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Letter Ai logo

Product Manager

Letter Ai
Posted May 27, 2026, 9:28 PM UTC
🇺🇸United States🏢Hybrid📁Product
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About Letter AI Letter AI is the world's first unified revenue acceleration platform powered natively by generative AI. Our platform empowers sales teams at customers like Lenovo and Redpanda to ramp up faster with AI-powered training and coaching, instantly find and personalize collateral for customers, and engage their buyers with the industry's first AI Sales Room. We recently raised a $40M Series B led by Battery Ventures , with participation from existing investors including Y Combinator, Lightbank, Northwestern Mutual Future Ventures, Stage 2 Capital, and Formus . The round comes just four months after announcing our Series A, indicating a shift we're seeing in real time: revenue teams aren’t asking for more content or tools. They’re asking for better outcomes, and Letter AI is bringing those outcomes to life! We 10Xed our revenue last year and are looking for the best of the best in Chicago to join us on the adventure 📈. The Role We are looking for a Founding Product Manager to join our team as one of our first key hires. You will play a pivotal role in shaping the company, our culture, and our product offerings. You will fully own the design and product development process, working closely with engineering teams to spec and deliver on requirements. Your key responsibilities will include: Lead the development of product features from concept to launch, ensuring a delightful user experience Work closely with customers, engineering, and design teams to translate product and design specifications into functional requirements Conduct user research and usability testing to gather insights and iterate on features Utilize Figma extensively for designing, prototyping, and collaborating on product design Collaborate with other customer-facing teams members (e.g., GTM, Customer Success) to align product vision with business goals Qualifications for the role include: 3+ years of experience in product design and development Proven experience working with engineering teams to deliver high-quality products Strong understanding of user-centered design principles and best practices Excellent communication and collaboration skills Ability to work in a fast-paced startup environment and adapt to changing priorities Preferred: Hands-on experience with Figma As a part of the team at this early stage, you will not only receive a competitive salary and benefits, but also a meaningful equity stake in the company. How We Operate At Letter AI, we want you to be unapologetically you while operating with our core principles in mind: Customer-obsessed: Make your customers unreasonably happy and everything else will fall into place Ambitious yet practical: Set big goals, but stay grounded with disciplined execution and ruthless prioritization Direct yet kind: Never hold back from speaking your mind, but do so in a way that is kind to your colleagues Driven yet humble: Push for excellence and deliver fast, but keep your humility Join us on this exciting journey to build the world's next generational sales tech company. We look forward to hearing from you!

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