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Flip

Category: Voice / Speech AI

A verticalized, LLM-powered voice AI platform designed to automate complex customer service interactions for retail and travel brands. Flip was founded in 2018. The company is led by Brian Schiff. Based in New York, USA. Team size: 11-50. Total funding raised: $31M total. Latest round: Series A ($20M, Jan 2026). Key investors include ["Next Coast Ventures","Ridge Ventures","Bullpen Capital","ScOp Venture Capital","Forum Ventures"].

Founded
2018
Headquarters
New York, USA
Team size
11-50
Total funding
$31M total

Value proposition

Eliminates customer hold times and reduces overhead by providing pre-trained AI agents that resolve inquiries end-to-end rather than just routing calls.

Products and solutions

["Verticalized Voice AI Agents","Automated Resolution Engine (Order tracking, returns, and cancellations)","CX Integration Suite (Shopify, Zendesk, Gorgias, Gladly)","Real-time Analytics & Performance Dashboard"]

Unique value

Unlike horizontal AI bots, Flip uses a 'Vertical AI' approach where models are pre-trained on industry-specific data and workflows, allowing for 'out-of-the-box' deployment with minimal training.

Target customer

Mid-market and enterprise e-commerce, retail, and travel brands with high-volume customer support needs.

Industries served

["Retail","E-commerce","Travel","Hospitality"]

Technology advantage

Combines proprietary Voice AI with deep integrations into commerce and helpdesk stacks, enabling the AI to perform actions (like processing a refund) rather than just providing information.

How they differentiate

Flip utilizes a 'Vertical AI' approach, providing pre-trained models specifically for retail and travel workflows. Unlike horizontal competitors, Flip offers deep 'out-of-the-box' integrations with Shopify, Gorgias, and Zendesk, allowing AI agents to resolve complex issues like returns and refunds end-to-end rather than just routing calls.

Main competitors

["Replicant","PolyAI","Sierra"]

Key partnerships

["Shopify (Integration Partner)","Gorgias (Strategic CX Partner)","Zendesk (Integration Partner)","Next Coast Ventures (Lead Investor)","Attentive (E-commerce Ecosystem Partner)"]

Notable customers

["True Classic","Princess Polly","Travel brands (various)"]

Major milestones

["Raised $20M Series A led by Next Coast Ventures in January 2025","Successfully pivoted from RedRoute (transportation tech) to Flip (Voice AI)","Automated millions of calls for high-growth retail brands like True Classic","Established strategic ecosystem partnerships with Shopify and Gorgias"]

Growth metrics

Achieved 300% year-over-year growth in automated call volume; handles millions of customer service interactions annually.

Market positioning

Specialized AI automation leader for mid-market and enterprise e-commerce and travel brands.

Geographic focus

North America

Patents and IP

No registered patents disclosed as of latest update; relies on proprietary LLM fine-tuning and integration logic.

About Brian Schiff

Brian Schiff is the Co-Founder and CEO of Flip. He began his entrepreneurial journey at Cornell University, co-founding RedRoute (the predecessor to Flip) which initially launched as a ride-hailing app for the taxi industry. He successfully led the company through a strategic pivot into Voice AI, scaling the platform to handle millions of automated customer service interactions for major retail and travel brands.

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