OluKai, melin, Roark (Tradewind Services) Sr. Software Engineer, AI Enablement

Archipelago Companies, a portfolio of highly successful consumer lifestyle brands, is seeking a talented and passionate individual with an entrepreneurial mindset to join our team.

Our brands, including OluKai, Kaenon, Melin, Roark, and Tradewind Services are leaders in their respective markets, offering high-quality products and authentic marketing stories direct to consumers.

At Archipelago Companies, we pride ourselves on our commitment to integrity, and we strive to create a culture of excellence in everything we do.

If you are a driven and innovative individual with a passion for consumer brands, we invite you to apply for our open position and become a part of our dynamic and growing team.

Tradewind Services provides shared services across Archipelago Companies' portfolio of brands (OluKai, Melin, Roark) and international subsidiaries (Arch-UK, Arch-EU).

We're hiring a Sr.

Software Engineer, AI Enablement to help build the technical backbone of AI adoption across the organization: the connectors, internal tools, and workflows that let teams actually use AI in their day-to-day work, plus the hands-on training to get them there.

This is a hybrid build-and-teach role.

You'll be writing code and shipping infrastructure, and you'll also be in the room with non-technical teams helping them understand and adopt what you've built.

include but are not limited to:

• Train users across departments and brands on AI tools and workflows, translating technical capability into practical, everyday use
• Design and build the core AI infrastructure for the organization: custom connectors, internal applications, and integrations between AI tools and existing business systems
• Wire up automated workflows that connect AI capabilities to data sources and operational systems
• Build and maintain data pipelines and integrations supporting AI use cases across brands
• Partner with stakeholders across OluKai, Melin, Roark, and subsidiaries to identify high-value AI opportunities and turn them into working tools
• Evaluate emerging AI models, tools, and platforms, and recommend what's worth adopting
• Establish security and data-governance practices for AI tools that touch company systems and data
• Track adoption and report on impact across teams
• Document systems and workflows so they're maintainable and adoptable beyond your own desk

• Bachelor’s degree required
• 5+ years of professional software development experience, with proficiency in Python, TypeScript, Go, or similar languages
• Strength in building integrations and APIs
• Comfort working with AI/LLM tooling and a genuine interest in applied AI (not just theory)
• Experience building internal tools or connectors that talk to multiple systems (e.g., Slack, Microsoft 365, Google Drive, Notion, Shopify, or similar SaaS platforms)
• Strong communication skills; you can explain technical concepts to non-technical users without talking down to them
• Comfortable working independently and building things from a blank page
• Balanced judgment on safe, appropriate AI use, especially with company and customer data
• Familiarity with data platforms (e.g., Domo, BigQuery, or similar) is a plus

• Deep experience with several of the following: Claude, ChatGPT, Vercel, n8n, GitHub, Cloudflare, or MCP (Model Context Protocol) servers
• Background supporting multi-brand or multi-entity organizations

Location & Office Structure : This is an in-office hybrid position, mandatory 4 days per week in office in Irvine, CA with the option to work from home 1 day per week.

On call as needed and subject to change without notice as per company guidelines.

The salary range for this position is $120,000 - $160,000 plus opportunity for annual bonus; salary is based on the experience that you bring to the position.