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Head of AI

About Darkroom

We're building the future of advertising and are looking for the minds to help us do it.

Darkroom is a progressive omni-channel growth marketing agency focused on retail, e-commerce, and consumer businesses. We have been recognized as one of the fastest-growing private companies in America by Inc. 5000 (2023), a top 1% digital advertiser by Varos (2023), and our founders were named Forbes 30 Under 30 recipients for Marketing and Advertising North America (2024).

This is a fully remote, full-time role operating in EST time zone.

We are hiring our first Head of AI, a pivotal role in shaping the future of AI-driven innovation at Darkroom. This person will be responsible for building and scaling our AI and ML initiatives from the ground up, driving new capabilities that enhance our core business functions. If you are a hacker at heart, thrive in fast-moving environments, and are passionate about AI’s impact on consumer brands, we want to hear from you. This role will focus on 1) enhancing the efficacy of our agency services through automations and novel technologies and 2) running our data team to ensure client data is being piped and visualized efficiently.

What You’ll Do

  • Architect and implement a sophisticated AI/ML strategy that aligns with Darkroom’s core mission and priorities: (1) Accuracy, (2) Novelty, (3) Range of ability, (4) Speed, and (5) Cost efficiency.

  • Build and optimize a LangChain / LangGraph and RAG pipeline structure to support complex agentic workflows.

  • Create unified data models using tools like Postgres, Airflow, and BigQuery to drive AI-powered decision-making.

  • Develop and fine-tune AI-driven solutions using major LLMs, integrating them seamlessly into our internal workflows and client-facing services.

  • Work closely with all department teams to build AI-driven products that enhance consumer brand marketing.

  • Iterate quickly, testing and deploying AI-powered solutions in a rapid feedback loop alongside cross-functional teams.

  • Maintain a forward-thinking approach, identifying and leveraging emerging AI/ML technologies that can push Darkroom ahead of the curve.

You Should Apply If This Sounds Like You

  • You have a full-stack, 0→1 mindset—comfortable building from scratch in an environment where speed and iteration are key.

  • You are a hacker at heart, with a passion for self-learning and staying on top of emergent AI/ML advancements.

  • You have deep respect for builders of consumer brands, understanding the nuances of digital marketing and e-commerce.

  • You thrive in fast-paced, feedback-driven environments, collaborating shoulder-to-shoulder with high-performing teams.

  • You are eager to own and drive AI/ML innovation from the ground up within a dynamic, high-growth company.

Experience

  • 5+ years of experience in AI/ML engineering, with hands-on expertise in developing and deploying AI-driven applications.

  • Strong Python background, with experience working with AI frameworks and tools such as LangChain, LangGraph, and RAG pipelines.

  • Deep experience working with major LLMs and designing AI-powered workflows.

  • Proven ability to build unified data models and work with Postgres, Airflow, BigQuery, or similar technologies.

  • Experience developing and scaling AI/ML solutions in a high-growth, product-focused environment

What it's like to work at Darkroom

We're building the future of advertising and are looking for the minds to help us do it. We only seek out the best—from our clients to our people. Our team is our most sacred asset, and we offer highly competitive salaries and the following perks:

  • Unlimited Vacation Policy and Holidays: Rebooting is one of the most important parts of growth. At Darkroom, you have access to a flexible vacation policy, our annual “Darkweek”, and 10 holidays throughout the year to keep you recharged and sharp.

  • Location, location, (or no) location: Remote-first culture with a strong community base. With hubs in the Bay Area, New York, Philly, Lisbon, Sao Paulo, Barcelona, Cape Town, and Mexico City!

  • Health and Wellness: Company-sponsored medical, dental, and vision benefits with, so you can stay as healthy as can be.

  • Endless opportunities for growth: Our agency is founded on an interdisciplinary approach, giving Darkroomers insights into services far beyond your job description. Grow your skills and interests beyond your niche and stay at the forefront of the industry through total immersion in cross-functional collaboration.

  • Parental Leave: Flexible parental leave benefits to support new parents during this important transition, ensuring time to bond with their families while maintaining work-life balance.

Equal Opportunity Statement

Darkroom is an equal opportunity workplace—we are dedicated to equal employment opportunities regardless of race, color, ancestry, religion, sex, national orientation, sexual orientation, age, citizenship, marital status, disability, gender identity, or Veteran status. We also consider qualified applicants regardless of criminal histories, consistent with legal requirements.

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CEO of Darkroom
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Lucas DiPietrantonio
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What You Should Know About Head of AI, Darkroom

Join Darkroom as our first Head of AI in New York and help shape the future of AI-driven innovation in marketing! As a fully remote, full-time role, you'll have the opportunity to build and scale our AI and ML initiatives from the ground up. If you're a hacker at heart with a passion for AI's transformative power on consumer brands, then this position is made for you. You'll architect and implement an AI/ML strategy that aligns with our core mission, focusing on enhancing agency services through innovative technologies. Your responsibilities will include creating unified data models, developing solutions with major LLMs, and collaborating closely with our dynamic teams to enhance brand marketing. At Darkroom, we pride ourselves on our fast-paced, feedback-driven culture, valuing innovation and creativity. This is an ideal environment for those who thrive on rapid iteration and are eager to drive AI/ML initiatives. If you have over 5 years of experience in AI/ML engineering with a strong Python background, combined with a builder's mindset, we want to hear from you. Come be a part of our exciting journey as we redefine advertising!

Frequently Asked Questions (FAQs) for Head of AI Role at Darkroom
What are the responsibilities of the Head of AI at Darkroom?

As the Head of AI at Darkroom, you'll be responsible for architecting and implementing a robust AI/ML strategy that aligns with our company's objectives. Key responsibilities include building a LangChain/LangGraph pipeline, creating unified data models using technologies like Postgres and BigQuery, and developing AI-driven solutions that enhance our marketing services. You'll work closely with all departments to integrate AI solutions effectively and iterate on these innovations to stay ahead of the curve.

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What qualifications are needed for the Head of AI position at Darkroom?

To qualify for the Head of AI position at Darkroom, candidates should have over 5 years of experience in AI/ML engineering, with expertise in developing and deploying AI-driven applications. A strong background in Python, familiarity with AI frameworks like LangChain and LangGraph, and experience in building unified data models are essential. Moreover, candidates should be adept at working in fast-paced environments, showcasing a passion for AI and digital marketing.

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How does Darkroom support employees in the Head of AI role?

At Darkroom, we believe in empowering our employees, especially in pivotal roles like Head of AI. We offer competitive salaries, unlimited vacation policies, and comprehensive health benefits. Our remote-first culture also ensures that you can work flexibly while maintaining a strong community connection. We provide opportunities for growth through cross-functional collaboration, allowing you to immerse yourself in various aspects of our agency's work.

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What is the work culture like for the Head of AI at Darkroom?

The work culture at Darkroom is dynamic, collaborative, and innovative. As our Head of AI, you'll thrive in a fast-paced environment where feedback is not just welcomed but encouraged. We value creativity and out-of-the-box thinking, allowing you to interact with highly skilled teams to drive AI/ML innovations that enhance our services. Our commitment to employee well-being through flexible policies supports a healthy work-life balance.

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What technologies will the Head of AI at Darkroom be using?

As the Head of AI at Darkroom, you will leverage technologies such as LangChain, LangGraph, and RAG pipelines to create efficient workflows. You'll also utilize Postgres, Airflow, and BigQuery for unified data modeling crucial for AI-driven decision-making. Proficiency in major LLMs will be essential in developing and integrating AI solutions seamlessly into our operations.

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Common Interview Questions for Head of AI
Can you describe your experience with AI/ML engineering in the context of marketing?

When answering this question, highlight specific projects where you've developed AI-driven applications, especially those related to marketing. Discuss the technologies you used, the results achieved, and how your initiatives positively impacted business outcomes. This showcases your expertise while demonstrating relevance to Darkroom’s focus.

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How do you approach building an AI/ML strategy for a company?

Discuss your methodology for developing an AI/ML strategy, emphasizing analysis of company goals, market trends, and existing data infrastructure. Provide examples from your past experiences where your strategies led to successful implementations. This shows your strategic thinking and problem-solving capabilities.

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What technologies have you previously used to create unified data models?

To effectively respond, outline the specific technologies you have used, such as Postgres or BigQuery. Discuss how you have integrated these technologies into AI workflows, providing examples of data models you built and their impact on decision-making. This illustrates your technical proficiency and application.

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How do you keep up with emerging AI/ML technologies?

Share your methods for staying informed on the latest AI/ML trends. This could include attending conferences, taking online courses, or being involved in professional communities. Highlight how your commitment to continuous learning enables you to bring fresh, innovative solutions to Darkroom.

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How do you handle feedback during the development process of AI solutions?

Express that you value feedback as a critical part of the development cycle. Provide a narrative from your past experiences where constructive criticism improved your AI projects. This reflects your adaptability and desire to collaborate effectively.

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Can you give an example of how you've implemented AI solutions that enhanced agency services?

Use a concrete example of an AI solution you implemented that tangibly improved service offerings. Detail your role in the project, the challenges faced, and the measurable outcomes achieved. This showcases your practical experience in enhancing agency services through AI.

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What do you believe are the key attributes for someone in the Head of AI role?

Mention essential attributes such as strategic thinking, technical expertise, collaboration, and innovation. Support your claims with examples of how these attributes have served you well in similar roles, highlighting your fit for Darkroom’s culture and objectives.

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How do you prioritize projects within an AI/ML team?

Discuss your methodology for project prioritization, considering factors like business impact, resource availability, and alignment with company goals. Provide past examples where your prioritization led to successful project outcomes, showcasing your leadership and management skills.

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What role do you see AI playing in the future of consumer branding?

Share your insights into how AI is transforming consumer branding through personalizations, automated marketing strategies, and improved customer insights. Discuss how you would leverage AI to meet those future trends in the Head of AI position at Darkroom.

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What steps do you take to ensure ethical AI implementation?

Address the importance of ethical considerations in AI, emphasizing the need for transparency, fairness, and accountability. Provide examples of how you have integrated ethical practices into your past AI projects, aligning with Darkroom’s commitment to responsible innovation.

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We're building the future of advertising and are looking for the minds to help us do it. We only seek out the best—from our clients to our people.

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Full-time, remote
DATE POSTED
March 18, 2025

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