Enterprise Sales Lead - Remote

Big Internet Seller Services Inc; San Jose (CA); Hybrid; USD 135,000 - 165,000; Full time

Benefits offered by this job

Competitive compensation

Excellent health, dental, and vision

401k with employer matching

Remote work with in-person bonding

Holistic perks including wellness & +

Job summary

BetterHelp is seeking a Senior Manager, Enterprise Sales to own the full new-business sales cycle in SMB and Mid‑Market with a focus on building pipeline and closing opportunities. You will prospect, develop relationships with employers, brokers, and partners, run pricing negotiations, and guide deals to signed agreements.

You’ll work across HR, Benefits, Marketing, Product, and Operations to craft tailored solutions and drive growth in a mission-driven, remote-friendly environment.

Qualifications

• Bachelor’s degree in Business, Marketing, Communications or related field.
• 8+ years of B2B sales experience owning new-business cycles.
• Experience in Direct-to-Employer (D2E) sales or HR/Benefits market.

Responsibilities

• Own and deliver against a new-business bookings quota for SMB and Mid‑Market.
• Develop territory strategy and prioritize accounts for growth.
• Build and maintain a healthy pipeline through outbound and inbound channels.
• Engage with employers, brokers, consultants, and partners.
• Lead discovery, negotiations, contracting, and closing.
• Present compelling business cases and proposals linking BetterHelp solutions.

Skills

B2B sales

Relationship building

Prospecting

Negotiation

CRM management

Deal closing

Education

Bachelor's degree in Business/related

Tools

Salesforce

HubSpot

Job description

BetterHelp is seeking a Senior Manager, Enterprise Sales to own the full new-business sales cycle in SMB and Mid‑Market with a focus on building pipeline and closing opportunities. You will prospect, develop relationships with employers, brokers, and partners, run pricing negotiations, and guide deals to signed agreements.

You’ll work across HR, Benefits, Marketing, Product, and Operations to craft tailored solutions and drive growth in a mission-driven, remote-friendly environment.