Pathway Port / Iterro Inc logo

Client Success Manager

Pathway Port / Iterro Inc

Rad od kuće

25.02.2026.

  • 2 izvršioca
  • ugovor
  • puno radno vreme
  • Obaveštenje o pregledu prijave
Kratak opis oglasa

Zaduženja

  • Own client portfolio
  • Manage workflow builds
  • Identify churn risk

Neophodno

  • 3+ years SaaS CS
  • Multi-client management
  • Strong project management

Benefiti

  • Paid annual retreat
  • 25 paid leave days
  • Insurance after 12 months
Client Success Manager
(CSM)

About Pathway:
Pathway (www.pathwayport.com) is a B2B SaaS platform that helps insurance brokerages retain clients, streamline operations, and modernize communication through automation. We work with retail, mid-sized, and enterprise brokerages across Canada, the US, and the UK. Our customers rely on Pathway for mission-critical workflows like renewals, eDelivery, billing notices, welcome journeys, and lifecycle automation that integrate directly with major BMS platforms. This is not a “check-the-box support role.” Our CSMs are trusted partners to our clients and play a key role in retention, expansion, and delivery success.
Position:
Client Success Manager (CSM)
Location:
Remote
Employment:
Full-time
  • We’re looking for a Customer Success Manager who can own client relationships end-to-end — from onboarding through long-term success — while managing workflow delivery, expectations, and outcomes.
  • You’ll work closely with clients, internal delivery teams, and leadership to ensure customers see real, measurable value from Pathway.
  • If you’re energized by complex clients, automation, and problem-solving — this role will feel rewarding. If you prefer reactive ticket support, it won’t be a fit.
Why Join Pathway
  • Work with a proven product used by leading brokerages
  • High-impact role with real ownership and visibility
  • Remote-first, flexible work environment
  • Opportunity to grow with a scaling SaaS business
  • Smart, supportive team that values clarity and execution
What You’ll Do

Client Ownership & Relationship Management

  • Own a portfolio of Pathway clients as their primary point of contact
  • Build trusted relationships with principals, operations leaders, and marketing teams
  • Lead regular client check-ins, QBRs, and strategic planning conversations
  • Proactively identify churn risk and address it early

Workflow & Delivery Management

  • Scope, prioritize, and manage workflow builds and enhancements
  • Set clear expectations around timelines, dependencies, and what’s included vs paid
  • Coordinate with Technical CSMs and internal teams to deliver on commitments
  • Track workflows from request → build → activation

Product & Platform Expertise

  • Develop a deep understanding of Pathway’s automation capabilities
  • Translate client business goals into scalable workflows
  • Advise clients on best practices and standardization
  • Confidently explain technical concepts in plain language

Commercial & Growth Support

  • Identify opportunities for expansion, upsell, and additional services
  • Support renewals by clearly tying Pathway’s value to client outcomes
  • Use service credits appropriately and protect scope and margin

Internal Collaboration & Documentation

  • Maintain clean notes and updates in HubSpot and internal tools
  • Communicate clearly with internal teams and leadership
  • Escalate issues early with context and proposed solutions
What We’re Looking For 

Must-Haves

  • 3+ years experience in Customer Success, Account Management, or Implementation (B2B SaaS)
  • Experience managing multiple clients simultaneously
  • Strong project management and organizational skills
  • Excellent written and verbal communication
  • Comfort setting boundaries and saying “no” professionally
  • Experience working with complex products or workflows

Nice-to-Haves (Big Plus)

  • Experience in insurance, fintech, or regulated industries
  • Experience with marketing automation, workflows, or integrations
  • Experience working in a scaling SaaS company
  • Proficiency in French is an asset (but not essential)
What Success Looks Like in This Role
  • Strong retention and expansion within your book of business
  • Clients are engaged, informed, and confident in Pathway
  • Workflows move efficiently from request to activation
  • Fewer escalations, clearer expectations
  • Internal teams trust your judgment and communication
Benefits
  • Paid Annual Company Retreat
  • 25 paid days of annual leave
  • Comprehensive paid time off policies including vacation, sick, parental, and bereavement leave
  • Comprehensive insurance after 12 months
Top Reasons to Work with Us
  • Remote work
  • Great company culture!
  • Career growth opportunities
So, if you are someone who fits the above requirements, please apply today!

Only shortlisted candidates will be contacted.

TORONTO | SUBOTICA | BELGRADE | REMOTE

    Iterro Inc / Pathway Port

    110 Cumberland Street, Suite 351, Toronto Ontario Canada

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