Outbound Sales Development Representative (SaaS)

Full-cycle sales | Hybrid, Midlands

Salary: 28k-32k + commission

Working pattern: Three days from home and two days from our Leamington Spa office

Contract: Full-time, permanent

Make your mark with Rupert

Rupert is a growing brand taking on a busy industry: helping businesses manage the flood of comments across their social media channels.

Rupert brands understand and organise comments, identify sales opportunities, and manage content that needs attention. We’re looking for a commercially minded salesperson who can help more businesses discover what Rupert can do for them and turn that interest into customers.

The opportunity

This is a hands-on, full-cycle sales role. You’ll own new business from finding the right prospects through to winning the customer. You’ll build your own pipeline, reach out to decision makers, lead discovery conversations and product demonstrations, follow up, negotiate and close.

We need someone who can get up to speed quickly and manage their work independently. You’ll receive an introduction to Rupert, our customers, pricing and sales tools; after that, you’ll be trusted to plan your approach, keep momentum and take responsibility for results.

What you’ll do

• Identify and research brands that could benefit from Rupert.
• Build and manage your own pipeline of prospective customers.
• Attend industry exhibitions and present Rupert in its best light.
• Contact decision makers through thoughtful, relevant outreach.
• Lead discovery calls to understand how prospects manage social comments today.
• Deliver clear product demonstrations and explain Rupert’s value in terms of each prospect’s needs.
• Manage follow-up, objections and commercial discussions through to close.
• Keep the CRM accurate, with clear records of activity, opportunities and next steps.
• Share feedback from prospects and customers to help improve our sales approach.
• Report on pipeline, forecast, new customers and recurring revenue.

What you’ll bring

• A track record of winning new B2B customers through your own prospecting.
• Experience managing a sales process from first contact through to close.
• Confidence leading discovery calls, presentations or product demonstrations.
• Strong written and spoken communication, with the ability to make a product’s value clear.
• Good organisation, persistence and follow-through.
• The confidence to work independently, make sensible decisions and raise challenges with suggested solutions.
• An interest in SaaS, AI, social media, marketing or customer experience.

Experience selling software or technology to marketing, social media, customer service or e-commerce teams would be useful. We’re especially interested in what you’ve achieved and how you approach a sale.

How success will be measured

You’ll be measured on the quality of your pipeline, sales conversations and demonstrations, new customers won, recurring revenue generated and the accuracy of your forecasting and CRM records.

What we offer

• The chance to help a growing brand make a splash in a busy industry.
• A role with real ownership and room to shape how Rupert wins new customers.
• Hybrid working: three days from home and two days in the office.
• Commission: Commission on new business won, with targets and earning structure explained during the hiring process.
• Holiday: 28 days of annual leave, plus bank holidays.
• Pension: Company pension scheme.

How to apply

• Send your CV and a short note about a B2B customer you won and why you feel you can help grow Rupert in its early stages.