Senior Enterprise Sales Director, Remote & AI-Driven Growth

Spring Care, Inc.; New York (NY); Remote; USD 180,000 - 360,000; Full time

Benefits offered by this job

Health, Dental, Vision coverage

401(k) with match

Annual wellness stipend

Parental leave

Professional development reimbursement

Fertility care support

Noom health program access

Wellhub fitness/mindfulness

Childcare support

Job summary

Spring Health is seeking a senior sales leader to drive revenue with enterprise accounts and a high-performing team. You will own pipeline, coach AEs, and win seven-figure opportunities in a complex employer benefits market. The role is full-time and remote, with occasional in-person meetings.

You will mentor sellers, align stakeholders, and forecast with discipline. Ideal candidates have 10+ years in sales, 5+ in leadership, and a proven track record closing multi-million deals while leveraging

Qualifications

• Minimum 10 years in sales with 5+ years in a senior leadership role.
• Proven record leading frontline enterprise sales to quota across multiple sellers.
• Experience coaching and closing seven-figure contracts with multiple stakeholders.

Responsibilities

• Translate revenue goals into account priorities and pipeline plans for each AE.
• Coach sellers to engage executives across Benefits, HR, Finance and Procurement.
• Lead deals with brokers and consultants, aligning to renewal cycles and budgets.
• Maintain credible forecasts and address gaps, driving field execution.
• Embed AI tools into research, prospecting, and coaching processes.

Skills

Enterprise sales leadership

Seven-figure deals

Coaching and mentoring

Forecasting and pipeline

Strategic account planning

AI-assisted selling

Job description

Spring Health is seeking a senior sales leader to drive revenue with enterprise accounts and a high-performing team. You will own pipeline, coach AEs, and win seven-figure opportunities in a complex employer benefits market. The role is full-time and remote, with occasional in-person meetings.

You will mentor sellers, align stakeholders, and forecast with discipline. Ideal candidates have 10+ years in sales, 5+ in leadership, and a proven track record closing multi-million deals while leveraging