Rosie S People

Founding B2B Sales Executive – AI & Cyber Intelligence (Contractor | Remote)

  • Rosie S People

Job Description

PLEASE READ CAREFULLY BEFORE APPLYING - INCOMPLETE APPLICATIONS WILL AUTOMATICALLY BE DISQUALIFIED

This opportunity is suited to senior B2B technology sales professionals with experience selling complex, high-value solutions into regulated or security-conscious environments.

Our client is a scaling AI and cyber intelligence company operating at the intersection of cybersecurity, risk, and advanced analytics. The business is entering its next commercial growth phase and is seeking a Founding Sales Executive to help build and scale early revenue traction.

This is not an entry-level role and is not suited to candidates seeking training or experimentation.

This opportunity is designed for professionals comfortable operating with autonomy, ownership, and commercial accountability.


About the Opportunity

This role is offered on a self-employed contractor basis and structured as a commercial engagement.

You will work closely with senior leadership to establish an early pipeline, engage decision-makers, and convert opportunities across sectors such as finance, healthcare, insurance, and critical infrastructure.

The focus is on foundational sales execution: creating momentum from the ground up and helping shape go-to-market strategy through real-world commercial insight.

Role Structure & Remuneration

Remuneration is performance-based and linked to each successful deal or commercial outcome.

  • Competitive, uncapped outcome-based earnings

  • Opportunity to take on increased commercial scope as traction builds

  • Potential for longer-term commercial alignment, subject to results

This opportunity is best suited to individuals who are comfortable operating within a results-led, performance-based commercial model rather than fixed-salary employment.

Key Responsibilities

  • Building early-stage sales pipeline from first principles

  • Engaging senior buyers including CISOs, risk leaders, and innovation executives

  • Leading outbound prospecting, qualification, and early-stage deal conversion

  • Communicating complex technical and commercial value propositions clearly

  • Collaborating with leadership on GTM approach, pricing logic, and sales playbooks

  • Feeding market intelligence and buyer insight into product and strategy discussions


Who This Opportunity Is For

You are likely to be a strong fit if you:

  • Have proven B2B technology sales experience (cybersecurity, fintech, SaaS, AI, or adjacent sectors)
  • Are confident selling complex solutions with mid-market or enterprise deal sizes
  • Thrive in ambiguous, early-stage commercial environments
  • Are motivated by performance-led reward and long-term upside
  • Can operate independently in a fully remote setting


Screening Criteria

Applications will be assessed against the following minimum criteria:

  1. B2B Deal Size 

    Experience closing deals with average values of $25,000+

  2. Work Authorisation

    Authorisation to work in the United States without sponsorship

  3. Relevant Industry Exposure

    At least 2 years of experience selling into cybersecurity, fintech, or related technology buyers

Please provide a covering note that addresses these 3 points with your application. 

This opportunity is offered as a self-employed contractor engagement and is not a salaried employment position.

Final Note

This role suits professionals who take ownership, move decisively, and are motivated by building commercial foundations rather than inheriting existing pipelines.