Enterprise Client Success Leader — Growth & Strategy

RiseMe; Montreal (administrative region); Hybrid; CAD 110,000 - 150,000; Full time

Benefits offered by this job

Hybrid work: 3 days/week in Montreal/T

Fully funded insurance

Health spending account

Dental coverage

4 weeks vacation

9 wellness days

1 volunteer day

RRSP matching

Incentive plans

Referral bonuses

Coursera learning & mentorship

Parental leave top-up

Job summary

Dialogue is seeking a Senior Manager, Client Success – Enterprise to act as a client advocate for a strategic segment. You will lead a high-performing team, nurture executive relationships, and shape value-based strategies that drive retention and long-term growth.

This role collaborates with sales, partnerships, and marketing while aligning product and operations to client needs. The role supports hybrid work with offices in Montreal or Toronto, excellent benefits, and ongoing learning

Qualifications

• 5+ years managing complex solutions with cross‑functional teams.
• Negotiating and managing relationships with C‑suite and senior executives.
• Excellent written and spoken communication in French and English.
• Strategic and critical thinking to assess opportunities and risks.
• Track record of exceeding objectives with a bias for action.
• Consultative account management and client advocacy experience.
• Experience with partner or broker networks and tripartite relationships.
• Comfort with digital tools and interest in technology and automation.
• Direct experience in HR, employee benefits, insurance, or corporate wellness is a strong asset.

Responsibilities

• Lead and grow a team of senior account managers and elevate their advisory posture.
• Build and nurture relationships with C-suite and executives.
• Design value-based account strategies to drive retention and expansion.
• Represent Dialogue at industry events and bring insights back to the team.
• Influence product and operations in line with client needs.
• Align cross-functional teams to client requirements and remove roadblocks.

Skills

Cross-functional leadership

Strategic thinking

C-suite relationship management

Bilingual communication

Job description

Dialogue is seeking a Senior Manager, Client Success – Enterprise to act as a client advocate for a strategic segment. You will lead a high-performing team, nurture executive relationships, and shape value-based strategies that drive retention and long-term growth.

This role collaborates with sales, partnerships, and marketing while aligning product and operations to client needs. The role supports hybrid work with offices in Montreal or Toronto, excellent benefits, and ongoing learning