Forward Deployed Engineer

Wintermeyer Ventures; Toronto; Hybrid; CAD 251,000 - 363,000; Full time

Benefits offered by this job

Visa sponsorship

Job summary

Wintermeyer Ventures in Toronto is seeking a Forward Deployed Engineer to embed with portfolio companies and deliver agentic software in live workflows. You will own delivery and outcomes end to end, turning business needs into reusable software.

You will work with operators to identify high-impact opportunities, build integrations and interfaces on a shared platform, and monitor deployments to ensure successful handoffs and adoption.

Qualifications

• 3–6 years of full-stack, customer-facing software or forward deployed engineering.
• Proficiency in TypeScript or Python, React, and SQL.
• Experience shipping production LLM or agentic software for external users.
• Experience working with customers or operators and delivering beyond demos.
• Able to translate ambiguous business problems into scoped technical solutions.
• Familiarity with AI developer tools; Go or event-driven systems are a plus.

Responsibilities

• Understand operators' workflows and identify high-impact agentic software opportunities.
• Build integrations, prompts, evaluations, and UIs on a shared platform.
• Monitor deployed systems and calibrate autonomy post-launch.
• Collaborate with general managers and stakeholders to set deployment expectations.
• Document deployment patterns and create reusable playbooks.

Skills

Full-stack development

Customer-facing engineering

TypeScript

Python

React

SQL

LLM/agentic software

Go

Job description

About the Role

Join a software investment and operations team as a Forward Deployed Engineer, embedding with portfolio companies to build and deploy agentic software in live workflows. You will own delivery and outcomes end to end, helping operators turn practical business needs into reusable software solutions.

What You'll Do

• Work directly with portfolio company teams to understand their operating models and identify high-impact workflows for agentic software.
• Build integrations, prompts, evaluations, and user interfaces to deploy production systems using a shared platform.
• Monitor and improve deployed systems after launch, calibrating autonomy and supporting handoffs to operations teams.
• Build trusted relationships with general managers and other business stakeholders, setting clear expectations for deployments.
• Document deployment patterns and turn lessons learned into reusable playbooks for future implementations.

What We're Looking For

• Three to six years of experience in full-stack, customer-facing software or product engineering, or forward deployed engineering.
• Proficiency in TypeScript or Python, React, and SQL, with the ability to own end-to-end development.
• Experience shipping and maintaining production LLM or agentic software for external users, including evaluations, autonomy controls, and outcome tracking.
• Experience working directly with customers or operators and delivering beyond demos and prototypes.
• Ability to translate ambiguous business problems into scoped technical solutions and communicate effectively with senior stakeholders.
• Familiarity with AI developer tools; experience with Go, data platforms, or event-driven systems is useful.
• Exposure to investment, consulting, vertical software, or operational environments is beneficial.

Compensation & Benefits

Base salary is $180,000 to $260,000 USD annually. Visa sponsorship is available.

Location

Hybrid in Toronto, Ontario, Canada, with frequent travel to portfolio company sites.