[Hiring] Business Systems Strategist @Switchboard

Role Description

As a Business Systems Strategist , you'll figure out how a client's business actually operates, then define what gets built to improve it. Our approach is prototype-first, starting with a 2–8 week Jumpstart that includes:

• Discovery interviews
• A systems and data audit
• A working prototype for client feedback

Clients who want to continue move into the full build, where we turn that prototype into production software. You will lead strategy throughout, running discovery and building the first version of the prototype. In the full build, you will own the scope, requirements sign-off, and client relationship, collaborating with a Project Manager and Developers.

We run our service delivery primarily in Notion + Claude, and you'll help improve this system based on your experiences.

Success in this role requires:

• Product fluency
• Strategy & business acumen
• AI fluency

Qualifications

• 5+ years combining consulting-style discovery with hands-on systems or product work.
• Experience building things with AI, including personal projects and client work.
• Ability to think in systems, diagram complex workflows, and understand data flows across organizations.
• Ownership mentality, with a proactive approach to problem-solving.
• Strong communication skills, comfortable engaging with both frontline staff and executives.
• Ability to provide clear updates and maintain transparency with clients and teammates.

Requirements

• Experience working with mid-market companies' existing systems (CRMs, ERPs, legacy platforms).
• Hands-on experience with APIs, webhooks, or integration tools (n8n, Make, Zapier, or similar).
• Basic SQL or Python skills for quick data analysis or proof-of-concepting.
• Experience helping non-technical teams adopt new tools and workflows.

Benefits

• Real impact on growing companies' operations.
• Strong team environment with rapid decisions and healthy collaboration.
• Remote-first work policy, anywhere in Canada with at least 3 hours of overlap with Pacific time.
• Growth opportunities in an evolving space at the intersection of business strategy, product, and AI-powered delivery.
• Competitive compensation, three weeks PTO, and a supportive team culture.