Relay is a digital banking platform that gives self-made business owners the tools and know-how to be great with money—bringing clarity, confidence, and control to every dollar earned, so they can turn hard work into lasting success. We do this by replacing financial guesswork with real visibility, transforming cash flow from a constant source of stress into a clear signal owners can use to run stronger, more resilient businesses.
We’re looking for our first CX Bot Enablement Specialist to own our customer-facing AI agent as a core CX product. In this role, you’ll be responsible for building, operating, and continuously improving the bot so it reliably resolves common customer questions, escalates clearly to human support when needed, and helps the CX team focus on higher-value, more complex work. You’ll sit at the intersection of customer experience, automation quality, and operational efficiency — partnering closely with CX, Engineering, Risk, and external vendors to ensure the bot delivers a high-quality, safe, and trustworthy experience at scale.
What You’ll Be Doing
Conversation Design & Optimization: Design simple, reliable conversation flows so the bot asks the right questions, understands common customer needs, and responds helpfully
Quality Review: Run regular reviews of bot conversations to identify gaps, diagnose failure patterns, and prioritize fixes for the most frequent or highest-risk issues
Pilot Execution & Iterative Testing: Plan and run small pilot tests with the vendor, capture learnings, and make iterative improvements before broader customer rollouts
Vendor Partnership: Be the main contact for the vendor — raise issues, request fixes, and coordinate product changes that impact customers
Escalation & Handoff Design: Define clear handoff procedures, including what information the bot must pass to a human agent and the conditions under which the bot should escalate
Safety and Governance: Maintain simple rules about what the bot can and cannot do and work with Risk or Compliance when necessary
Content Alignment: Translate help-center articles and training material into safe, concise responses the bot can use; ensuring consistency with public-facing guidance
CX Enablement: Train CX team on bot behavior, issue tagging, and how to use bot performance reports in day-to-day operations
Systems Enablement: Enable the bot to safely perform approved system actions by working with Engineering to define clear instructions, access controls, and data handling
Who You Are
You have 3+ years working on customer-facing automation, conversation design, or bot operations
You’ve designed clear, intuitive conversation flows and improve them using real customer transcripts and feedback
You’ve reviewed bot performance, identified failure patterns, and prioritize fixes that improve customer outcomes
You’ve managed vendor relationships and run small pilot tests to validate changes before broader rollout
You’ve worked effectively with engineers to define safe, reliable bot behaviour when the bot interacts with internal systems
You use metrics and reporting to make informed decisions, prioritize work, and demonstrate impact
You understand when automation should be constrained and can navigate approvals for higher-risk use cases
You are a clear communicator, able to explain how the bot works and translate its behaviour into practical guidance
Bonus Points
You have experience with customer-facing bots or vendors such as Ada, Decagon, Sierra or Fin (Intercom)
You are familiar with integrating bots with ticketing systems (e.g., Zendesk)
You have experience defining secure, limited APIs or partnering with engineering on safe automation
You have a background in regulated environments or working with Risk/Compliance teams
Our Commitment to You
Competitive salary and meaningful equity: Relay employees are Relay owners, complete with equity and a competitive salary.
Comprehensive health benefits: enjoy full health benefits from day one. We offer flexible Health or Wellness Spending Accounts and medical, dental, and vision coverage for you and your dependents.
Flexible vacation and time off: every team member starts with 15 vacation days and 5 flex days to use as needed, plus an extra week of office closure during the end-of-year holidays so you can take time off to recharge and come back better for our customers.
Parental leave with top-up: we offer 12 weeks off with a 100% salary top-up for all full-time employees, regardless of location, and accessible for all parents: birthing, non-birthing, and adoptive.
Hybrid work environment: we value meaningful collaboration and connection at our Toronto office three times a week, with lunch, snacks, and beverages on us.
Dog-friendly space: can dogs really make you happy and healthy? We don’t know for sure, but since we don’t want to chance it, our office is 100% floof-friendly.
Personal and professional growth: through ongoing feedback, mentorship, and coaching, work with peers and leaders who are invested in your growth and success.
Top-tier equipment: as a Mac-first company, our Toronto offices have everything you need to produce your best work comfortably, from multiple screens to ergonomic seating.
Social connection: we believe in celebrating our wins with two annual company-wide get-togethers, quarterly team events, happy hours, and special events and networking opportunities with industry leaders.
The Interview Process:
Stage 1:A 30-minute Google Meets video call with a member of our Talent team
Stage 2: A 45-minute Google Meet with the Content and Training Lead
Stage 3: A 45-minute in-person interview with a member of our leadership team
Stage 4: A take-home case study followed by a 60-minute presentation to members of our Customer Experience team
Why Relay Might Be the Perfect Fit For You
You push relentlessly for reinvention: You’re built to constantly ask, “How can this be better?” Change excites you and you drive it.
You crave autonomy: We trust our team with big challenges and the freedom to solve them. If you’re someone who takes initiative, is comfortable taking risks, and seeks input when needed, you’ll find the freedom here empowering.
You own your work: You take pride in your work, follow through on commitments, and feel a deep sense of responsibility for outcomes, not just tasks.
You treat comfort as a red flag: You seek growth. When things feel too comfortable, you lean into change. You’re excited about stepping into the unknown and navigating new terrain to create something better alongside your team.
You care about impact, not noise: You care deeply about the substance of your work. You measure success by results, not recognition and you let your work speak for itself.
You’re energized by complexity and ambiguity: You enjoy tackling problems that don’t come with a playbook. You’re comfortable building from scratch, iterating as you go, and collaborating to shape the best path forward.
You seek out feedback: We value directness, clarity, and respect. We believe honesty fuels great work and career growth. You see feedback as a tool for learning and improvement, and you know that open, honest dialogue is key to achieving the best results — together.
You’re here for more than a job: At Relay, everything we do is in service of our mission to help small businesses thrive. To drive impact and have purpose here, that mission must matter to you too.
Our Promise
We’re driving real change for small business owners, powered by truly remarkable people. At Relay, you’ll find the confidence to take chances, trust to take initiative, and the support you need to build a career you love. Here, we make sure every team member feels empowered to make big decisions, encourage to ask tough questions, and challenged to take risks that result in work we’re all proud of. We give you the baton–you run the Relay.
What’s Important to Us:
Research shows that women-identifying and other marginalized individuals often apply only if they meet 100% of the qualifications. But no one is a perfect match on paper. If this role excites you, we’d love to hear from you and figure out together if it’s a great fit.
At Relay, we believe that diversity is key to building high-performing teams, and creating an inclusive work environment is our priority. We are an equal opportunity employer and welcome people of diverse backgrounds, perspectives, and skills.
We will work with applicants to provide accommodations at any stage of the hiring process. If you require accommodations during the interview process, please email your Talent Partner, and we will work with you to meet your needs.
Disclaimer: For compliance reasons, all offers of employment at Relay are conditional upon a successful background check & employment verification through Certn.
