Senior Manager of Engineering at Loopio

Toronto, Ontario, Canada

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Not SpecifiedCompensation

Senior (5 to 8 years), Expert & Leadership (9+ years)Experience Level

Full TimeJob Type

UnknownVisa

TechnologyIndustries

Requirements

8+ years of software development experience, including 2–4 years in engineering leadership roles
Hands-on experience building and deploying AI agents, agentic workflows, or autonomous orchestration systems
Proven track record of bringing at least one agent-based product or feature to market
Technical fluency with LLM integration, RAG pipelines, vector databases, and workflow orchestration frameworks
Strong understanding of distributed systems, observability, and production-level AI deployment
Excellent communication skills, with the ability to align technical innovation with customer and business value
Track record of fostering high-trust, inclusive, and collaborative engineering environments
Bachelor’s or Master’s degree in Computer Science or a related field—or equivalent industry experience
Based in Toronto, Ontario, with availability for hybrid work (3 days per week in downtown Toronto co-working space)

Responsibilities

Lead and grow a high-performing engineering Mission Team focused on delivering Loopio’s first agents
Foster an engineering culture centered on experimentation, accountability, and craft
Mentor engineers and technical leads, helping them navigate the unique challenges of building agent-based systems
Partner with recruiting to attract and retain top technical talent with AI/ML expertise
Drive the architecture and evolution of Loopio’s agent platform
Define design patterns for building reliable, observable, and secure agents
Partner with Data and ML teams to integrate LLMs, vector stores, and retrieval-augmented generation (RAG) pipelines into agentic workflows
Make architectural decisions that balance rapid prototyping with production-scale reliability
Own the delivery of agent-driven features from concept to launch
Collaborate with Product and Design to define customer-facing workflows and iterate quickly based on feedback
Manage dependencies across teams to ensure smooth delivery of complex AI-driven features
Establish feedback loops and monitoring to ensure agents perform reliably in production
Champion best practices for safe, explainable, and testable AI-driven systems
Ensure robust observability, telemetry, and error handling for agentic workflows
Lead post-incident analysis and continuous improvements for agent-powered systems
Streamline development workflows, tooling, and processes to speed experimentation
Serve as a key partner in shaping Loopio’s product strategy around automation and agentic workflows
Collaborate with Data, Infrastructure, and Product teams to ensure scalable AI/ML foundations
Communicate technical trade-offs, risks, and opportunities to stakeholders across the business
Explore new agent architectures, orchestration frameworks, and safety guardrails
Keep current with developments in multi-agent systems, workflow orchestration, and LLM-powered automation
Encourage innovation and experimentation within the team while ensuring production-readiness

Skills

Key technologies and capabilities for this role

AI/MLLLMsRAGVector StoresAgentic WorkflowsObservabilityTelemetryError HandlingArchitectureMentoringTeam Leadership

Questions & Answers

Common questions about this position

What experience is required for the Senior Manager of Engineering role?

Candidates need 8+ years of software development experience, including 2–4 years in engineering leadership roles, hands-on experience building and deploying AI agents or agentic workflows, and a proven track record of bringing at least one agent-based product or feature to market.

Is this position remote or hybrid?

The position is hybrid.

What is the salary or compensation for this role?

This information is not specified in the job description.

What does the engineering culture at Loopio emphasize?

Loopio fosters an engineering culture centered on experimentation, accountability, and craft.

What makes a strong candidate for this Senior Manager position?

Strong candidates will have technical fluency with LLM integration, RAG pipelines, vector databases, and workflow orchestration, along with experience leading teams in building agent-based systems and partnering cross-functionally.

Loopio

RFP response software for enterprises

About Loopio

Loopio specializes in simplifying the process of responding to Requests for Proposals (RFPs), Requests for Information (RFIs), Due Diligence Questionnaires (DDQs), and Security Questionnaires. Its main product is RFP response software that helps businesses manage and automate the intricate task of creating high-quality responses. The software features a smart content management system that organizes a company's knowledge base, making it easy for teams to collaborate, assign tasks, and review projects efficiently. Loopio operates on a subscription-based model, allowing clients to access its software and tools for a recurring fee. This model helps clients save time and improve the quality of their responses, enabling them to win more business. Loopio stands out from competitors by focusing on enhancing collaboration and efficiency for medium to large enterprises across various industries, including technology, healthcare, and finance.

Toronto, CanadaHeadquarters

2014Year Founded

$203MTotal Funding

GROWTH_EQUITY_VCCompany Stage

Data & Analytics, Consulting, Enterprise SoftwareIndustries

201-500Employees

Benefits

Remote Work Options

Hybrid Work Options

Phone/Internet Stipend

Professional Development Budget

Risks

Increased competition from established players like SAP threatens Loopio's market share.

Potential over-reliance on CRM integrations poses risks if policies change.

Recent layoffs may indicate internal financial or strategic challenges.

Differentiation

Loopio integrates seamlessly with CRM systems like Salesforce and HubSpot.

The Response Management Loop Framework offers a holistic approach to proposal management.

Loopio's smart content management system centralizes and organizes knowledge efficiently.

Upsides

Growing demand for AI-driven content management boosts Loopio's market potential.

Integration with CRM systems streamlines sales and proposal workflows.

Expansion into new markets enhances Loopio's global presence and capabilities.

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