Drive technological innovation within Square's Go-to-Market Engineering team as a Staff Software Engineer, focusing on enhancing sales systems with AI and automation. Lead the design and architecture for scalable solutions that transform sales productivity and efficiency.

As a key technical leader at Square, you will take ownership of the go-to-market tech stack's architecture and strategic direction. Collaborating with various teams, including Sales and Engineering, your role involves creating AI-driven solutions that streamline workflows and support business growth. Your expertise and mentorship will guide engineers as they tackle complex sales challenges.

Key Responsibilities:
• Own technical strategy and architecture for sales technology stack
• Design and operate AI agents and automated workflows




• Lead execution across varied initiatives and solve complex problems
• Remain hands-on throughout the software lifecycle
• Collaborate with sales teams to create scalable technical solutions

Requirements:
• 12+ years of experience with a Bachelor’s or similar
• Experience delivering complex systems across teams
• Proficient in building production software utilizing AI technologies
• Solid engineering and system design skills
• Familiarity with sales processes is a plus

Utilize your expertise in AI and software engineering to enhance Square's sales technology, contributing to meaningful business growth.
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📌 Staff Software Engineer at Square (Alberta)
🏢 Square
📍 Alberta