Director of Engineering

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🕒 April 14

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Leafwell

WebsiteLinkedInAll Job Openings

51 - 200 employees

⚕️ Healthcare Insurance

🧘 Wellness

Healthcare Insurance • Wellness

Leafwell is a company that specializes in providing medical cannabis cards and guidance on the use of medical marijuana. They offer a seamless online process to connect patients with doctors for certification, ensuring quick approval and a money-back guarantee if not satisfied. Leafwell is dedicated to cannabis science and research, offering a vast library of evidence-based articles and studies on the benefits of cannabis for over 100 medical conditions. They have successfully enrolled over 200,000 patients and continue to advocate for the health and wellness benefits of medical cannabis. With their accessible platform and expert support, Leafwell is a trusted choice for those seeking to improve their quality of life through cannabis.

📋 Description

• Own the technical direction, delivery, and health of our engineering organization. • Manage a lean, high-impact team that includes in-house engineers and an external contracting partner. • Shape how we build and ship the products that power our mission to transform the medical cannabis industry. • Spend meaningful time in the codebase—architecting systems, reviewing pull requests, and writing code alongside your team. • Set engineering strategy, manage people, and drive process improvements. • Be the connective tissue between product vision and technical execution, ensuring the team delivers reliably without sacrificing code quality or developer experience. • Drive the adoption of agentic development frameworks and intelligent automation, evaluating tools and patterns that improve workflows without introducing unnecessary complexity. • Partner closely with Product, Design, and business stakeholders to translate roadmap priorities into well-scoped technical plans. • Establish and evolve engineering best practices: CI/CD pipelines, testing strategy, observability, documentation, and on-call processes. • Manage the relationship with our contracting partner, ensuring alignment on priorities, quality standards, and delivery timelines. • Build a culture of ownership, continuous improvement, and pragmatic innovation within the engineering team. • Oversee infrastructure and DevOps practices, ensuring reliability, security, and cost efficiency on AWS. • Contribute to hiring decisions, performance management, and professional development for all engineering team members.

🎯 Requirements

• 8+ years of software engineering experience, with at least 3 years in an engineering leadership role (Engineering Manager, Director, or equivalent) where you managed engineers directly. • Deep, hands-on proficiency with Node.js, TypeScript and React in production environments. • Strong experience with AWS core services (Lambda, RDS, DynamoDB, CloudWatch, S3, ECS, CloudFormation, CDK) and cloud-native architecture patterns. • Demonstrated experience managing mixed teams—coordinating across in-house engineers and external contractors or agencies. • Familiarity with agentic or autonomous system frameworks and a genuine interest in exploring how AI-driven workflows can improve engineering productivity and product capabilities. • Familiarity with Ruby on Rails or similar frameworks is a plus for maintaining legacy services during migration. • Solid database experience (PostgreSQL, DynamoDB, MySQL) and comfort designing data models, writing performant queries, and managing schema migrations. • Experience designing and scaling RESTful APIs (GraphQL experience is a bonus), with a strong understanding of authentication, authorization, and API security. • A track record of establishing or improving engineering processes—sprint planning, code review practices, CI/CD, incident management—in a growing organization. • Excellent communication skills. • A pragmatic, low-ego leadership style. You are comfortable rolling up your sleeves when the team needs it, and you empower others to do their best work.

🏖️ Benefits

• Remote first - Most of our employees are 100% remote. • Positions requiring travel enjoy a hybrid environment. • Generous paid time off, including vacation and sick leave (every employee needs time to unwind, refresh, and renew their mind). • Comprehensive health package, including medical, dental, vision, FSA/HSA, and other ancillary products. • 401K - company-sponsored 401k with 4% match; fully vested after 90 days! • Our employees advance with us! • We foster a culture of learning. We encourage our employees to take part in educational, training, and development opportunities.