Full-Time

Director of AI and Automation

Posted on 10/31/2025

Groupon

Groupon

10,001+ employees

Online marketplace for discounted local deals

No salary listed

London, UK + 3 more

More locations: Madrid, Spain | Valencia, Spain | Dublin, Ireland

In Person

Category
AI & Machine Learning (3)
, ,
Required Skills
Agile
Tensorflow
Pytorch
Machine Learning
AWS
Google Cloud Platform
Requirements
  • 8+ years hands-on experience in real-world AI/ML delivery (production systems, not just models or prototypes)
  • Strong background in both process automation and machine learning—leveraging platforms such as TensorFlow, PyTorch, UiPath, Blue Prism, RPA
  • Cloud ecosystem fluency: GCP, AWS
  • Experience with modern AI tooling (vector stores, RAG frameworks, agent orchestration)
  • Bias for action and measurable business results—not AI “slideware”
  • Thrive leading lean, agile project teams and influencing cross-company stakeholders
  • Fluent English; able to collaborate across the globe, with major locations in the USA, Europe and India
Responsibilities
  • Lead and execute our global AI strategy—prioritize what really works, pilot, scale, and measure success.
  • Own delivery of AI-powered solutions: from NLP and automated recommendations to cutting-edge workflow automation and agent orchestration.
  • Work cross-functionally with agile teams in Product, Engineering, Data, Infrastructure, and Ops to turn business needs into shipped solutions.
  • Champion responsible AI: ensure every solution is secure, GDPR/AI Act-compliant, and measurable in ROI.
  • Drive transformation: Set up robust frameworks for experimentation, evaluation, and rapid scaling of what delivers real value.

Groupon operates an online marketplace that connects consumers with local merchants by offering discounted deals on goods and services, plus a Groupon Goods section for direct product sales. Deals are listed by partners, presented to subscribers, and purchased through Groupon; the company earns revenue by taking a percentage of each deal and through direct product sales. The service helps local businesses attract new customers by driving traffic and sales with discounted offers, while giving shoppers access to savings in their area. Its differentiator is its strong focus on local deals and partnerships, combining marketplace discounts with direct goods, and personalized deal notifications to encourage repeat use.

Company Size

10,001+

Company Stage

IPO

Headquarters

Chicago, Illinois

Founded

2008

Simplify Jobs

Simplify's Take

What believers are saying

  • North America Local billings reaccelerated in April 2026 after Q1 pressures.
  • Full-year guidance of 3-5% billing growth and $70-75M adjusted EBITDA reaffirmed.
  • International local revenue grew 10% in Q1 2026, offsetting North America decline.

What critics are saying

  • Q1 2026 returned to $12.9M net loss; goods revenue collapsed 40.9%.
  • Project Foundry's 15% Q2 headcount reduction destroys merchant relationships and deal quality.
  • Expedia partnership termination eliminates Groupon Getaways' 25,000+ travel offers and fastest-growing segment.

What makes Groupon unique

  • AI voice agents targeting merchant outreach at scale through Project Foundry initiative.
  • Integrated local deals, goods, and cashback within single platform ecosystem.
  • Active customer base of 16.2 million with established merchant relationships.

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Benefits

Health Insurance

Dental Insurance

Vision Insurance

Life Insurance

Disability Insurance

401(k) Company Match

Employee Stock Purchase Plan

Health Savings Account/Flexible Spending Account

Growth & Insights and Company News

Headcount

6 month growth

0%

1 year growth

0%

2 year growth

0%
The Associated Press
Mar 10th, 2026
Groupon returns to revenue growth after decade-long decline with North America local billings up 14%

Groupon reported fourth quarter and fiscal year 2025 results, marking its first return to growth in both billings and revenue in a decade. North America local revenue grew 4% in Q4 and 5% for the full year, whilst local billings increased 9% in Q4 and 14% for 2025. The company generated $64.5 million in trailing twelve-month operating cash flow from continuing operations and $49.9 million in free cash flow. CEO Dusan Senkypl described the results as a "landmark achievement" in Groupon's multi-year transformation, citing momentum in its core local category and improved platform velocity. The company aims to position itself as the trusted destination for quality local experiences. Groupon filed its Form 10-K with the Securities and Exchange Commission and posted earnings materials on its investor relations website.

Yahoo Finance
Mar 10th, 2026
Groupon posts $7.3M Q4 profit but revenue misses forecasts at $132.7M

Groupon reported fourth-quarter net income of $7.3 million, or 17 cents per share, meeting Wall Street expectations. However, the online daily deal service's revenue of $132.7 million fell short of analyst forecasts of $137.2 million. For the full year, the Chicago-based company reported a loss of $83.5 million, or $2.08 per share, with total revenue of $498.4 million.

TechLi
Sep 18th, 2025
Breaking news: Andrew Mason Announces Grouspawn

Just now on stage at TechCrunch Disrupt in San Francisco, Andrew Mason of Groupon took the stage and announced a new launch called, "Grouspawn."

Refresh Miami
Jul 30th, 2025
Yung Sidekick is building an AI-powered bridge between therapists and their patients

When Alexander Anastasin left his career in venture capital and corporate leadership at Groupon, he wasn't sure what would come next.

The Wall Street Journal
Jun 29th, 2025
CityDeal Founders Cash in on Groupon

Two of the big winners in Groupon's forthcoming IPO are likely to be Oliver and Marc Samwer, the brothers who founded CityDeal, the European company Groupon bought in May 2010 to expand overseas.

INACTIVE