The people who started Prevail, and the team who's building it
Prevail began as a conversation between a litigator and a software engineer who saw a better way to handle testimony. Here's who they are, and who has joined them since.
Prevail began as a conversation between a litigator and a software engineer who saw a better way to handle testimony. Here's who they are, and who has joined them since.
Rob and Randy built Prevail on a simple belief: when attorneys can focus on taking better depositions instead of wrestling with logistics, everyone in the case benefits.



Also serving as our Lawyer in Residence, Jason is a former career litigator at a national law firm who contributes to issues of service design, workflow optimization, and user experience from a practitioner's perspective. In addition to his years of practice, Jason regularly advised, consulted, and spoke on legal innovation and litigation-related technology. He is a two-time recipient of the John Edward Smith Child Advocacy Award from Lawyers for Children America and has served in prominent bar positions, including co-chair of the American Bar Association's Appellate Practice Committee, chair of the Florida Bar Federal Court Practice Committee, and president of the University of Miami Law Alumni Association.
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Ivey is a seasoned product leader specializing in Generative AI, with over 15 years of experience creating AI-driven solutions used within heavily regulated industries. She brings a practical, visionary approach to leadership and a deep expertise in ML and NLP. She began her career as a product marketing strategist, working with companies like Apple, HP, Twitter, and various startups. She later transitioned to leading strategic partnerships at Lonely Planet before joining Microsoft, where she specialized in omnichannel contact center AI solutions. She excels at building responsible AI and exceptional teams that drive growth and meaningful change.
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A dedicated liaison between customers and engineers, Joel believes software should empower people. His 20+ years of experience spans many sectors, from startups to the US government and the Wikimedia Foundation. His team-building expertise and success in multiple roles abbreviating to PM¹ is underpinned by his commitment to communication, trust, and sustainability. He advocates for prioritizing people over process, while recognizing the indispensable value of structured methodologies.
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As senior manager of the transcription team, Wade brings 25 years of experience in high-volume transcription to Prevail. After his stenographic court reporting training, he worked as a transcription vendor for large tech companies, television production, financial due diligence research, and prominent political figures. Since 2018, Wade has focused on building large transcription teams, strategic product management, quality control, tools development, and client service.
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With over 20 years of experience in legal technology, Rick has led operations for a national court reporting agency, implementing litigation technology such as real-time transcription and deposition streaming. Rick co-founded the startup driizl in 2012, focusing on cloud-based litigation technology. Rick brings a passion and enthusiasm for delivering technology for litigators to Prevail.
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A multifaceted creator and content strategist with nearly twenty-five years of creative experience, Annie brings an intuitive, holistic approach to brand development and product design. Her career spans a myriad of industries, and her passion for in-depth comprehension and problem-solving drives meaningful impact in her work. As a creative consultant, she brought countless ideas to life for companies, teams, and nonprofits; at Prevail, she contributes an impeccable understanding of accessibility and presentation, drawing from her diverse history of content and experience building.
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Alva leads recruiting at Prevail. She has spent years recruiting across corporate, startup, and government programs, including time at Amazon, AWS, and Adobe, hiring for both technical and non-technical roles and building a talent function from the ground up. She also volunteers as a board member for workforce development with Seattle SHRM. That range of experience shaped how she thinks about hiring; a sharp read on what teams actually need, an appreciation for what candidates from any background can bring, and a strong instinct for culture fit. Candidate experience is something she genuinely cares about.
BackWe help attorneys do their jobs better, starting with reinventing testimony management. If that sounds like work worth doing, come build it with us.
View open rolesPrevail was co-founded by Rob Feigenbaum, a litigator turned legal-technology entrepreneur, and Randy Bares, a software engineer with a track record of building and scaling technology companies.
Prevail is headquartered at 3525 Suite A, Del Mar Heights Rd. #136, San Diego, CA 92130.
Prevail regularly hires across product, engineering, operations, and client success. Open roles are listed on our careers page.
Jason Kairalla serves as Prevail's Lawyer in Residence in addition to his role as Director of Strategic Partnerships. He's a former career litigator who advises on service design, workflow, and user experience from a practitioner's perspective.
Beyond its co-founders, Prevail's team spans strategic partnerships and legal strategy, program and project management, creative, product and generative AI, transcription operations, session operations, QA engineering, and marketing.