize privacy, security, and ease-of-use, positioning Trustworthy as an essential solution rather than a luxury.
Robinson has explicitly described Trustworthy as "a lifeline for families," emphasizing the platform’s focus on preparedness for both day-to-day needs and unexpected events (e.g., medical emergencies, estate settlement). His philosophy revolves around solving real problems with technology, validated by personal and widespread pain points in family information management.
Industry Engagement & Public Presence
Robinson is an active evangelist for the digital family organization space:
- Frequent speaker at industry events, including webinars and conferences on digital organization, estate planning, and cybersecurity.
- Maintains a strong presence on professional platforms, including [LinkedIn](https://www.linkedin.com/in/natrobinson), where he regularly discusses security, product development, and industry trends.
- Engages in thought leadership, collaborating with partners and press to highlight Trustworthy’s innovations and cultural impact.
Product Adoption & Customer Impact
- Customer Testimonials:
Feedback highlights time savings, security confidence, and the platform’s role in enabling family preparedness. Customers note the difficulty of organizing life’s data without specialized tools and praise Trustworthy's usability and security features.
- Ecosystem and Partnerships:
- The company has expanded into servicing advisors and professional partners (e.g., financial planners, estate attorneys).
- Actively building integrations and alliances with related tech and advisory services.
- Corporate Social Responsibility:
Robinson leads Trustworthy in supporting causes such as the CyberPeace Institute (cybersecurity for NGOs), Gary Sinise Foundation (support for first responders and veterans), and Ecologi (climate-positive workforce initiatives).
Notable Achievements & Milestones
- Transitioned from large corporate environments to successful startup founder, demonstrating adaptability and strong execution.
- Recognized for building a solution addressing critical, previously unmet needs in the market.
- Rapid growth to $1M+ ARR and thousands of subscribers in less than five years.
- Multiple mentions in major press and recipient of innovation awards.
- Raised substantial venture funding and assembled a highly experienced leadership team.
Contact and Engagement
Primary Contact Points:
- [LinkedIn](https://www.linkedin.com/in/natrobinson)
- Trustworthy, 548 Market St, San Francisco, CA 94104
- hello@trustworthy.com
Upcoming Engagements:
- Hosting and speaking at key digital organization and estate planning events.
- Increasing public profile through industry podcasts, webinars, and interviews focused on SaaS growth, fintech innovation, and family-centered digital solutions.
Nathaniel Robinson is poised as a credible, influential leader in the digital family information management sector, with a proven background in enterprise technology, SaaS growth, and user-centric product development. His approach combines robust technical expertise, a customer-driven culture, and an expanding vision for secure, intelligent life organization platforms.
