Technical Lead Manager

This is a 100% remote position open only to candidates currently based in Canada. Applicants must be legally authorized to work in Canada and reside in the country.

Real Impact, Real People:
Our mission at Point is to make home ownership more valuable and accessible. Your work directly helps homeowners access their wealth, achieve financial flexibility, and realize life changing goals.

Funding:
With over $175M raised from top investors like Andreessen Horowitz, West Cap, Greylock, and Prudential, we’re scaling fast. You have the opportunity to join us at a pivotal stage.

Game-changing Product:
We are building a category-defining company in home equity. We’ve earned a 4.7 Trustpilot rating and an A+ from the BBB, a testament to the value we provide to our 20,000+ customers.

Great Place to Work:
Our employees love working here. We are a certified Great Place to Work and a Fortune Best Workplaces in the Bay Area.

Remote First Culture, Genuine Connection:
Work from anywhere in Canada, while staying closely connected through virtual collaboration, team gatherings, and a people-first culture.

AI is reshaping how we serve homeowners at Point — from voice agents to email, chat, and SMS agents that enable self-service  are hiring a Technical Lead Manager to lead the team building them. You’ll run a small, senior team, stay hands-on in the code, set technical direction, and work directly with Product, Ops, and CX. If you want to ship applied AI that customers directly interact with, this is the role.

Check out our latest Engineering Blog to learn more about why it’s a great time to join Point’s Engineering team!

• Define the AI technical strategy for CX, including evaluating and selecting frameworks, platforms, and vendor solutions.
• Own the technical roadmap for Point's AI-powered customer experience — voice, email, chat, and SMS agents that handle real homeowner interactions.
• Write code alongside your team — review PRs, prototype new agent capabilities, and debug production issues.
• Partner with Product, CX, and Ops to identify where AI agents can replace or augment manual workflows, then ship it.
• Establish success metrics for agent performance and use data to prioritize the roadmap.
• Design reliable agent architectures — orchestration, tool use, guardrails, fallback handling — that work at production scale.
• Lead and grow a small, senior engineering team: set high expectations, remove blockers, create space for deep work.
• Drive observability and reliability across the AI agent stack, leveraging tools like Langfuse.

• 7+ years of software engineering experience building and operating production systems, including at least 2 years leading or managing engineering teams.
• Proven experience developing and shipping LLM-powered, conversational AI, or agentic systems in real-world environments.
• Track record of delivering customer-facing products end-to-end, from initial design through deployment, monitoring, and iteration.
• Strong ability to partner with cross-functional stakeholders (Product, Operations, CX) to translate business needs into scalable technical solutions and deliver measurable impact.
• Deep systems design expertise, with a focus on building reliable, observable, real-time services.
• Demonstrated technical leadership, including guiding architecture decisions, evaluating trade-offs, and ensuring high-quality execution.
• Experience defining and driving technical strategy and roadmaps for AI-driven, agentic customer experiences aligned with business objectives.
• Proven ability to hire, mentor, and develop high-performing engineering teams, fostering a culture of ownership, innovation, and continuous learning.
• Experience managing and mentoring engineers, driving performance, and building a strong, accountable engineering culture.
• Hands-on experience with LLM and agent development, including prompt engineering, RAG, tool usage, and orchestration frameworks.
• Comfortable making build-vs-buy decisions and rigorously evaluating third-party vendors and platforms.
• Familiarity with conversational AI infrastructure such as telephony, messaging APIs, or chat platforms at scale (preferred).
• Experi…