Head of Communications

Groupon•Chicago, IL

18h•$75,000 - $135,000•Hybrid

About The Position

Groupon is hiring an individual-contributor Head of Communications to shape and communicate its story as it transforms from a deals marketplace into an AI-native experience discovery platform. This is the company’s only communications seat. The role reports to the CFO and works directly with the CEO; it is not a senior leadership position and has no team or agency support. The role centers on translating company strategy into a clear, consistent story for investors, press, partners, prospective employees, and other audiences. It owns the company narrative across channels, executive communications for the CEO and CFO, external communications, and communications workflows using AI agents. Internal communications and employer branding belong to the People team; disclosure and regulatory filings belong to Finance and Legal, with the Head of Communications responsible for recognizing when Legal review is needed. Success includes establishing the company story, publishing weekly communications in the CEO’s and CFO’s voices, producing channel-specific versions of strategy content, supporting launches and earnings narratives without disclosure errors, and developing AI workflows and communications agents for commercial leaders and sellers.

Requirements

Provide strong writing samples that sound natural and demonstrate the ability to explain a business or make an argument.
Show range across social posts and long-form writing, preferably addressing the same idea in different formats.
Have built and be able to demonstrate AI tools or workflows that automate part of personal research or drafting; a list of tools used is not sufficient.
Demonstrate serious writing training, usually through a degree in English, journalism, history, political science, or a related field.
Show a record of taking on more responsibility than originally assigned.
Demonstrate sound judgment around what information is public and the ability to push back on senior colleagues when needed.

Nice To Haves

A degree or serious training in English, journalism, history, political science, or a related field.
Experience adapting the same idea for both social posts and long-form writing.

Responsibilities

Develop and maintain a clear, consistent company story about Groupon as an AI-native company, tailored to different channels and audiences.
Manage the CEO’s and CFO’s communications channels and materials, including X and LinkedIn posts, all-staff notes, long-form letters, keynotes, and interviews.
Draft and publish executive communications weekly in the CEO’s and CFO’s voices.
Own external communications, including press releases, the press inbox, the corporate site, launches, and communications around earnings cycles.
Build AI-enabled workflows for repeatable communications research and drafting.
Develop communications agents for commercial leaders and sellers to help align their messages with the company’s story.
Identify communications that may require Legal review, and coordinate around disclosure-sensitive content.
Assess existing company and executive communications for cohesive messaging and contradictions.