VP, Commercial Sales

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

📋 Description

• Take ownership and develop: Formulate and implement a comprehensive multi-year account acquisition strategy for your designated region or vertical, generating various pipeline sources through direct outreach, partnerships with brokers/consultants, and identifying market triggers.

• Manage intricate enterprise sales cycles: Oversee sales processes that extend beyond 12 months, from the initial contact to contract signing, coordinating engagement among 5-10 stakeholders with differing priorities, including C-suite, HR, finance, and clinical teams.

• Establish and utilize strategic partnerships: Foster relationships with benefits consultants, brokers, and industry leaders to create ongoing qualified opportunities and advocate for Galileo during competitive assessments.

• Provide consultative solutions: Conduct structured discovery sessions to identify employer challenges, convert clinical outcomes into financial return on investment, and devise deal structures that navigate budget and timing issues.

• Accurately forecast and report: Uphold rigorous CRM practices in Salesforce, deliver trustworthy monthly and quarterly revenue forecasts, and generate detailed deal documentation that facilitates smooth cross-functional execution.

• Contribute market insights: Act as a feedback channel for product, marketing, and leadership regarding competitive dynamics, messaging effectiveness, and emerging customer requirements based on frontline observations.

• Ensure successful client onboarding: Collaborate with Operations, Finance, Legal, and Client Services throughout the deal lifecycle to synchronize on implementation needs, success KPIs, and long-term account strategies.

⛳️ Requirements

• A minimum of 5 years of B2B sales experience with a proven record of meeting quotas in complex, long-cycle environments.

• At least 10 years of experience specifically selling to HR and benefits decision-makers in enterprise accounts, preferably with 1,000+ employees.

• A demonstrated history of closing multiple deals with annual contract values exceeding $500K (specific examples required).

• Direct experience in one or more of the following areas: healthcare/benefits sales (health plans, wellness programs, digital health), insurance/broker channel sales, or HR technology sales.

• Proven proficiency in CRM systems (Salesforce or equivalent) with strong discipline in documentation and forecast accuracy.

• Experience managing sales cycles exceeding 12 months with seasonal buying trends and navigating complex procurement processes.

• Willingness to travel approximately 50% and authorization to work in the United States.

🏝️ Benefits

• Medical / Dental / Vision insurance

• Flexible Spending Account

• Health Savings Account + match

• Company paid STD/LTD, AD&D, and Life insurance

• Paid Family Leave

• 401K + match

• Paid Time Off