Founding Inside SDR (Sales Development Representative)

The company

WORK-SELF builds Maya Enterprise, the Human Context infrastructure for enterprise AI. AI agents increasingly perform work inside large organisations, but they need context about the people and decisions around that work: who owns it, which decisions an agent can make, when a person reviews the result and how exceptions are escalated. Maya provides this governed context through an MCP-native server so employees and agents can complete work through accountable workflows.

We are a London-based enterprise AI company. In our first year we won enterprise contracts across banking, utilities, property services and European public finance, reached EBITDA-positive operations with a small team, and deployed Maya with enterprise customers. We work with technology and delivery partners and hold a granted US AI patent assigned to the company. Our next stage is scaling product delivery, enterprise adoption and partner-led growth. The people joining now will help build that next stage.

The role

You will create the first repeatable, high-quality enterprise prospecting motion for Maya Enterprise. You will find the right senior stakeholders, understand why an account matters now and start conversations that enterprise Account Executives and the founder can advance. Success is measured by credible opportunities, not the number of emails sent.
Expected compensation ranges: £35k – £45k per year (OTE) + £50k - £75k (Equity) + Bonus on performance and standard benefits

What you will own

• Account and persona research. Build accurate lists of target organisations and CFO, COO, CIO, AI and transformation stakeholders. Identify observable triggers such as AI programmes, workflow changes and relevant business priorities.

• Thoughtful outreach. Write concise, personalised email and LinkedIn messages grounded in each account. Run controlled sequences, follow up professionally and respect unsubscribe and suppression rules.

• Conversation qualification. Respond to interest promptly, test problem relevance, establish buyer context and book meetings with complete account notes and a clear reason for the conversation.

• Data and process quality. Keep CRM and outreach records complete; verify contact details, deduplicate accounts, manage bounced addresses and hand opportunities to AEs with useful context.

• Experimentation and learning. Test messaging by sector and persona. Track positive replies, meaningful conversations, qualified meetings and downstream pipeline, then improve the approach based on evidence.

You will know you are succeeding when

• First 30 days. You understand Maya's positioning, priority buyer personas and the process for compliant account research and sales handoffs. You book 5 qualified demos per week through outbound campaigns.

• By 90 days. You are running focused campaigns across agreed sectors, with reliable CRM records and consistent sales handoffs. You book 10 qualified demos per week through outbound campaigns.

• By 180 days. You can demonstrate a repeatable connection between researched outreach, qualified meetings and sales progression. You help advance 5 outbound-sourced opportunities to client pilots each quarter.

Who does well here

• Experience in B2B SDR, research-led outreach, consulting, recruiting or a similarly rigorous customer-facing role; strong early-career applicants are welcome.

• Excellent concise writing, listening and attention to detail.

• Comfort researching large organisations and engaging senior stakeholders with professionalism.

• Ability to use sales research, CRM and AI productivity tools thoughtfully, checking outputs rather than trusting them blindly.

• Resilience and accountability, with a clear distinction between activity metrics and commercial outcomes.

We measure qualified conversations and commercial progression, not send counts, open rates or calendar bookings alone.

What you get

• Close coaching from the founder and enterprise sales team.

• A chance to build the outreach standards and operating system for a growing company.

• The opportunity to help build and scale an early-stage enterprise AI company.

If this resonates with you, we would love to hear from you. Any questions, please email us at careers@work-self.com