SMB/Mid-Market Account Executive

Careerscape is hiring an SMB/Mid-Market Account Executive on behalf of a venture-backed AI healthcare software client in San Francisco. The company's AI documentation product is already in daily use by healthcare providers across the U.S., and it is now launching an all-in-one, AI-native platform to replace legacy systems built decades ago. This hire will be one of the first Account Executives selling the new platform and will help write the sales playbook.

You'll own the full sales cycle, from prospecting and cold calling through discovery, negotiation and close, while also working inbound leads and helping existing customers move to the new platform. Deals average roughly $80K to $100K ACV on three-year contracts and usually close in one to three months, with about a one-month ramp. You'll learn directly from the founding team and meet customers in person at industry conferences.

Compensation: $130,000 to $160,000 base salary, $260,000 to $320,000 OTE, plus equity. Relocation assistance of up to $10,000 is available.

Location: San Francisco, in the office 4 days a week. U.S. work authorization is required; visa sponsorship is not available.

Responsibilities

• Run the full sales cycle, from prospecting and discovery through negotiation and close
• Do your own outbound: cold calls and outreach that build relationships from the first touch
• Qualify inbound interest quickly and move the right opportunities forward
• Help existing customers move to the new platform and expand their accounts
• Plan your territory: ideal-fit accounts, key contacts and where the product adds value
• Manage your pipeline with a clear view of the real risks in each deal
• Clearly show and quantify the ROI the product delivers for each customer
• Represent the company at industry conferences throughout the year

Requirements

• 4+ years of B2B SaaS sales experience, currently or recently a closing Account Executive
• Full-cycle sales experience, including at least 12 months at a startup
• A track record of closing $80K+ ACV deals with SMB or mid-market accounts
• An SDR/BDR or heavy outbound background: you build much of your own pipeline
• Experience winning deals with multiple stakeholders and decision makers
• Personable, energetic and a clear communicator, comfortable building a sales motion at an early-stage company
• Healthcare or health tech sales experience is a plus
• Bachelor's degree
• Able to work in San Francisco 4 days a week (relocation assistance available)
• U.S. work authorization (visa sponsorship is not available)

Benefits

• $130,000 to $160,000 base salary
• $260,000 to $320,000 OTE
• Equity
• Relocation assistance up to $10,000
• One of the first AEs on a new platform, with a warm customer base to expand
• Direct mentorship from the founding team

Job Type: Full-Time | Work Type: Hybrid | Industry: Sales | Experience: Mid-Senior