Senior Enterprise Account Manager (Remote) AI-Driven Growth

OpenKrill; United States; Remote; USD 71,000 - 85,000; Full time

Benefits offered by this job

LTIP program

RRSP + Health insurance + telemedicine

Wellness budget

Remote work with Montreal office

In-person gatherings twice a year

Claude access

Job summary

Workleap is seeking an experienced Enterprise Account Manager to own a portfolio of mid-market to enterprise accounts on the Workleap platform. You will protect revenue, drive expansion, and act as a strategic partner during a pricing migration across the book.

You’ll use AI tools daily for prep, build executive-level plans, and collaborate with Product, Finance, and Legal to navigate complex negotiations. Remote-friendly with Montreal office access.

Qualifications

• 4+ years in SaaS account management or customer success, with enterprise experience.
• Proven track record of meeting or exceeding NRR targets in complex books.
• Executive stakeholder management — multi-threaded relationships, not just the day-to-day champion.
• Rigorous CRM discipline: you treat CRM as a live document, not a reporting obligation.
• Daily use of AI tools (Claude, ChatGPT, or equivalent) for meeting prep, account research, and synthesis.
• Bilingual French-English (written and spoken).
• Bonus: SaaS HR tech experience, or familiarity with HR, People Ops, and C-suite buyers.
• Bonus: experience navigating a pricing migration or major packaging change with existing customers.

Responsibilities

• Own the most complex, highest-ARR accounts by building quarterly account plans and multi-threaded relationships.
• Lead renewal negotiations and pricing migration conversations with confidence and procurement/legal stakeholders.
• Drive expansion from demonstrated value with ROI storytelling and six‑month expansion timing.
• Handle executive escalations with clear save plans and proactive risk signaling.
• Use AI tools daily to prepare for conversations, synthesize data, and move faster across a complex book.
• Raise the team’s floor by modeling strong account management habits and quarterly planning.
• Provide leadership with a real-time CRM view of the portfolio and next steps on expansion and mitigation.

Skills

SaaS account management

NRR targets

Executive stakeholder management

CRM discipline

AI tools usage

Bilingual French-English

Job description

Workleap is seeking an experienced Enterprise Account Manager to own a portfolio of mid-market to enterprise accounts on the Workleap platform. You will protect revenue, drive expansion, and act as a strategic partner during a pricing migration across the book.

You’ll use AI tools daily for prep, build executive-level plans, and collaborate with Product, Finance, and Legal to navigate complex negotiations. Remote-friendly with Montreal office access.