Role Description
We are seeking a Senior Manager, Direct Sales - Springbuk to serve as a front-line sales leader responsible for coaching, developing, and enabling a team of Account Executives to drive new business growth. This role will not carry an individual quota; instead, it will focus on team performance, market expansion, competitive replacement, pipeline discipline, and execution against Springbuk's growth objectives.
The Senior Manager will lead through others by:
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Setting clear expectations
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Strengthening sales execution
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Coaching sellers through complex employer-market sales cycles
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Partnering closely with Marketing, Customer Success, Solutions Consulting, and Product Management
Qualifications
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Bachelor's degree or equivalent professional experience
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8+ years of successful B2B sales experience with demonstrated quota attainment
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2+ years of sales leadership experience, ideally leading front-line sales teams in a growth-oriented environment
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Proven success selling SaaS, healthcare technology, benefits solutions, analytics, or related offerings
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Experience selling into or leading sales teams focused on the mid-market employer and broker ecosystem
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Experience managing complex enterprise sales cycles involving multiple stakeholders
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Strong coaching, leadership, and talent development skills
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Demonstrated ability to influence senior executives and build long-term customer relationships
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Strong business acumen, strategic thinking, and problem-solving capabilities
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Excellent communication, presentation, and negotiation skills
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Travel expectation up to 50%
Requirements
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Lead a team of Account Executives accountable for new logo acquisition, market expansion, competitive replacement, and strategic growth opportunities
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Develop and guide team territory and account strategies to drive consistent pipeline creation, disciplined execution, and revenue growth
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Coach sellers through complex, high-value opportunities and ensure strong deal strategy, stakeholder mapping, and executive engagement
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Support team members in building executive-level relationships with HR, Benefits, Total Rewards, Procurement, and C-suite stakeholders
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Provide leadership support for negotiations, pricing discussions, contract strategy, and deal execution
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Drive accountability for pipeline generation, forecasting accuracy, sales activity, and performance outcomes
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Conduct regular deal reviews, pipeline inspections, and coaching sessions
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Support onboarding and development of new sales talent
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Foster a high-performance, collaborative sales culture grounded in accountability, customer focus, and continuous improvement
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Partner with Marketing to improve lead generation and demand creation efforts
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Collaborate with Customer Success to support retention and expansion opportunities
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Work with Product and Solutions Consulting teams to align customer needs with solution capabilities
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Provide market intelligence and customer feedback to influence go-to-market strategy and product direction
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Represent Springbuk at industry conferences, customer events, and executive forums
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Maintain accurate forecasting and opportunity management within CRM systems
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Monitor key sales metrics and proactively address pipeline and performance gaps
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Drive adoption of sales processes, methodologies, and best practices
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Contribute to annual planning, territory design, and growth strategy development
Benefits
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Remote first / work from home culture
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Flexible vacation to help you rest, recharge, and connect with loved ones
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Paid leave benefits
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Health, dental, and vision insurance
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401k retirement savings plan
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Infertility benefits
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Tuition reimbursement, life insurance, EAP β and more!