AI Sales Closer; Healthcare SaaS

Paul Gough Media is a fast-growing marketing, education, and technology company helping private healthcare business owners grow more profitable and efficient businesses.

PAULAI is our rapidly growing AI division, providing AI-powered solutions designed to help healthcare businesses improve lead conversion, communication, operational efficiency, and patient experience.

We are looking for a Head of AI Sales who is first and foremost an exceptional salesperson and closer.

This is not a traditional sales management role.

You will not spend your days simply managing reports, reviewing numbers, and waiting for appointments to appear on your calendar. You will be expected to personally generate opportunities, book appointments, run sales calls, follow up relentlessly, and close business while also leading and developing our SDR function.

If you are a proven closer who thrives on targets, competition, accountability, and building revenue, this could be an exceptional opportunity.

As Head of AI Sales, you will own the revenue number for PAULAI.

You will personally prospect and generate a minimum of 4–5 qualified appointments on your own calendar every week, with a target of 20 self-generated appointments per month.

You will personally run sales conversations and close a minimum of 5 new contracts per month.

You will also lead and hold our SDR accountable for generating an additional 4–5 qualified appointments on your calendar each week, with a target of 20 SDR-generated appointments actually sat per month.

Combined, you should have approximately 40 qualified sales appointments per month coming from your own prospecting efforts and SDR-generated opportunities.

This is a hands-on sales leadership position. You are expected to lead from the front.

Your performance will be measured against clear, objective targets:

• 20+ self-generated qualified appointments per month

• 20+ SDR-generated appointments sat per month

• Minimum 5+ new contracts personally closed per month

• 25%+ close rate

• 80%+ appointment show rate

• $1.2M+ in annualized contract value generated per month

• Consistent month-over-month revenue growth

• Accurate pipeline management and forecasting

These are not aspirational numbers. They are the core expectations of the position.

Personally Generate & Close Business

You will actively create your own opportunities rather than relying exclusively on inbound leads or SDR appointments.

You will:

• Prospect and build relationships with qualified potential clients.

• Personally book 4–5 qualified appointments per week.

• 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 genuinely lost.

• Personally close a minimum of 5 new contracts every month.

You will be responsible for ensuring the SDR consistently produces qualified opportunities for your calendar.

You will:

• Hold the SDR accountable for 4–5 qualified appointments per week.

• Achieve a minimum of 20 SDR-generated appointments sat per month.

• Conduct weekly coaching and development.

• Review calls and outreach activity.

• Role-play messaging, objection handling, and appointment setting.

• Identify performance gaps quickly and address them.

• Improve appointment quality, show rates, and SDR conversion.

You will own the sales number and have complete visibility over the pipeline required to achieve it.

You will:

• 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…