Full-Time

Product Manager

Flip

Flip

51-200 employees

AI voice assistant for business support

Compensation Overview

$110k - $160k/yr

+ Equity

Santa Monica, CA, USA

In Person

Onsite five days a week at Marina del Rey, CA.

Category
Product (2)
,
Required Skills
Product Management
REST APIs

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Requirements
  • You’ve built products where success depended on getting the system behavior right — not just shipping features.
  • You think in terms of outcomes (revenue, retention, efficiency) - not just features.
  • You’re comfortable working on products that combine software, data, and AI behavior.
  • You have strong intuition for systems, APIs, and product constraints (latency, reliability, scale).
  • You’ve worked on or closely with AI, automation, or complex workflow products.
  • You can design experiences for high-stakes user actions (payments, cancellations, order by phone, scheduling).
  • You are highly data-driven and define success through clear, measurable metrics.
  • You are known for thinking through edge cases, failure modes, and real-world usage.
  • You thrive in fast-paced environments where you define the problem before solving it.
  • Eager and willing to support your teammates - just like they will with you!
Responsibilities
  • Own defined areas of Flip’s product end to end, including defining product direction, shaping solutions, and driving execution across core voice experiences, automation capabilities, and real-world product behavior.
  • Reporting to the Product Lead, you set direction and ensure execution within your scope, defining and deciding what gets built, what doesn’t, and why.
  • Automating complex customer calls (subscriptions, billing, healthcare workflows).
  • Designing AI behavior in ambiguous, multi-turn conversations.
  • Improving retention, resolution rates, and customer experience through automation.
  • Building systems that combine voice, AI, APIs, and real-time decisioning.
  • You care about the customers’ customers and understand their needs along their consumer journey.
  • Own the success of one or more core product features, focusing on measurable outcomes and real-world impact - not just outputs, timelines, or feature delivery.
  • Collaborate with Customer Success, Engineering, Sales, and Marketing to ensure strong product adoption, clarity of value, and real customer impact.
  • Comfortable meeting with our customers (Retail or Healthcare companies), and are confident in showcasing to them how we can increase their phone automation over time.
  • A copilot to Engineering when it comes to setting priorities, making detailed specs, helping with QA, as each additional call automated is an additional dollar in revenue.
  • Know why each new feature is impactful and important and can align with Marketing on getting it to the right customers.
  • Set a high bar for execution, usability, and coherence across the vertical portal.
  • Excited to continue delivering our WEEKLY product releases

Flip CX provides an AI-powered voice assistant for businesses, focusing on automating and improving phone-based customer service in retail, transportation, and healthcare. It handles common inquiries and tasks like order modifications, using integrated conversation flows, AI training, and system integrations to simplify adoption. The platform aims to deliver measurable improvements in customer experience metrics, retention, and cost savings, offering tangible performance insights to show the impact of its technology.

Company Size

51-200

Company Stage

Series A

Total Funding

$27.9M

Headquarters

New York City, New York

Founded

2015

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Simplify Jobs

Simplify's Take

What believers are saying

  • Flip raised $20 million in January 2026, extending total funding to $31 million.
  • Flip reported eight-figure ARR and 3x year-over-year growth in March 2026.
  • New CCO Amy McDonnell and CMO Lee Nadler signal scaling demand across markets.

What critics are saying

  • Five9 launched Voice AI Agents in June 2026, compressing Flip’s differentiation.
  • PolyAI raised $86 million in December 2025, widening enterprise spend competition.
  • Flip depends on three verticals; one major account loss would hit growth fast.

What makes Flip unique

  • Flip handled 300 million calls and automates end-to-end workflows for 250+ brands.
  • Flip focuses narrowly on retail, healthcare, and transportation, not generic contact-center software.
  • Flip’s voice-first product replaces IVR systems with branded, autonomous phone resolution.

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Benefits

Health Insurance

Unlimited Paid Time Off

Company Equity

Growth & Insights and Company News

Headcount

6 month growth

6%

1 year growth

-1%

2 year growth

9%
Associated Press
Mar 31st, 2026
Flip appoints CCO and CMO after $20M Series A to scale Voice AI platform serving 250+ brands

Flip, an enterprise voice AI platform for retail, healthcare and transportation, has appointed Amy McDonnell as chief customer officer and Lee Nadler as chief marketing officer following its $20 million Series A round in January 2026. The New York-based company's platform replaces traditional phone systems with conversational AI that autonomously handles customer service calls. Flip has processed over 300 million calls for more than 250 enterprise customers, automating up to 90% of inbound call volume. Clients include Under Armour, Tory Burch and the NFL. McDonnell brings 25 years of customer experience leadership, whilst Nadler previously helped grow DoubleClick from startup to IPO and built MINI into a top 100 global brand. Flip is growing three times year-over-year and has reached eight-figure annual recurring revenue.

VCNewsDaily
Jan 14th, 2026
Flip Secures $20M Series A Financing Round

NEW YORK, NY, Flip, the AI solution that automates customer service calls for enterprise brands, today announced a $20 million Series A funding round co-led by Next Coast Ventures and Ridge Ventures.

Crunchbase
Jan 13th, 2026
Flip raises $20M Series A for vertical AI customer service across transport, retail and healthcare

Flip, a New York-based startup offering voice AI for customer service, has raised $20 million in a Series A round. The company develops AI that answers and automatically resolves routine customer requests for businesses. Founded in 2018 by CEO Brian Schiff and CRO Sam Krut, Flip initially focused on transportation companies before expanding into retail in 2021 and healthcare in 2024. The startup differentiates itself in the crowded AI-based customer service market through a vertical approach, concentrating exclusively on these three industries. The company aims to provide an Amazon Alexa-like voice AI experience for businesses, handling routine customer enquiries automatically.