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Added 3 mins ago
RI
Damage Insurance Agent (Bilingual)- EN
RBC Insurance
Saint-Eustache, QC
- Full-time
As an RBC bilingual Licensed Insurance Advisor for Home & Auto, you’ll be the trusted voice on the other end of the phone providing insurance advice and options to help clients protect…
Added 3 mins ago
RI
Damage Insurance Agent (Bilingual)- EN
RBC Insurance
Longueuil, QC
- Full-time
As an RBC bilingual Licensed Insurance Advisor for Home & Auto, you’ll be the trusted voice on the other end of the phone providing insurance advice and options to help clients protect…
Added 3 mins ago
RI
Damage Insurance Agent (Bilingual)- EN
RBC Insurance
Saint-Jean-sur-Richelieu, QC · St-Jean-Sur-Richelieu, QC
- Full-time
As an RBC bilingual Licensed Insurance Advisor for Home & Auto, you’ll be the trusted voice on the other end of the phone providing insurance advice and options to help clients protect…
Added 3 mins ago
RI
Damage Insurance Agent (Bilingual)- EN
RBC Insurance
Candiac, QC
- Full-time
As an RBC bilingual Licensed Insurance Advisor for Home & Auto, you’ll be the trusted voice on the other end of the phone providing insurance advice and options to help clients protect…
Added 3 mins ago
RI
Damage Insurance Agent (Bilingual)- EN
RBC Insurance
Westmount, QC
- Full-time
As an RBC bilingual Licensed Insurance Advisor for Home & Auto, you’ll be the trusted voice on the other end of the phone providing insurance advice and options to help clients protect…
Added 3 mins ago
R
Director, New Accounts and Documentation
RBC
Toronto, ON
- Full-time
Strategic Advisory and Escalation – Serve as senior-level advisor for decision-making across all groups within scope. Act as point of escalation for matters unresolved by managers and as…
Added 3 mins ago
RI
Damage Insurance Agent (Bilingual)- EN
RBC Insurance
Châteauguay, QC
- Full-time
As an RBC bilingual Licensed Insurance Advisor for Home & Auto, you’ll be the trusted voice on the other end of the phone providing insurance advice and options to help clients protect…
Added 3 mins ago
RI
Damage Insurance Agent (Bilingual)- EN
RBC Insurance
Beaconsfield, QC
- Full-time
As an RBC bilingual Licensed Insurance Advisor for Home & Auto, you’ll be the trusted voice on the other end of the phone providing insurance advice and options to help clients protect…
Added 3 mins ago
RI
Damage Insurance Agent (Bilingual)- EN
RBC Insurance
Saint-Lambert, QC
- Full-time
As an RBC bilingual Licensed Insurance Advisor for Home & Auto, you’ll be the trusted voice on the other end of the phone providing insurance advice and options to help clients protect…
Added 3 mins ago
RI
Damage Insurance Agent (Bilingual)- EN
RBC Insurance
Blainville, QC
- Full-time
As an RBC bilingual Licensed Insurance Advisor for Home & Auto, you’ll be the trusted voice on the other end of the phone providing insurance advice and options to help clients protect…
Added 3 mins ago
RI
Damage Insurance Agent (Bilingual)- EN
RBC Insurance
Laval, QC
- Full-time
As an RBC bilingual Licensed Insurance Advisor for Home & Auto, you’ll be the trusted voice on the other end of the phone providing insurance advice and options to help clients protect…
Added 3 mins ago
RI
Damage Insurance Agent (Bilingual)- EN
RBC Insurance
Vaudreuil-Dorion, QC
- Full-time
As an RBC bilingual Licensed Insurance Advisor for Home & Auto, you’ll be the trusted voice on the other end of the phone providing insurance advice and options to help clients protect…
Added 3 mins ago
RI
Damage Insurance Agent (Bilingual)- EN
RBC Insurance
Saint-Constant, QC · St Constant, QC
- Full-time
As an RBC bilingual Licensed Insurance Advisor for Home & Auto, you’ll be the trusted voice on the other end of the phone providing insurance advice and options to help clients protect…
Added 3 mins ago
RI
Damage Insurance Agent (Bilingual)- EN
RBC Insurance
Montreal, QC
- Full-time
As an RBC bilingual Licensed Insurance Advisor for Home & Auto, you’ll be the trusted voice on the other end of the phone providing insurance advice and options to help clients protect…
Added 3 mins ago
RI
Damage Insurance Agent (Bilingual)- EN
RBC Insurance
Dollard-Des Ormeaux, QC
- Full-time
As an RBC bilingual Licensed Insurance Advisor for Home & Auto, you’ll be the trusted voice on the other end of the phone providing insurance advice and options to help clients protect…
Added 3 mins ago
RD
Associate Advisor
RBC Dominion Securities
Moncton, NB
- Full-time
As an Associate Advisor, you will work with an Investment Advisor team and be responsible for providing proactive advice and support to our clients and the Investment Advisor, helping…
Added 3 mins ago
RI
Damage Insurance Agent (Bilingual)- EN
RBC Insurance
Repentigny, QC
- Full-time
As an RBC bilingual Licensed Insurance Advisor for Home & Auto, you’ll be the trusted voice on the other end of the phone providing insurance advice and options to help clients protect…
Added 3 mins ago
RI
Damage Insurance Agent (Bilingual)- EN
RBC Insurance
Beloeil, QC
- Full-time
As an RBC bilingual Licensed Insurance Advisor for Home & Auto, you’ll be the trusted voice on the other end of the phone providing insurance advice and options to help clients protect…
Added 3 mins ago
RI
Damage Insurance Agent (Bilingual)- EN
RBC Insurance
Mont-Saint-Hilaire, QC · Mont-St-Hilaire, QC
- Full-time
As an RBC bilingual Licensed Insurance Advisor for Home & Auto, you’ll be the trusted voice on the other end of the phone providing insurance advice and options to help clients protect…
Added 3 mins ago
RI
Damage Insurance Agent (Bilingual)- EN
RBC Insurance
Saint-Bruno-de-Montarville, QC · St-Bruno-de-Montarville, QC
- Full-time
As an RBC bilingual Licensed Insurance Advisor for Home & Auto, you’ll be the trusted voice on the other end of the phone providing insurance advice and options to help clients protect…
Added 3 mins ago
RI
Damage Insurance Agent (Bilingual)- EN
RBC Insurance
Mascouche, QC
- Full-time
As an RBC bilingual Licensed Insurance Advisor for Home & Auto, you’ll be the trusted voice on the other end of the phone providing insurance advice and options to help clients protect…
Added 3 mins ago
RI
Damage Insurance Agent (Bilingual)- EN
RBC Insurance
Chambly, QC
- Full-time
As an RBC bilingual Licensed Insurance Advisor for Home & Auto, you’ll be the trusted voice on the other end of the phone providing insurance advice and options to help clients protect…
Added 3 mins ago
RI
Damage Insurance Agent (Bilingual)- EN
RBC Insurance
Sorel-Tracy, QC
- Full-time
As an RBC bilingual Licensed Insurance Advisor for Home & Auto, you’ll be the trusted voice on the other end of the phone providing insurance advice and options to help clients protect…
Added 3 mins ago
RI
Damage Insurance Agent (Bilingual)- EN
RBC Insurance
Saint-Tite-des-Caps, QC
- Full-time
As an RBC bilingual Licensed Insurance Advisor for Home & Auto, you’ll be the trusted voice on the other end of the phone providing insurance advice and options to help clients protect…
Added 3 mins ago
RI
Damage Insurance Agent (Bilingual)- EN
RBC Insurance
Beauharnois, QC
- Full-time
As an RBC bilingual Licensed Insurance Advisor for Home & Auto, you’ll be the trusted voice on the other end of the phone providing insurance advice and options to help clients protect…

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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