Full-Time

Staff Software Engineer

Updated on 8/17/2026

Flip

Flip

51-200 employees

AI voice assistant for business support

Compensation Overview

$200k - $400k/yr

+ Equity

New York, NY, USA

In Person

On-site five days per week. The posting also lists an office in Marina del Rey, California.

Category
Software Engineering (1)
Required Skills
Datadog
Python
AWS
Observability
MongoDB
Snowflake

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Requirements
  • You have real production experience building and owning systems where failure had consequences.
  • You demonstrate judgment about what to ship, what to slow down on, and what not to ship.
  • You own outcomes rather than tickets.
  • You want to stay close to customer problems and measure yourself by customer outcomes.
Responsibilities
  • Build complex, multi-step customer workflows and integrations for contact center and industry systems such as order systems, healthcare workflows, and logistics.
  • Build the orchestration platform used by every agent, including routing, state, tool use, and primitives that enable vertical teams to ship quickly.
  • Host and serve models at low latency and production scale.
  • Build and maintain telephony, observability, and deployment infrastructure that keeps millions of live calls healthy.
  • Work across customer-facing problem solving and complex backend systems, with opportunities to contribute across vertical engineering, platform engineering, and inference and DevOps.

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.