Use automation and health data as a Customer Success Manager at Portside, working fully remotely across a large mid-market account portfolio.

You will manage customer success through a scaled, digitally led motion. Portside supports aviation organizations with cloud-based software across business aviation, regional airlines, and aircraft leasing and finance. The role combines onboarding, adoption, training, renewals, and expansion with sound escalation judgment.

Key Responsibilities

Oversee guided onboarding, handoffs, journeys, and customer milestones

Maintain success plans and automated quarterly business reviews

Use usage, engagement, and support data to assess health

Lead group trainings, webinars, and knowledge-base updates

Manage renewal, expansion,



adoption, advocacy, and escalations

Requirements

Five-plus years in customer-facing SaaS roles

Experience managing mid-market accounts in scaled Customer Success

Experience using automation across a large book

Robust analytical, communication, relationship-building, and problem-solving skills

Bachelor's degree or equivalent practical experience

Bring scaled Customer Success, automation, analytical judgment, and customer escalation expertise to Portside's fully remote aviation technology team.

📌 Scaled SaaS Customer Success Manager (Winnipeg)
🏢 Portside
📍 Winnipeg