Manager, Inside Sales – Enterprise

atMaintainXRemoteCA flagCanadaFull-timeInside SalesMid-levelSeniorC$136k – C$220k/year

Posted Oct 9

This is a fully remote position, open to applicants in Canada.

📋 Description

• Manage a team of 5–6 Enterprise Inside Sales Representatives

• Mentor and develop team members through one-on-ones, call assessments, deal coaching, and performance discussions

• Create personalized development plans that encompass discovery, business-value messaging, product demonstrations, negotiation, and closing skills

• Promote MEDDICC and Command of the Message based on the size and complexity of opportunities

• Conduct pipeline reviews and ensure accurate forecasting

• Collaborate with Revenue Operations, Enablement, Marketing, and Customer Success on routing, onboarding, handoffs, and expansion initiatives

• Work closely with Field Account Executives to transform prospecting, inbound follow-up, and event follow-up into a robust pipeline

• Recruit, onboard, and train new representatives

• Prepare top performers for advancement into Field Account Executive positions

• Foster a culture rooted in accountability, curiosity, collaboration, and ownership

• Participate in calls, resolve deal obstacles, and stay accountable for team pipeline, bookings, and renewals


⛳️ Requirements

• Minimum of 5 years of experience in SaaS or technology sales, including closing

• 1–2 years of experience in a leadership or formal mentoring role with representatives

• Proven history of coaching representatives to achieve measurable improvements in pipeline, conversion, or attainment

• Familiarity with implementing a data-driven sales cadence in a CRM, such as Salesforce

• Proficient in using forecasting and call-intelligence tools

• Strong written and verbal communication skills

• Ability to coach through live deals with credibility

• Experience collaborating with field sales or account executives

• Background in selling to manufacturing, industrial, or maintenance markets is a plus


🏝️ Benefits

• Equity

• Commission

• Annual bonus may be included depending on the role

• Comprehensive benefits package, including health coverage, retirement options, and leave policies that vary by country

• Initiatives focused on belonging and inclusion

• Opportunity for voluntary participation in diversity and inclusion surveys without any adverse treatment

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