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§ Private Profile · 228 Park Ave S New York, NY 10003 United States
Voice AI software automates customer service phone calls, resolving routine requests for retail eCommerce, healthcare, and transportation.
Based in New York, New York, Flip CX, Inc. develops voice artificial intelligence software that automates customer service phone calls for retail, healthcare, and transportation businesses. The company provides a subscription SaaS platform that integrates directly with systems like Shopify and Salesforce to resolve routine caller requests, processing over 1.5 million calls weekly. Operating with an eight-figure annual recurring revenue, Flip CX serves hundreds of corporate customers, including recognizable enterprise brands such as Under Armour, Tory Burch, Newell Brands, and Brooklinen. Supported by venture capital firms like Next Coast Ventures and Ridge Ventures, the enterprise has raised $31 million in total funding, which includes a recent $20 million Series A round to finance its expansion into the healthcare sector. Originally established as RedRoute in 2018, the company was founded by Brian Schiff, Sam Krut, and Jacob Cooper.
Flip CX, Inc. has raised $29.0M across 3 funding rounds.
Flip CX, Inc. has raised $29.0M in total across 3 funding rounds.
Flip CX, Inc. has raised $29.0M in total across 3 funding rounds.
Flip CX, Inc.'s investors include Michael Smerklo, Alexander Rosen, Bullpen Capital, Data Point Capital, Forum Ventures, ScOp Venture Capital, Bonfire Ventures, Craft Ventures, NextView Ventures, NFX, Phaze Ventures, Peter Kazanjy.
Flip CX, Inc. has raised $29.0M across 3 funding rounds. Most recently, it raised $20.0M Series A in January 2026.
| Date | Round | Lead Investors | Other Investors | Status |
|---|---|---|---|---|
| Jan 13, 2026 | $20M Series A | Michael Smerklo, Alexander Rosen | Bullpen Capital, Data Point Capital, Forum Ventures, ScOp Venture Capital | Announced |
| Feb 1, 2022 | $8M Seed | Bullpen Capital, ScOp Venture Capital | Bonfire Ventures, Craft Ventures, NextView Ventures, NFX, Phaze Ventures, Peter Kazanjy | Announced |
| Jan 1, 2020 | $1M Seed | — | Addition, Forum Ventures | Announced |
Flip CX, Inc. (formerly RedRoute) builds a Voice AI platform that automates customer support calls, delivering an Alexa-like conversational experience to replace outdated IVR systems.[1][2][5] It serves call-heavy industries like retail eCommerce, healthcare, and transportation, solving the pain of endless menus, hold queues, and robotic interactions by providing fast, personalized resolutions—handling millions of calls weekly for hundreds of customers.[2][3][5] The platform drives growth through rapid deployment (under 24 hours), performance-based pricing, and up to 90% call automation, freeing agents for complex issues and boosting efficiency as evidenced by positive G2 reviews.[4][5]
Founded in 2015 in New York City by Brian Schiff (CEO) and Sam Krut, who met at Cornell and initially built a ride-hailing app, Flip CX emerged from their realization of a bigger opportunity: modernizing the neglected phone channel for customer service.[1][2] A product pivot shifted focus to voice assistants for support, gaining early traction post-graduation with a NYC HQ opening and a $2M pre-seed round from investors like ScOp Venture Capital, Bullpen Capital, Lighter Capital, Big Red Ventures, and Caffeinated Capital.[1][2] Key milestones include a $6.5M seed round, rebranding to Flip, expanding globally into eCommerce, surpassing 1.5M calls per week amid AI virality, and celebrating with a Times Square billboard.[2]
Flip CX rides the Voice AI trend transforming customer service, targeting the high-stakes phone channel neglected by omnichannel tools amid rising AI adoption.[2][3] Timing aligns with generative AI's maturity, enabling natural conversations that automate 80-90% of calls for labor-intensive sectors like eCommerce (order tracking), healthcare (appointments, prescriptions), and transportation (fleet coordination)—capitalizing on market forces like staffing shortages and urgent support demands.[2][5] It influences the ecosystem by proving scalable, industry-tuned automation, reducing costs and enhancing CX for brands, while paving the way for broader AI integration in legacy channels.[3][4]
Flip CX is poised for accelerated growth, building on viral AI momentum (1.5M+ calls/week) with expansions in outbound calls, advanced integrations, and new intents like payment processing and location handling.[2][3][5] Trends like AI-driven personalization and performance pricing will shape its path, potentially capturing more market share as voice becomes essential for high-volume industries amid labor constraints. Its influence may evolve from disruptor to standard, fortifying customer relationships through precise, empathetic automation—flipping phone support from pain to powerhouse, as founders envisioned.[2]