OutRival, Inc.

OutRival, Inc. is a Miami-based artificial intelligence company that builds conversational AI agents, which it markets as "Digital Workers," for enterprise customer experience and operations teams. Its agents make outbound calls, send SMS and voicemail, and write emails, engaging customers across channels while retaining conversation context in a single thread and integrating with a client's CRM and existing systems. The company positions the product as a proactive, outbound-first alternative to reactive inbound support tooling, with attention to compliance requirements such as TCPA and privacy rules.

The platform is packaged as configurable role-based agents tailored to specific industries, including an Admissions Assistant and Financial Aid Advisor for higher education, patient intake and post-visit follow-up assistants for healthcare, an outbound qualification agent for insurance, and a booking assistant for travel. OutRival serves higher education, travel, healthcare, insurance, home services, and financial services, and states that customers go live in under two weeks. In April 2026 it formalized an insurance vertical aimed at carriers, managing general agents (MGAs), and third-party administrators, covering first notice of loss intake and triage, renewal and coverage conversations, and billing, delinquency, and reinstatement workflows. The company frames this as an "AI voice layer" through which each carrier configures a branded AI persona rather than a generic automation tool.

OutRival was founded in 2018 and participated in Y Combinator's Winter 2019 batch. It reports a team size of 15 and is headquartered in Miami, Florida.

Founding story

Ruben A. Harris and Timur Meyster went through Y Combinator's Winter 2019 batch building what became Career Karma, a career transition platform for people from non-traditional backgrounds entering tech. Through making customer calls themselves and managing third-party BPOs at scale, they concluded that enterprise customer experience teams were locked into reactive, inbound-first models that failed the customers who needed the most help. They pivoted the company to OutRival in 2024 to build proactive outbound Digital Workers, iterating with more than 300 enterprise leaders across higher education, insurance, and travel.

Business model

OutRival sells an enterprise AI agent platform deployed into client operations, with industry-specific agent configurations connected to the customer's CRM and internal systems. It emphasizes rapid deployment, stating that companies go live in under two weeks, and reports running millions of proactive outreach conversations per month on behalf of enterprise clients.

Sources describe enterprise deployments of AI voice agents and digital workers across verticals, but do not specify pricing or contract structure.

Traction

The company states its agents drive revenue through millions of proactive conversations monthly and that customers go live in under two weeks. It reports being live with insurance customers at both publicly traded and privately held organizations and in active conversations with mid-market carriers, MGAs, and TPAs. The founders say they consulted more than 300 enterprise leaders while building the product, and one early customer graduates over 90,000 learners per year. Team size is listed at 15.

Latest developments

In April 2026 OutRival announced the formal launch of its insurance vertical for carriers, MGAs, and TPAs, covering first notice of loss, renewals, and billing support, with John Henry as Head of Insurance. It also announced a dedicated travel vertical with Jeff Herzfeld appointed to lead industry growth, and launched The New Normal, a bi-weekly video show whose first episode featured Penn Foster CEO Kermit Cook. In September 2025, Climb Credit acquired the Career Karma platform, which OutRival owned.