Commercial Manager, Enterprise Sales

Responsibilities

• Own and consistently achieve or exceed a personal enterprise sales quota.
• Manage the full enterprise sales cycle: discovery, value positioning, deal strategy, negotiation, and close.
• Build and progress a healthy pipeline of qualified enterprise opportunities.
• Engage senior-level stakeholders and navigate complex buying committees.
• Accurately forecast deals and pipeline using CRM.
• Directly manage up to two Account Executives.
• Serve as a day-to-day coach, mentor, and role model for enterprise selling excellence.
• Support onboarding and ramp for new Account Executives, including product and market knowledge, enterprise sales process, deal qualification, and pipeline management.
• Provide ongoing coaching through call reviews, deal strategy sessions, opportunity inspection, pipeline reviews, and regular 1:1s focused on skill development and quota progress.
• Help Account Executives create and execute territory, account, and deal plans.
• Ensure Account Executives are on track to achieve their individual quotas.
• Maintain high standards of sales rigor and discipline across own book of business and team, including excellent CRM hygiene, timely updates, clear next steps, proper use of stages and forecasting, consistent sales methodology, strong forecasting accuracy, and data-driven coaching.
• Partner closely with Sales Leadership to align on revenue targets, forecasts, and team performance.
• Collaborate with Marketing on enterprise campaigns, account-based initiatives, and lead follow-up.
• Work with Customer Success to ensure smooth handoffs and long-term customer value.
• Provide feedback to Product and Enablement based on field insights and customer needs.

Requirements

• 5–8+ years of B2B sales experience, with a strong focus on enterprise or mid-market SaaS sales.
• Proven track record of meeting or exceeding individual sales quotas.
• Prior experience mentoring, onboarding, or informally leading other sales reps.
• Strong understanding of complex, multi-stakeholder sales cycles.
• Demonstrated ability to manage time and priorities across personal quota and team responsibilities.
• Experience working in CRM systems (Salesforce or similar) with high data discipline.

Nice-to-Haves

• Experience in the skilled trades, industrial training, or SaaS for workforce development/education sectors.

Compensation & Benefits

• Base pay: $90,000 - $110,000 + Variable pay/Commission.
• Remote-first & flexible hours.
• Annual learning reimbursement.
• Family-friendly policies and support for work-life balance.
• Generous time off: 3 weeks PTO, 1 week Winter Break, holidays, and sick days.
• Comprehensive benefits: Medical, vision, dental, and 401(k) match.
• Private Company Equity Options.
• Mental and physical health resources and social events.