SMB/Mid-Market Account Executive

Wintermeyer Ventures; San Francisco (CA); On-site; USD 130,000 - 160,000; Full time

Job summary

Wintermeyer Ventures is seeking an experienced Account Executive to own the full sales cycle for an AI-powered healthcare platform serving home health organizations. This SMB/mid-market oriented role blends outbound prospecting with inbound lead management to drive new business and renewals.

You’ll map target accounts, qualify stakeholders, tailor outreach, and quantify ROI while building lasting customer relationships with leadership and customer success teams.

Qualifications

• 4+ years in B2B SaaS sales with full-cycle closing.
• Startup or early-stage environment experience preferred.
• Experience selling to SMB and mid-market customers at $80k+ annual contract value.
• Healthcare tech familiarity is a plus.

Responsibilities

• Manage opportunities from discovery through close.
• Generate new business via outbound prospecting and inbound lead management.
• Map target accounts, identify stakeholders, and tailor outreach.
• Maintain a disciplined pipeline and assess deal risks and next steps.
• Demonstrate ROI and build relationships with customers and success teams.

Skills

Full-cycle closing

B2B SaaS sales

Outbound prospecting

Inbound lead management

SMB/mid-market experience

Healthcare tech sales

Job description

About the Role

Own the full sales cycle for an AI-powered healthcare technology platform serving home health organizations. This customer-facing role combines outbound prospecting, inbound lead management, and consultative selling to help agencies improve documentation workflows and patient care.

What You’ll Do

• Manage opportunities from prospecting and discovery through negotiation and close.
• Generate new business through cold calling and other outbound outreach, while qualifying and advancing inbound leads.
• Map target accounts, identify key stakeholders, and tailor outreach to each account's needs.
• Maintain a disciplined pipeline and assess deal risks, next steps, and close potential.
• Demonstrate and quantify the product’s return on investment in terms relevant to each customer.
• Build lasting customer relationships and support renewals and cross-selling in partnership with sales development, customer success, and leadership.

What We’re Looking For

• At least 4 years of B2B SaaS sales experience, including full-cycle closing responsibility.
• Experience as an SMB or mid-market Account Executive at a startup, including at least 1 year in a startup environment.
• Experience building a sales motion at an early-stage company and pursuing net-new business through outbound prospecting.
• A track record of closing deals with SMB and mid-market customers at $80,000 or more in annual contract value.
• Healthcare technology or related experience is relevant to selling a platform for home health documentation workflows.

Compensation & Benefits

Base salary: $130,000 to $160,000 annually. Visa sponsorship is not available; candidates must be authorized to work in the United States without sponsorship.

Location

On-site in San Francisco, California.