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Wa'il Ashshowwaf
Founder of Fifty One Ai
Arlington, Virginia
Overview
Wa'il Ashshowwaf is a CEO and investor at a startup studio, with significant experience in leadership and a diverse background spanning finance, marketing, sales, SaaS, hospitality, fintech, and government. He has successfully co-founded multiple companies like Unstuck Labs and Fifty One Ai, and has invested in startups like Reyets and Pryze, focusing on sectors such as AI and FinTech.
Ashshowwaf's career highlights include leading over 1000 founders in building startups and investing in companies in sectors like Gig Economy, LegalTech, and GovTech, showcasing his expertise in entrepreneurship and early-stage startups. His current role as a CEO and investor demonstrates his commitment to responsible AI and his passion for supporting diverse founders and innovative ventures.
Work Experience
CEO & Cofounder
2017 - Current
Unstuck Labs distinguishes itself as a premier technology partner, expertly navigating the intersections of software development, venture building, and innovation acceleration. Founded on the rich experience of seasoned entrepreneurs, our expertise is tailored to empower startups, drive enterprise innovation, and support government initiatives with precision.Our Unique Value Proposition: For Startups: We not only validate and accelerate startup ideas into the market but also immerse ourselves in the development process, acting as a catalyst for growth and innovation. For Enterprises: Our track record includes delivering bespoke technology solutions to Fortune 500 giants like Pfizer, SixFlags, Sony, and Under Armour, showcasing our ability to tackle complex challenges and deliver impactful results. For Government: We've played pivotal roles in enhancing government-run programs across the globe, from the USA to the UAE, driving technological innovation and efficiency with our expertise. Our mission transcends traditional service boundaries. We commit to: Empowering Over 1,000 Founders: Through comprehensive launch support, we've been the backbone for over a thousand founders, translating entrepreneurial dreams into commercial successes. Leading with Experience: Our venture building accelerator program has been a launchpad for countless startups, guided by our hands-on approach and strategic insights. Fostering Innovation: By hosting over 100 startup events and supporting top regional accelerator programs, we've cultivated a thriving ecosystem of innovation. Global Impact: Our involvement in government initiatives across continents underscores our commitment to leveraging technology for societal advancement. At Unstuck Labs, we’re more than a technology firm; we’re a dynamic partner dedicated to crafting the future of business, government, and society through innovation, expertise, and unwavering support.
Unstuck Labs is an award winning digital agency, venture building studio and, hyper-learning community.
CEO & Co-founder
2024
As the CEO and Co-founder of 51AI, a public benefit company, I'm dedicated to leveraging AI for social justice. At 51AI, we disrupt traditional Legacy-Workflows — the slow, outdated, but necessary processes that hinder justice scalability. We've built the first Large Advocacy Model, integrating automation, reporting, and AI agents to help organizations overcome these challenges and amplify their impact.
CEO & Cofounder
2017
Founder of Reyets, a mobile app and technology platform that offers a secure way to record video and document high-risk situations. Designed to help people protect their rights during interactions with law enforcement, at protests, in travel disputes, and any other incidents. App offers real-time cloud backups and on demand live streaming which ensures that records are protected even if the device is damaged or confiscated. The Reyets platform a has instant access to a knowledge center gives quick and easy to understand information on rights.
Limited Partner
2023
Rare Breed invests in amazing entrepreneurs thinking outside the box to spur innovation in areas that have traditionally lacked innovation. Through a $40M pre-seed and seed stage fund, Rarebreed pairs invested capital with dynamic founders in traditionally underserved geographic markets to drive outsized returns.
RareBreed Ventures is a pre-seed fund that invests in technology companies.
Limited Partner
2023
VITALIZE Venture Capital invest in the "Work Revolution", defined as people-first, data-driven software businesses that drive seismic transformations in the future of work. VITALIZE's $35M fund invests at seed stage, and its 400+ member angel group (which has 70% under-represented check writers) invests in pre-seed deals.
Limited Partner
2023
Rogue Women's Fund lead early seed stage investments in women-led tech companies. Focused on identifying rockstar female founders in undercapitalized markets, Rogue's $30M fund supports portfolio companies through active board participation and a sizable fund allocation for follow-on investments to help growing companies scale
Rogue Women’s Fund is a fund that invests in early seed stage women-led companies.
Interim Chief Technology Officer and Advisor
2018
Pryze is the only employee rewards program made specifically for the restaurant industry that focuses on benefiting employees and the company they work for at the same time. Pryze empowers employees to earn rewards at work based on performance, benefiting companies with more productivity, retention, and culture.
Pryze limits unwanted employee cell phone at work & motivates deskless employees to enhance performance with rewards.
Board Advisor and Investor
2022
Space Interaction's mission is to ensure accessibility and clear pathways to space for humanity and its future. SI is building a safe and secure platform to make the next big leap in global space traffic management. Uniquely designed to enable greater collaboration, participation and trust, our platform empowers a global customer base with the most resilient space object tracking data, analytics and tools to safely operate in space.
U.S. Expert Speaker, Bureau of Educational and Cultural Affairs
2023
The Office of U.S. Speaker Program serves the American people by supporting U.S. embassies worldwide through the recruitment of dynamic American experts to engage key foreign audiences on topics of strategic importance to the United States.
Helps formulate U.S. policy on the prevention of, responses to, and accountability for mass atrocities.
Senior Innovation Advisor
2020
https://www.valuetechnology.org Think and Do tank, spearheading distributed ledger technology (DLT) in the US and other open, free societies.
Value Technology Foundation is a research group focused to blockchain activism, teaching, r&d., and advocacy.