Director, Sales Operations role at Cobalt Benefits Group focused on sales execution in healthcare benefits. Leading sales operations, CRM management, and financial analytics in a hybrid work environment.
Responsibilities
Develop a deep understanding of Cobalt’s Financial performance and continuously refine Pricing Strategy to drive improved Profitability over time.
Lead weekly Deal Desk meetings to ensure optimal solution design and profitability for each new opportunity.
Design and maintain Cobalt’s long-term Sales Operations strategy.
Facilitate conversations around long-term client development, including product/revenue expansion via targeted upsells.
Lead development and execution of Sales Training and Enablement materials for new product initiatives.
Partner with leaders to optimize Sales Team structure and compensation.
Act as the primary System Administrator of Cobalt’s CRM.
Lead new user training and promote adoption of CRM technologies.
Identify opportunities to enhance the CRM and ensure complete and accurate data entry by the Sales Organization.
Evaluate, implement, and maintain technology solutions that support quoting and process improvement.
Develop and maintain sales dashboards for executive visibility into pipeline, conversion, sales cycle, onboarding timelines, and retention.
Provide data-driven recommendations to improve revenue generation and optimize solution design.
Own and continuously optimize Sales forecasts to inform investment and budgetary decisions.
Partner with Executive Leadership to identify and execute opportunities for margin expansion.
Liaise with the FP&A function to design, develop and inform KPIs to provide insight into Cobalt’s financial performance.
Oversee the end-to-end sales contract process, including drafting, review, approval, and repository management.
Maintain and update contract templates.
Lead technology evaluation and adoption to improve CLM across Cobalt.
Ensure timely contract renewals, amendment tracking, and compliance with regulatory and organizational standards.
Partner with Implementation and Account Management partners to optimize the operational handoff from sales to implementation, ensuring a smooth transition of new accounts into onboarding.
Collaborate with Implementation and Account Management partners to define and maintain SLAs and workflows.
In collaboration with the Customer Experience team, identify and resolve bottlenecks that delay go-live or disrupt alignment with the organization's broader customer experience strategy.
Requirements
Bachelor’s degree
Master’s Degree in related field is preferred but not required.
5+ years of experience in Sales Operations with demonstrated ability to design, lead and execute cross-functional projects.
Demonstrated knowledge and experience with CRMs, particularly SalesForce.
Demonstrated ability to understand Financial Statements and business performance.
Experience developing and maintaining detailed Financial models and scenario planning tools.
Healthcare (specifically Health Insurance) Industry experience preferred but not required.
Self-starter, entrepreneurial mindset.
Strong communication skills.
Interest in working within a rapidly growing and evolving organization.
Demonstrated ability to lead and foster talent.
Benefits
Fantastic medical, dental, and vision insurance*
Twice annual employer HSA contributions, covering 50% of the HDHP plan’s annual deductible!
Company provided Basic Life and AD&D
Company paid Short-Term and Long-Term Disability**
Flexible Spending Accounts*
401(k) Retirement Plan with up to a 6% employer-match** WOW! (100% fully vested after 3 years)
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