Jobber

1 week ago

Director, Software Engineering (AI Workflows & Ecosystem)

✓ Verified Job

Canonical indexed version, validated from employer's careers page.

Source: Company careers pageValidated by: Fursa AI

Last checked: 12 hours agoStatus: Live

Job Summary

Own the end-to-end AI system layer that makes Jobber’s product proactive and coherent across workflows. You’ll define how intelligence flows across the platform—from AI foundations and Copilot to automations and marketplace integrations—balancing autonomy vs. control, reliability, safety, and measurable evaluation. Lead a multi-team org (~30 engineers across 4–6 teams) in building agentic, production-grade AI workflows that remove thinking for overwhelmed service pros.

Location: United States

Workplace: Remote

Employment Type: Full time

Job Function: Software Engineering

Seniority: Director level

Key Responsibilities

•Define how AI should work across Jobber so intelligence flows across the entire product, not just within teams.
•Build and evolve a multi-team AI engineering organization to execute on the AI workflows and ecosystem vision.
•Own how decisions are made inside the system, how context moves across workflows, and when actions are triggered.
•Evaluate whether AI is actually working using offline and online approaches, while ensuring reliability, safety, and failure handling.
•Drive adoption and alignment across engineering, product, and the company by moving teams from feature thinking to system thinking.

Pay and Benefits

Perks:Health InsuranceRetirement MatchingEquityLearning Budget

Key Requirements

•Have led orgs through complexity, including managing managers across multiple teams and building scalable organizations.
•Build or lead production LLM/agentic systems with experience in agent orchestration, tool use, workflow execution, evaluation, and observability.
•Understand AI reliability, safety, guardrails, and failure modes in real systems; form opinions on evaluation and tradeoffs between autonomy vs. control.
•Think in systems, connect end-to-end user workflows, and partner deeply with Product and Design focused on customer outcomes.
•Demonstrate execution excellence by balancing shipping, infrastructure, and tech debt; know when to iterate vs. redesign.

Experience:AI/LLMAgentic workflowsProduction systems

Skills:LeadershipSystem thinkingCross-functional collaborationExecutionCustomer-focused mindset

Tech Stack:LLMAgent orchestrationTool useWorkflow executionEvaluationObservabilityGuardrailsCopilotAI foundations

Company Brief

Jobber

Provides cloud-based business management software for home and field service businesses to manage quoting, scheduling, invoicing, payments, and client communications, serving hundreds of thousands of service professionals worldwide.

Industry: Enterprise Software

Company Size: Large (251 to 1,000 employees)

Growth: Scaleup

Funding: Series D

Headquarters: Edmonton, Canada

Founded: 2011

Glassdoor: 3.5

Website LinkedIn Glassdoor

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Jobber

1 week ago

Director, Software Engineering (AI Workflows & Ecosystem)

✓ Verified Job

Canonical indexed version, validated from employer's careers page.

Source: Company careers pageValidated by: Fursa AI

Last checked: 12 hours agoStatus: Live

Job Summary

Location: United States

Workplace: Remote

Employment Type: Full time

Job Function: Software Engineering

Seniority: Director level

Key Responsibilities

•Define how AI should work across Jobber so intelligence flows across the entire product, not just within teams.
•Build and evolve a multi-team AI engineering organization to execute on the AI workflows and ecosystem vision.
•Own how decisions are made inside the system, how context moves across workflows, and when actions are triggered.
•Evaluate whether AI is actually working using offline and online approaches, while ensuring reliability, safety, and failure handling.
•Drive adoption and alignment across engineering, product, and the company by moving teams from feature thinking to system thinking.

Pay and Benefits

Perks:Health InsuranceRetirement MatchingEquityLearning Budget

Key Requirements

•Have led orgs through complexity, including managing managers across multiple teams and building scalable organizations.
•Build or lead production LLM/agentic systems with experience in agent orchestration, tool use, workflow execution, evaluation, and observability.
•Understand AI reliability, safety, guardrails, and failure modes in real systems; form opinions on evaluation and tradeoffs between autonomy vs. control.
•Think in systems, connect end-to-end user workflows, and partner deeply with Product and Design focused on customer outcomes.
•Demonstrate execution excellence by balancing shipping, infrastructure, and tech debt; know when to iterate vs. redesign.

Experience:AI/LLMAgentic workflowsProduction systems

Skills:LeadershipSystem thinkingCross-functional collaborationExecutionCustomer-focused mindset

Tech Stack:LLMAgent orchestrationTool useWorkflow executionEvaluationObservabilityGuardrailsCopilotAI foundations

Company Brief

Jobber

Industry: Enterprise Software

Company Size: Large (251 to 1,000 employees)

Growth: Scaleup

Funding: Series D

Headquarters: Edmonton, Canada

Founded: 2011

Glassdoor: 3.5

Website LinkedIn Glassdoor