Outbound Sales Executive – AI Workshops & Training

Commission-Based | Remote | Flexible Hours | High Earning Potential

Join a fast-growing training company on a mission to help professionals future-proof their work through practical AI tools.

We deliver tailor-made workshops and retreats for freelancers, solo entrepreneurs, and SMEs, empowering them with real-world AI skills that create immediate impact.

We're looking for a results-driven, self-employed Outbound Sales Executive to join our remote team. This contractor role is ideal for an ambitious sales professional who excels in outbound outreach, lead generation, and managing their book of business in a dynamic and growing environment.

What You’ll Be Doing

Conduct outbound calls, LinkedIn outreach, and email campaigns to generate new leads
Book qualified prospects into our free AI webinars
Follow up with webinar attendees to convert them into paying clients
Present our AI training and retreat solutions clearly and confidently
Manage and maintain your pipeline using Pipedrive CRM
Run and optimise outreach campaigns using Lemlist or similar tools
Achieve or exceed monthly and quarterly sales targets
Collaborate with our marketing team to improve messaging and outreach strategy
Stay updated on trends in AI, technology, and professional development
Manage your client accounts and build strong, ongoing relationships
Proactively seek opportunities to grow each account in volume and engagement

What We’re Looking For

Preference for Be available for at least 20 Hours a week (exact time determined by you), plus availability for once a month, at the end of standard office hours, UK time.

Minimum 18 months of B2B outbound sales experience, ideally in:
- Training
- SaaS
- Professional services
Proven track record of consistently meeting or exceeding sales targets
Experience with CRM tools like Salesforce or Pipedrive
Familiarity with outbound sales tools such as Lemlist (or similar) is a plus
Fast learner with the ability to quickly grasp new products and technologies
Strong communication, presentation, and negotiation skills
Self-motivated, organised, and comfortable managing your own sales process
Ability to build long-term client relationships and manage your accounts
Comfortable working remotely and independently as part of a distributed team
Genuine interest in AI, technology, and future-of-work trends
Professional-level English (other languages are a bonus)

What We Offer

Commission-only contractor role with earning potential of £50 to £1,000+ per deal
Annual performance bonuses
Exclusive perks & discounts with selected brands and hotels
Future perks: Discounted travel products, flights, and accommodation
Free access to all AI workshops and development programs
100% remote and flexible working environment
Early-stage role with room to grow into senior roles or leadership

Important Notes – Data Privacy and Compliance

This is a self-employed contractor role. You will be responsible for managing your taxes, national insurance, and legal obligations in your country of residence.
By submitting your application, you agree that we may process your data solely for recruitment for this role, in line with UK GDPR and EU GDPR requirements.
Your data will be handled securely, not shared with third parties, and retained only for as long as necessary for the recruitment process.
If you are not selected, your data will be deleted within 90 days unless you provide explicit written consent to remain in our talent pool for future opportunities.
You have the right to withdraw your consent, request access to, or ask for correction or deletion of your data at any time by contacting us.

How to Apply

Please send your CV and a short cover letter in a Word format answering:

Why do you believe you’re a strong fit for this role?
What excites you about helping professionals future-proof their work with AI?

We’re excited to hear from talented sales professionals ready to grow with us.