AI Sales Closer (Healthcare SaaS)

Paul Gough Media•Celebration, FL
•$90,000 - $100,000•Onsite

About The Position

Paul Gough Media is a rapidly growing marketing, education, and technology company focused on helping private healthcare business owners achieve greater profitability and efficiency. Our AI division, PAULAI, offers AI-powered solutions designed to enhance lead conversion, communication, operational efficiency, and patient experience for healthcare businesses. We are seeking an exceptional salesperson and closer to join us as Head of AI Sales. This is a hands-on role where you will be expected to personally generate opportunities, book appointments, conduct sales calls, follow up diligently, and close deals, while also leading and developing our SDR function. If you are a proven closer who thrives on targets, competition, accountability, and revenue generation, this is an exceptional opportunity.

Requirements

  • Proven track record of personally closing high-ticket products or services.
  • Experience selling SaaS, AI, software, technology, recurring services, or another consultative high-ticket solution.
  • Strong prospecting and self-generation skills.
  • Ability and willingness to generate your own appointments.
  • Strong discovery, presentation, objection handling, negotiation, and closing skills.
  • Experience managing a sales pipeline and forecasting revenue.
  • Experience coaching or managing SDRs or sales professionals.
  • Strong understanding of sales metrics and conversion performance.
  • Ability to operate successfully in a fast-moving, entrepreneurial environment.
  • High level of personal accountability and urgency.

Responsibilities

  • Personally generate a minimum of 4-5 qualified appointments per week (20+ per month).
  • Personally run sales conversations and close a minimum of 5 new contracts per month.
  • Lead and hold the SDR accountable for generating an additional 4-5 qualified appointments per week (20+ per month).
  • Ensure a combined total of approximately 40 qualified sales appointments per month.
  • Actively create your own opportunities through prospecting and relationship building.
  • Run discovery calls, demos, presentations, and follow-up conversations.
  • Consistently move opportunities through the pipeline.
  • Handle objections confidently and effectively.
  • Maintain disciplined follow-up until opportunities are won or lost.
  • Hold the SDR accountable for their appointment targets.
  • Conduct weekly coaching and development sessions with the SDR.
  • Review SDR calls and outreach activity.
  • Role-play messaging, objection handling, and appointment setting with the SDR.
  • Identify and address SDR performance gaps quickly.
  • Improve appointment quality, show rates, and SDR conversion.
  • Maintain a minimum of 3X monthly revenue target in pipeline.
  • Track opportunities accurately through the CRM.
  • Maintain 95%+ CRM accuracy.
  • Provide reliable weekly and monthly forecasts.
  • Review pipeline and sales activity consistently.
  • Identify bottlenecks in the sales process.
  • Continuously improve sales scripts, prospecting strategies, discovery, demonstrations, objection handling, follow-up, sales messaging, CRM workflows, reporting, and conversion rates.
  • Implement at least one meaningful sales process improvement each month.

Benefits

  • Uncapped Performance-Based Commission
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