Director, Engineering

Attentive® is the AI marketing platform for 1:1 personalization redefining the way brands and people connect. We’re the only marketing platform that combines powerful technology with human expertise to build authentic customer relationships. By unifying SMS, RCS, email, and push notifications, our AI-powered personalization engine delivers bespoke experiences that drive performance, revenue, and loyalty through real-time behavioral insights. Recognized as the #1 provider in SMS Marketing by G2, Attentive partners with more than 8,000 customers across 70+ industries. Leading global brands like Crate and Barrel, Urban Outfitters, and Carter’s work with us to enable billions of interactions that power tens of billions in revenue for our customers. With a distributed global workforce and employee hubs in New York City, San Francisco, London, and Sydney, Attentive’s team has been consistently recognized for its performance and culture. We’re proud to be included in Deloitte’s Fast 500 (four years running!), LinkedIn’s Top Startups , Forbes’ Cloud 100 (five years running!), Inc.’s Best Workplaces , and the Human Rights Campaign Foundation's Corporate Equality Index ! About the Role We’re looking for a Director of Engineering to lead our Intelligent Messaging group—one of the most critical and high-impact areas at Attentive. This team powers the systems behind billions of personalized messages (SMS, email, push) sent every month, helping the world’s leading brands connect with consumers in smarter, more meaningful ways. At the core of this is AI, machine learning, and real-time data. This allows us to drive personalization at massive scale - turning every message into an opportunity to engage, convert, and build long-term customer relationships. In this role, you’ll lead multiple teams and play a key role in defining how AI shapes the future of messaging at Attentive. You’ll partner closely with Product and Engineering leadership to build and scale systems that are fast, reliable, and deeply intelligent. You’ll stay close to the work - guiding architecture, unblocking complex problems, and stepping in when it matters - while also building strong teams and developing great managers. This is a role for someone who likes to operate deep in the systems, close to the people, and aligned with the business. You’ll own the technical direction of a high-scale, high-uptime platform and help us push what’s possible as we continue to grow. This is a hybrid role based in NYC, with occasional travel to our SF office. What You’ll Accomplish You’ll own the delivery of cutting-edge, AI-powered consumer messaging experiences used by millions You’ll manage and evolve a multi-team organization, build on our great culture, and set a high bar for engineering excellence You'll oversee the technical strategy in multiple domains, supporting various layers of our messaging applications by using existing and emerging technology platforms You’ll accelerate our engineering velocity using cutting-edge agentic and LLM tooling, while successfully managing safety and stability You’lll collaborate with product, ML, design, and data science to shape the roadmap - not just execute on it You’ll work directly with partner teams and stakeholders in the platform, go-to-market, and customer success organizations Your Expertise Above all else, you are technical and love to dive deep to understand architecture, code, and infrastructure. This is the most critical attribute for success at Attentive. You have 10+ years of industry experience, including managing teams of 30+ engineers, and at least 2 years managing managers. From a technical perspective, you have 8+ years of experience in software engineering roles, ideally reaching staff level as an individual contributor. You embrace agentic workflows, and understand the benefits, complexity and risks of the fast-moving AI ecosystem You care about software quality and have a track record of building r ... (truncated, view full listing at source)