Ready to roll up your sleeves and help transform local marketing forever? At Olly Olly, we’re blending technology and real-world expertise to empower businesses across the U.S. like never before.

The Olly Olly platform complements our hands-on service perfectly: it’s no-nonsense, easy-to-use software that helps local businesses streamline operations and contact management, drive leads, stabilize cash flow, and maximize revenue with minimal effort, so they can reclaim their time to focus on what they do best.

We aim to be the ultimate all-in-one platform for small business growth, allowing owners to manage every part of their business efficiently and effortlessly. By combining hard-earned human expertise with AI and automation, we’re creating affordable solutions that give business owners peace of mind while driving measurable success.

🫵 Why We Need You

At Olly Olly, we're not just growing—we're accelerating. We take immense pride in our culture of high-performing engineering and exceptional code quality. We have built a small business toolkit that has Generative AI at its core, and to help us scale this success, we are seeking a highly motivated and experienced Software Engineering Manager.

This is a pivotal role that blends people leadership, project management, and hands-on technical contribution. You will guide up to two agile teams in delivering high-quality, full-stack features from concept to deployment for our core product: a multi-platform Flutter app available on iOS, Android, and the Web. We need a leader who can maintain our high engineering standards while we build fast, learn, and iterate.

🚀 The Impact You’ll Have

Management & Leadership (60%)

Team Leadership: Directly manage and mentor up to two agile teams of 6 to 8 engineers, fostering a culture of ownership, continuous improvement, and technical excellence.
Agile Process Management: Oversee the team’s adherence to agile methodologies (Kanban), ensuring efficient refinement, estimating, execution, and delivery.
Startup Execution: Leverage your experience in a startup setting to prioritize effectively, manage ambiguity, and drive rapid development cycles with a focus on product-market fit and business value.
Hiring & Development: Participate in the recruitment, onboarding, professional development, and performance reviews for your team members.
Cross-Functional Collaboration: Partner closely with Product Management, Design, and QA to translate product vision into precise technical requirements and realistic execution plans.

Technical & Hands-On Contribution (40%)

Technical Oversight & Design: Provide leadership on system architecture, solution design, and technology choices for both mobile and web platforms.
Coding & Prototyping: Remain hands-on by contributing code to critical features or technical spikes.
Quality Assurance: Conduct thorough code reviews and design reviews to ensure quality, performance, security, and scalability standards are met.
Roadmap Execution: Ensure the team delivers features that are reliable, performant, and maintainable across the entire stack.

✅ What We Really Need From You

3–5 years of experience directly managing and leading software engineering teams in an agile environment.
5+ years of hands-on software engineering experience across the full development lifecycle.
Proven experience managing teams and shipping products within a startup or high-growth company where rapid iteration is essential.
Must be comfortable being hands-on (coding, code reviews, architectural design) to maintain technical credibility and a deep understanding of the product.
Front-end/Web: Experience with Flutter web or web frameworks, such as Vue.js, is ideal.
Mobile: Experience with the Flutter ecosystem is preferred. However, we will also consider any native experience.
Languages: Proficiency in Dart, Typescript, and SQL is desired.
Database: Experience with PostgreSQL or other relational databases.
Cloud & Infrastructure: Familiarity with cloud platforms, preferably GCP (Google Cloud Platform).

🌟 What You’ll Love About Working at Olly Olly

Competitive salary based on experience
Flexible work: 100% remote, with core hours for seamless collaboration. 8:00 AM - 5:00 PM EST, Monday - Friday
Work-life balance: Generous PTO, including 15 vacation days and U.S. holidays.
Growth-oriented culture: Join an inclusive, international, and innovative team where your contributions make a tangible difference.

💡 Why Choose Us?

This is a pivotal moment in our journey — moving from an agency to a SaaS-first company. Your ideas and work will directly shape the success of our product and small businesses alike. Let’s shape the future of small business growth together!

🌈 Diversity and Inclusion at Olly Olly

At Olly Olly, we celebrate differences in background, culture, abilities and perspectives because diversity drives innovation and creativity. Your voice matters here, it really does! And your unique perspective will help us shape the future of small business growth.