Technical Lead Manager

Point Digital Finance, Inc. Canada; United States; Remote; USD 132,000 - 146,000; Full time

Job summary

Point is hiring a Technical Lead Manager to steer the AI-enabled CX team. You’ll stay hands-on, set technical direction, and collaborate with Product, Ops, and CX to deliver scalable, real-time AI agents that customers interact with.

You will lead a small senior team, define architecture, and drive reliability and observability across the AI stack while mentoring engineers and shaping the roadmap.

Qualifications

• 7+ years in software engineering and 2+ years leading teams.
• Proven experience shipping AI-powered, conversational systems.
• Ability to translate business needs into scalable technical solutions.
• Strong systems design and observability focus.
• Experience evaluating vendors and build-vs-buy decisions.

Responsibilities

• Define the AI technical strategy for CX, including frameworks and vendors.
• Own the AI-powered customer experience roadmap (voice, chat, email, SMS).
• Write code, review PRs, prototype agent capabilities, debug issues.
• Partner with Product, CX, and Ops to ship AI-driven workflows.
• Establish success metrics and use data to prioritize the roadmap.
• Design production-scale agent architectures with guardrails and fallbacks.
• Lead and grow a small senior engineering team and remove blockers.
• Drive observability and reliability using Langfuse and related tools.

Skills

LLM development

Agentic systems

Team leadership

Stakeholder collaboration

Real-time services

Education

CS/Engineering degree

Tools

Langfuse

Prompt tooling

Job description

This is a100% remote position open only to candidates currently based in Canada. Applicants must be legally authorized to work in Canada and reside in the country.

About Point

Real Impact, Real People: Our mission at Point is to make homeownership 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, WestCap, Greylock, and Prudential, we’re scaling fast! You have the opportunity to join us at a pivotal stage.

Game-changing Product: We’re 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.

About the role

AI is reshaping how we serve homeowners at Point — from voice agents to email, chat, and SMS agents that enable self-service at scale. We’re 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!

Your responsibilities

• 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.

About you

• 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).
• Experience with AI/ML evaluation and observability, including instrumentation for quality, drift detection, and continuous improvement (preferred).
• Bachelor’s or Master’s degree in Computer Science, Engineering, or a related field, or equivalent practical experience.

Compensation at Point will be determined by skills, experience, and geographic location.

• 188,080 - 207,878 CAD

This does not include any other potential components of the compensation package, including equity, benefits, and perks outlined above. At the launch of each position, we benchmark compensation to the appropriate role and level utilizing competitive compensation data from various data sources as references. At the offer stage, we use the signal we received from our interviews, coupled with your experience, location, and other job‑related factors, to determine final compensation.

Point is proud to be an equal‑opportunity employer. We provide employment opportunities regardless of age, race, color, ancestry, national origin, religion, disability, sex, gender identity or expression, sexual orientation, veteran status, or any other protected class. Each individual at Point brings their own perspectives, work experiences, lifestyles, and cultures with them, and we believe that a more diverse team creates more innovative products, provides better services to customers, and helps us all grow and learn.

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