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Added 58 mins ago
QR
Warehouse Supervisor
Quincaillerie Richelieu
Barrie, ON
- Full-time
Working closely with the Operations Manager, Purchaser, Customer Service, and Sales teams, the Warehouse Supervisor drives continuous improvement, develops employees, supports…
Added 58 mins ago
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Senior IT Business Analyst
Ardene
Laval, QC
- Full-time
Support implementation, training, communications, change management, and post-go-live activities.
Added 58 mins ago
Human Resources Strategic Business Advisor
University of Saskatchewan
Saskatoon, SK
…problem solving, labour relations, organizational development and change management, to assist the college and unit in meeting its strategic…
Added 58 mins ago
Research Coordinator, Health Equity and Social Accountability
University of Saskatchewan
Saskatoon, SK
…individual must exercise sound judgment and have advanced project management…
Added 1 hour ago
PR
Physician Assistant, Emergency Department
Peterborough Regional Health Centre
Peterborough, ON
- Full-time
…Department. Administrative support for scheduling, attendance management, payroll, and human resource processes is provided by the Emergency Department Manager. The position works…
Added 1 hour ago
PR
Occupational Therapist (OT), HART Hub
Peterborough Regional Health Centre
Peterborough, ON
- Full-time
The stated hours of work are approximate as schedules are subject to change with the operational needs of the Health Centre. Changes made to hours of work will follow the terms of the…
Added 1 hour ago
PR
HR Systems Consultant
Peterborough Regional Health Centre
Peterborough, ON
- Full-time
Reporting to the Manager, Human Resources the HR Systems Consultant provides strategic advice and guidance to HR Manager, Systems Analyst and Systems specialists acting as a subject matter…
Added 1 hour ago
FO
Senior Manager, Client and Funding Services - Net Zero Acceleration
Federation of Canadian Municipalities
Ottawa, ON · Hybrid - Ottawa
- Full-time
Reporting to the Director, Client and Funding Services (CFS), the Senior Manager, CFS is responsible for functional and strategic leadership, planning activities and management of all…
Added 1 hour ago
CO
Planner, Policy & Development
City of Lloydminster
Lloydminster, SK
- Full-time
…ongoing monitoring of the documents, this is an existing time of change, growth and opportunity. To date in 2025, the City has approved several multi-million dollar permits (based on…
Added 1 hour ago
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Shift Supervisor, Refineries
GFL - Sewer Technologies Division
North Vancouver, BC
- Full-time
Ensure compliance with OH&S Canada standards, Process Safety Management , Management of Change (MOC), and local environmental compliance programs.
Added 2 hours ago
AC
Events Operator I
Aramark Canada
Vermilion, AB
- $15 to $18 CAD / hour
- Internship
Communicate regularly with the District Marketing Manager (DMM) regarding upcoming marketing initiatives,campaigns, and promotional opportunities.
Added 2 hours ago
AC
Concessions Manager
Aramark Canada
Halifax, NS
- Full-time
WHO YOU ARE: As a Concessions Manager, you will oversee concessions operations on the concourse to support all events at the arena. You will report to the Concessions Director, while…
Added 2 hours ago
Assitant project manager - Building
Pomerleau
Montreal, QC
As assitant project manager working in our Building Operations team at Pomerleau, you manage several activities and deadlines to gain a clearer picture of client, team and project needs.…
Added 2 hours ago
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Corporate Actions Administrator
Aviso
Toronto, ON
- $55,000 to $65,000 CAD / year
- Full-time
Aviso is a leading wealth management and investment services provider for the Canadian financial industry, with approximately $145 billion in total assets under administration and…
Added 3 hours ago
GE
Hospitality F&B Assistant Manager
Grey Eagle Resort & Casino
Calgary, AB
- Full-time
Reporting to the Restaurant Manager is responsible to provide leadership with the team and takes ownership of daily operations. The ability to react to situations that need a sense of…
Added 3 hours ago
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Gestionnaire mondial du centre de services/Manager Service Desk
SITA Switzerland Sarl
Montreal, QC
- Full-time
The Global Service Desk Manager is accountable for the design, performance, governance and continuous improvement of the globally integrated Service Desk. The role owns incident…
Added 4 hours ago
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Store Administrator, Hourly Part Time Day
Shoppers Drug Mart
Vancouver, BC
- Part-time
Review timesheets against payroll posting and advise the manager of any discrepancies.
Added 4 hours ago
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Resident Manager
Boardwalk
London, ON
- Full-time
…same. If you have previous customer service, sales, or property management experience, we’d love to hear from…
Added 4 hours ago
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Project Manager
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Toronto, ON · Etobicoke, ON
- Full-time
We are seeking an experienced and motivated Project Manager with at least 2 years experience to oversee property damage restoration projects from initial assessment through to completion.…
Added 4 hours ago
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Field Assistant (IDPs) National - Yemen - Aden
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- Full-time
…that partners with communities impacted by conflict, climate change and disaster to save lives, build greater resilience and promote long-term health and wellbeing. Currently, RI work in 16…
Added 4 hours ago
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Manager, Assurance and Accounting
ACCA Careers
Campbell River, BC
- Full-time
Inspirational, innovative and entrepreneurial - this is how we describe our empowered teams. Combine your passion with purpose and join a culture that is thriving in the face of change.
Added 4 hours ago
CO
Application & Integration Technical Analyst
City of Saint John
Saint John, NB
- Full-time
Under the direction of the designated IT Manager, the Application and Integration Technical Analyst is a technical lead responsible for system architecture, data strategy, and integration…
Added 4 hours ago
Sales Associate
Laura Canada
Saskatoon, SK
Open to feedback and implements change in a timely manner.
Added 5 hours ago
SD
Beauty Manager, Salaried Full Time Flexible Shifts
Shoppers Drug Mart
Fort St. John, BC
- Full-time
Prepares performance appraisals in association with Front Store Manager
Added 5 hours ago
AS
IT Field Technologist
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Under the direction of the Manager - Information Technology or designate, the IT Field Technologist is responsible for the provision of end-user computer software and hardware support to…

Trolley

Enterprise Customer Success Manager

Montreal, QC, Canada

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Job details

Posting language: English
Posted: Oct 8, 2026

Original job description

Enterprise Customer Success Manager

Location: Hybrid (Montréal, QC | Toronto, ON | Halifax, NS)

Reports to: Head of Customer Support & Success

About Us

Trolley is the payouts platform for the internet economy. Our mission is to unlock the global economic opportunity of the internet by building a truly borderless payouts ecosystem.

Through our platform and API, Trolley enables businesses to pay people anywhere in the world, supporting creators, on-demand workers, and suppliers at scale. Companies rely on Trolley as mission-critical infrastructure to automate payouts, collect tax and banking information, and reduce fraud and risk, all in one place.

Today, Trolley is the trusted payouts solution for hundreds of businesses, including Canva, SoundCloud, and Envato. We've processed millions of payments globally, helping creators, artists, and suppliers get paid quickly, securely, and with confidence.

As we continue to grow, we're looking for a customer-focused technical expert who is passionate about building strong client relationships, solving complex challenges, and helping customers realize the full value of the Trolley platform. This role can be based in Montréal, Toronto, or Halifax, working in a hybrid environment alongside our collaborative and globally distributed team.

What You'll Do

Own and manage a portfolio of high-value and complex customers and act as their strategic business partner.
Deliver a world-class customer experience to your customers and evangelize the benefits and value of our solutions.
Develop and maintain strong relationships with customers, becoming a trusted advisor and advocate for their success.
Become a solution expert to instate a high level of customer confidence in you and our Trolley solutions.
Gain a deep understanding of our customers’ operational workflows and use cases to provide more tailored and impactful client guidance.
Gain deep industry knowledge in end-to-end payment automation, tax regulations, and the unique challenges facing our key market segments to earn the right to become a trusted advisor.
Grow your customers' depth of understanding by providing enablement sessions on new and existing features and capabilities, and translate complex concepts into easy to understand solutions that align with your customers’ business workflows and goals.
Provide a strong functional consultative approach to customer management with a passion for identifying solutions to meet customers' business goals (understanding how complex solutions work in practice).
Drive engagement across multiple customer stakeholders by understanding their unique goals/business outcomes, supporting their internal change management process during implementation/onboarding, and continually monitoring KPIs and changing business needs through quarterly business reviews.
Build and maintain influential relationships with customers with highly complex use cases, from end users to executive sponsors, to ensure they achieve their business goals and have a best-in-class experience.
Actively monitor adoption, analyze data/metrics/industry trends, and implement strategies that showcase how customers can enhance their workflows and use our product to derive value.
Collaborate with support, product and other internal stakeholders to help resolve customer issues and ensure timely resolution.
Advocate for customers' needs (product features, bug fixes and potential improvements), working cross-functionally with internal teams to champion projects and product enhancements.
Effectively engage multiple customer stakeholders in discussing organizational goals, uncovering additional business problems/opportunities, and exploring potential up/cross-sell solutions.
Driving strategic growth for both Trolley and the customers.
Proactively identify and close up/cross-sell opportunities by thoroughly understanding client needs and aligning additional products with those needs; contributing to revenue growth while ensuring clients achieve their desired outcomes.

What We're Looking For

10+ years of progressive and consultative experience in customer-facing account management roles.
5+ years of experience in Customer Success in B2B SaaS/Software managing large mid-market accounts.
The highest degree of initiative, courtesy, and professionalism to build valuable customer relationships that you will leverage to generate a positive feel in the market and contribute significantly to revenue and company growth.
Bonus points for having experience in financial services, SaaS payment automation, and the internet economy/music royalties.
The ability to learn and pivot quickly in a fast-paced, often ambiguous environment.
Experience managing multiple stakeholders, departments, and implementation cycles.
A high degree of resourcefulness, flexibility, and adaptability.
Strong communication and interpersonal skills, with the ability to build rapport and trust with customers.
Experience conducting product demonstrations and training sessions.
Proficient in leading meetings, ensuring follow-up on action items, and demonstrating strong interpersonal communication skills.
Analytical mindset with experience using data to drive decisions and improve customer success.
Excellent problem-solving, negotiation, and commercial skills.
Proven track record of driving customer success and retention.
Proactively working with at-risk customers to mitigate churn.
Outstanding command of the English Language - written and spoken.
Experience in working with SaaS business/enterprise applications.
Detail-oriented with strong organizational skills and the ability to multitask and prioritize in a fast-paced, dynamic work environment.
Confident and proactive team player. You will also be self-motivated and able to think on your feet when dealing with customers.
Exposure to CRM best practices (Salesforce preferred)
Comfortable with Google Apps (Gmail, docs, calendars).

What We Offer

Join an amazing team of diverse people working together on a common mission.
Competitive base salary and bonus.
ESOP Program: Meaningful equity and ownership that aligns your success with ours.
Extended healthcare benefits from Day 1.
4 weeks paid vacation per year + public holidays (+ 1 extra vacation day per year of service).
30 days remote work from anywhere.
Gym membership allowance.
1/2 day Fridays off during summer.
Company-provided use of Apple MacBook Pro and Mac gear.

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More about this job

Responsibilities

Manage a portfolio of high-value enterprise customers by acting as a strategic partner to drive adoption, retention, and growth. Collaborate cross-functionally to resolve issues, advocate for product improvements, and identify up-sell or cross-sell opportunities.

Requirements

Requires over 10 years of progressive experience in customer-facing account management with at least 5 years specifically in B2B SaaS. Candidates must possess strong analytical skills, the ability to manage complex stakeholder relationships, and a proactive approach to customer success.

Skills

Customer success
Account management
B2B SaaS
Payment automation
Stakeholder management
Strategic planning
Consultative selling
Data analysis
Problem-solving
Negotiation
Customer retention
Product demonstration
CRM
Salesforce
Google Apps
Communication

Benefits

Competitive base salary and bonus
ESOP program
Extended healthcare benefits
4 weeks paid vacation
30 days remote work from anywhere
Gym membership allowance
1/2 day Fridays off during summer
Apple MacBook Pro and Mac gear

Visa sponsorship

Not detected in the job text

Keywords

Enterprise Customer Success Manager
SaaS
B2B
Payment automation
API
Tax regulations
Customer retention
Churn mitigation
Quarterly business reviews
Stakeholder management
Salesforce
Google Apps
Consultative approach
Revenue growth
Cross-functional collaboration
Product enablement
Implementation
Onboarding
KPIs
Financial services
Music royalties
Internet economy
Strategic partnership
Client advocacy
Technical expert

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