Senior Director, Engineering
•Second Dinner· 9h
💻 Engineering⏰ Full-time👔 Executive💰 $270k-300k🇺🇸 Irvine, USA
9h ago
Sweedpos.Com·5 months ago
We're Sweed, a product-driven startup building an all-in-one cannabis retail platform. We’re on the lookout for a Head of Product to own and scale our eCommerce product area across online and in-store digital experiences. This is a senior leadership role for someone who can combine strategic thinking with hands-on execution, go deep into product and business details, and drive results across 4 cross-functional teams in a fast-moving, high-accountability environment.
About Us
At Sweed, we’re reimagining how cannabis retailers operate. Our enterprise-grade platform combines POS, eCommerce, Marketing, Analytics and Inventory Management into a single, seamless solution—eliminating the need for multiple third-party tools.
We believe in simplicity, efficiency, and innovation. That’s why we build for scalability and performance, making life easier for cannabis retailers while driving real business growth.
At Sweed, we believe in the medicinal potential of cannabis. It has been shown to help with chronic pain, anxiety, depression, and many other conditions. Despite the lingering stigma, we see cannabis as a powerful tool for improving lives.
The industry is evolving rapidly, and we’re here to drive that transformation—making cannabis retail more efficient, accessible, and customer-friendly.
We’ve been on the market for 7 years, continuously growing and refining our product.
Our focus is on earning customer trust, which means constantly improving our delivery processes and rolling out new features. At the same time, we navigate the complex legal landscape of the cannabis industry, ensuring our platform remains compliant and future-proof.
Our total team size is over 200 people:
The development team is distributed globally and organized into cross-functional product teams. These teams typically consist of 8–12 members, including front-end and back-end developers, QA specialists, and analysts.
Each team is led by a Team Lead and a Product Owner, ensuring effective collaboration and clear direction.
Meanwhile, our CEO, account managers, and customer success team are based in the USA, working closely with us to align product development with business and user needs.
Own eCommerce product direction: Define the vision and strategy for digital commerce experiences, including online ordering, pickup and in-store digital experiences, ensuring they support company goals and customer value.
Lead and grow PM team: Coach, mentor, and set direction for Product Managers; support hiring, onboarding, performance, and development.
Build and drive the roadmap: Shape a clear, outcome-focused roadmap, align priorities across teams and stakeholders, and make trade-offs explicit.
Partner with leadership & stakeholders: Work closely with VP of Product, CEO, Customer Success, Sales/Account teams, and Engineering leadership to align priorities and guide decisions.
Drive discovery and prioritization: Lead customer research, problem framing, and solution discovery; ensure prioritization is grounded in customer value, business impact, and technical feasibility.
Own execution across multiple squads: Keep teams aligned, maintain delivery momentum, remove blockers, and ensure strategy turns into shipped outcomes — not just plans.
5+ years experience as a Product Manager / Product Owner.
2+ years experience as a Lead PM / Group PM / Head of Product area (people leadership).
Strong B2B SaaS / enterprise product background, ideally in platform-like environments with multiple stakeholders, customer feedback loops, and competing priorities.
Ability to go deep into product, business logic, and metrics, and communicate effectively with engineering and other cross-functional partners.
Proven ability to operate in a fast-moving, high-accountability environment with multiple priorities, strong stakeholders, and evolving processes.
Strong collaboration and influence skills, with the ability to align teams, push back when needed, and build trust across product, engineering, and business stakeholders.
Clear ownership of your work and achievements, with the ability to speak precisely about impact, trade-offs, and your personal contribution.
A strong product mindset with the ability to combine strategic thinking with practical execution and measurable business outcomes.
English: Advanced (C1+) — confident in executive communication, customer calls, and written documentation.
Execution focus – You are not only good at defining direction, but also at driving delivery and making things happen.
Resilience and judgment – You are comfortable working through ambiguity, pressure, competing priorities, and tough stakeholder conversations.
Practical AI mindset – You are curious about AI and can identify where it creates real product or business value, without treating it as hype.
Salary in USD (B2B contract with the US company)
100% remote – We’re a remote-first company, no offices needed!
Flexible working hours – Core team time: 09:00-15:00 GMT (flexible per team)
20 paid vacation days per year
12 holidays per year
3 sick leave days
Medical insurance after probation
Equipment reimbursement (laptops, monitors, etc.)
Recruiter Call (1 hour)
Interview with VP of Product (1 hour)
Leadership Roundtable (up to 1 hour) - Collaboration & Alignment
Final Interview (1 hour) - Chat with our CEO