About PayByPhone
At PayByPhone, our strength is our people. Behind our product is a talented, creative, and driven multi-disciplinary team united by a shared ambition: to make everyday mobility simpler. We believe innovation should be collaborative, learning should be constant, and work should be enjoyable. As we grow, we’re looking for people who want to grow with us.
Together, we’re on an ambitious mission to create intuitive technology solutions that deliver world-class user experiences. We are a fast-growing, forward-thinking company and already help more than 60 million users across North America and Europe. Our technology helps millions of consumers pay quickly, easily, and securely — without waiting in line, carrying change, or worrying about costly fines.
About The Role
Location: Toronto
Employment type: Full-Time, Permanent
Reports to: Director of Sales
The Regional Sales Director is responsible for developing new business of the organization and finding ways to aggressively grow our presence in the marketplace. They must identify business leads and opportunities and build long-standing relationships with prospects. They will be a thought leader in our industry and consult with prospects on ways to optimize their parking environment. They are sometimes engaged in evaluating the performance of the current business and finding ways to increase the scale and full potential of existing relationships
Key Responsibilities
- Manage sales opportunities from lead generation to contract signature, as well as working with client success and client implementation for a successful launch
- Building relationships with North American partners and driving revenue through these partnerships
- Providing support to existing relationships with key clients
- Active participant in the RFP process for designated opportunities, working closely with the Bid writer and other internal teams as needed
- Working proactively with product team and marketing team to present attractive value propositions to clients
- Providing transparency to internal teams, and assisting with the timely delivery of products and services in line with sales commitments
- Collaborate with Director of Sales, Managing Director and other Sales Directors to build and execute on PayByPhone’s sales strategy
Key Requirements
- 5+ years of experience in the parking, payments, technology sales or mobile industry
- Exceptional relationship building skills and experience owning and managing relationships with strategic partners and prospects
- Strong business development experience
- Track record of consistently hitting sales goals
- Experience working on a fast-paced and creative team, while being able to do so remotely
- Experience with B2G and B2B
- Experience building and executing on sales strategy and creating annual business plans
- Knowledge of various sales tools, techniques, and methodologies to achieve sales targets and support client experience
- Business writing and written communication
- Presentation and demonstration experience in virtual and in-person environments
- Ability to travel within the territory, and occasionally internationally for business-related meetings, conferences, and events.
- Ability to travel up to 25% of the time, as required
What We Offer
Compensation: The expected base salary range for this role is $110,000 – $120,000 CAD. Final compensation will be based on factors such as experience, skills, qualifications, and internal equity.
Vacation: All permanent full-time employees start with 4 weeks of vacation per year.
Personal Days: We provide 5 personal days annually, in addition to paid sick days, to support flexibility and work-life balance.
Comprehensive medical & dental coverage:
Employee Assistance Program (EAP): Access to confidential support services and resources for you and your family.
Career Growth & Learning Support: Opportunities for professional development, continuous learning, and career progression.
Working at PayByPhone
We operate in a world that’s constantly evolving — and change is something we embrace. Our values guide how we show up for one another and for our customers every day. In short, we:
- Make things happen
- Stay curious
- Work together
- Have fun
- See through our customers’ eyes
These principles shape how we collaborate, innovate, and deliver on our commitments.
We’re also committed to fostering a diverse and representative workforce and an inclusive environment where everyone is treated with respect and fairness. We do not tolerate discrimination or harassment in our workplace or throughout our hiring process. Our hiring decisions are grounded in business needs, role requirements, and individual qualifications — ensuring we reflect the talent and communities we serve.
PayByPhone is committed to providing accommodation throughout the recruitment process. If you require accommodation, please reach out to us at [email protected].
Want to see our values in action? Visit our Instagram and LinkedIn. Curious about the story behind our values? Head over to our About Us page to learn more.
