About the Role
Hi, I’m Sebastian [https://www.linkedin.com/in/sebnordstrom/], Director of
Revenue Operations at Loop [https://www.bankonloop.com]. We’re looking for a
Sales Lead to lay the foundation for Loop’s outbound sales engine. If you’re a
player-coach who thrives in a fast-paced startup environment and knows how to
build and scale outbound sales teams targeting SMBs, this role is for you.
This role is an onsite position 5 days per week at our downtown Toronto office
(Adelaide and Spadina).
Where You Come In
We’re looking for an entrepreneurial and hands-on sales leader to build and lead
our outbound SMB sales function. You will start by personally owning pipeline
development and closing deals, but simultaneously work on hiring, coaching, and
scaling a high-performing inside sales team. This position is newly created to
support our continued growth in our sales team.
This is not a pure management role, you’ll be expected to lead from the front.
You’ll be responsible for building a pipeline and closing new business while
also creating the sales playbook, and building a culture of execution and
accountability. You’ll work closely with Loop’s leadership, product, and growth
teams to ensure sales is tightly aligned with company goals.
What You'll Be Doing
Hands-On Sales Execution
- Prospect, pitch, and close deals with SMBs across Canada.
- Manage the full sales pipeline, including your own pipeline in the early
stages.
- Continuously refine messaging, cadence, and outbound strategies based on what
works.
- Own the early-stage customer experience post-sale, ensure successful
onboarding, delivery on what was promised, and revenue realization.
- Act as a bridge between sales and operations to ensure a smooth handoff and
high customer satisfaction.
Team Building & Leadership
- Recruit, onboard, and coach a team of outbound-focused BDRs and/or AEs.
- Design and implement structured onboarding programs to ramp new hires quickly
and effectively.
- Build a culture of performance, learning, and accountability—setting high
expectations and giving your team the tools to meet them.
- Conduct regular 1:1s, pipeline reviews, and call coaching sessions to improve
team capability and execution quality.
- Act as a mentor and motivator—bringing energy, urgency, and discipline to
every part of the sales motion.
Sales Strategy & GTM Infrastructure
- Develop and implement a scalable outbound sales playbook.
- Define sales KPIs and report performance regularly to the leadership team.
- Work with RevOps and Growth Marketing to to build a best in class GTM tech
stack, refine ideal customer profiles, lead scoring, and messaging for
outbound channels.
Experimentation & Feedback Loops
- Constantly test new tactics—channels, scripts, incentives, etc.—to find the
most effective paths to conversion.
- Serve as the feedback loop between customers and Loop’s product/growth teams
to help refine our offerings and go-to-market approach.Become an expert in
understanding Loop’s products and how they can add value to customers. Be
able to understand where Loop fits into the financial services ecosystem for
customers so that you can position Loop’s solution in a compelling manner.
What We’re Looking For
Must-Have Skills & Experience
- 5+ years of sales experience selling to SMB customers.
- 1+ years of experience building and leading outbound teams (BDRs or AEs).
- Demonstrated ability to drive consistent performance across individual
contributors via coaching, clear process, and cultural leadership.
- Experience developing outbound sales playbooks.
- Strong organizational skills and ability to manage multiple priorities in a
fast-moving environment.
- Ability to distill complex products into simple, compelling messages.
Mindset & Style
- You’re a “roll-up-your-sleeves” leader who leads by example.
- You’re hungry, ambitious, and obsessed with hitting targets.
- You’re as comfortable with outreach and closing as you are in 1:1s or
performance reviews.
- You take full ownership of outcomes and find ways around obstacles.
It's a Bonus if You Have
- Experience in B2B Software or Financial Services.
- Experience working with small teams, particularly at start-ups.
- One year of experience in a management position.
What's in it for you?
- Opportunity to build the sales function in a high-growth fintech startup.
- Strong support from the Loop team to help achieve your targets.
- Competitive salary, opportunity to develop a commission structure, and
potential for equity.
- Chance to work in an energetic, fast-paced, and collaborative startup
culture.
People You'll Be Working With
What we offer
- Salary range CAD$80,000 - $95,000 base annual, commensurate with experience
- A rewarding commission structure for successful lead conversions
- Equity ranging 0.01-0.1%
- 3 weeks vacation
- Enrollment in group's health benefits after probation period
- This role is onsite in our downtown Toronto office
- Kitchen full of snacks and drinks to keep you going throughout the day
- Catered lunch on Fridays (we take recommendations!)
Interview Process
- 30 minutes video call to discuss the opportunity and the organization with
Mandy, People and Business Operations Specialist
- 30 minutes video call to discuss the opportunity and the organization with
Sebastian, Director of Revenue Operations
- 60 minutes in person meeting with James, Head of Growth and Hassan, Sales
Development Representative
- 60 minutes in person meeting with Sarah, Chief of Staff and Cato, CEO and
Co-Founder
- Background check and offer
How to Apply
To apply for this position, please click “apply” and share your resume,
alongside a brief paragraph about yourself and your previous experience. Your
application will be reviewed by our recruiters and hiring managers; we do not
use AI tools for screening or selection.
Loop is committed to creating a diverse culture. We encourage you to apply
regardless of who you are or where you came from - what matters is the journey
ahead. Put simply, if you’re unsure about your qualifications for this position,
we’d still encourage you to apply!
