Our mission is to increase the success rate of small businesses. Traditional banking has been a growth limiter rather than a growth enabler for business owners, and we’re changing that. Relay is the all-in-one, collaborative money management platform. We’re building for employer SMBs and their finance function, internal and external, and are focused on delivering a human-centric customer experience. Ultimately, we help SMBs be ‘on the money'.
Relay is entering an exciting chapter focused on building internal enablement and leadership capacity. We’re looking for a Talent Enablement Partner & Coach to help us develop impactful, data-informed learning programs and provide direct coaching support to individuals across the company. This role will sit within our People team and play a hybrid role: both building and delivering enablement programs for managers and ICs, and serving as an internal coach for ICs, helping them grow, problem-solve, and stay engaged in their career journey at Relay.
What You'll Be Doing
Design, build, and iterate scalable talent enablement programs to support the development of people managers and ICs across the company
Facilitate high-impact learning experiences such as workshops, trainings, feedback sessions, and peer learning initiatives
Serve as an internal coach to individual contributors across functions—providing guidance, building accountability, and helping them navigate growth or blockers
Partner with People and functional leaders to identify high-leverage moments where enablement can improve clarity, confidence, or performance
Use feedback and performance data to inform the design of new programs or refine existing ones
Create toolkits, documentation, and resources that enable just-in-time support for both people leaders and ICs
Build trusting, 1:1 coaching relationships with team members at all levels, while maintaining confidentiality and safety
Act as a strategic thought partner to leadership, surfacing patterns and insights from coaching and enablement work to drive better team and company-wide practices
KPIs: What does success look like
Observable behavior change and skill development in managers and ICs post-program
Reduction in repeated performance gaps or misalignments surfaced through coaching
Increased internal mobility, retention, or engagement among coached employees
Impact on retention rates and talent calibration ratings
Positive feedback from functional leaders on enablement’s business impact
Who You Are
You have 5+ years of experience in talent development, enablement, or coaching, with a track record of delivering measurable impact
You’re a certified coach or have equivalent experience working with individuals in a coaching or mentorship capacity
ICF Certification as ACC or above
You’ve built learning experiences from scratch and know how to tailor programs to different audiences and learning styles
You’re comfortable with ambiguity and thrive in a startup environment where you're designing as you go
You’re an excellent facilitator and communicator, able to create safe spaces for discussion and growth
You understand how to balance empathy with accountability—you're a trusted sounding board and a challenger when needed
You’re data-informed, and you use insights, feedback, and metrics to guide your work
You’re deeply collaborative and know how to influence without authority
Firm command of adult learning principles used to assess need, design, deliver and evaluate training
Bonus Points
You’ve built enablement programs in a scaling startup or hyper-growth environment
You’ve supported engineering or technical teams and understand how to tailor coaching to diverse disciplines
Experience/certification in development-focused assessments (The Leadership Circle, Hogan, EQ-i 2.0 or similar)
You’ve worked in a hybrid or remote environment and understand how to drive connection at a distance
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 twice 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 45-minute Google Meets video call with a member of our Talent team
Stage 3: Hiring Manager Experience Deep Dive
Stage 2: Values Interview
Stage 4: A 90-minute meeting with members of our People Team
30 mins sample coaching session
60 mins whiteboard session
Stage 5: A 30-minute Google Meets video call with a member of the head of People
Research shows that women-identifying and other marginalized individuals tend to only apply when they meet 100% of the qualifications; if you don't have all the listed qualifications, we encourage you to apply anyway!
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.