Sales Executive - Penny Software

Role Summary
 
We are looking for a results-driven Sales Executive with a background in technical sales and a proven track record of closing complex enterprise SaaS deals. This is an individual contributor role with one clear mandate: generate new logos and drive client acquisition. You will own the complete sales cycle from first outreach to signed contract, covering discovery, value mapping, technical demos, commercial proposals, and close. The role is based full-time at our Riyadh HQ, with Thursday as a dedicated work-from-home day. 
 
What You Will Do
  • Own New business acquisition end-to-end: outbound prospecting, discovery, value mapping, technical demos, commercial proposals, negotiation, and close.
  • Ability to run technical discovery sessions, map customer requirements, and run technical product demos.
  • Build and self-manage a strong outbound pipeline using tools like Linkedin Sales Navigator, Amplemarket, or equivalent, maintaining a consistent flow of qualified opportunities.
  • Leverage a strong LinkedIn presence to connect with and convert target prospects across the GCC.
  • Navigate complex, multi-stakeholder deals: map decision-makers, manage engagement proactively, and drive progression at every stage.
  • Prepare structured commercial proposals and handle end-to-end deal mechanics without reliance on support functions for standard cycles.
  • Collaborate internally with product, marketing, and customer success to align on positioning and ensure a smooth handover post-close.
  • Maintain accurate pipeline records and forecasts in the CRM.
  • In this position you will report to the Business Director
Requirements
  • Minimum 3 years in a full-cycle, new business sales role selling complex enterprise SaaS solutions, including ERPs, procure-to-pay, supply chain, or enterprise CRM platforms, OR a minimum of 3 years of hands-on experience in procurement or purchasing, with a strong passion for transitioning into enterprise SaaS sales.
  • Demonstrated ability to own and close deals independently, from cold outreach through to signed contract.
  • Skilled at running technical product demos and mapping solutions to client business cases without pre-sales support.
  • Proficient in stakeholder management: ability to identify, map, and engage multiple decision-makers within a deal and drive each one forward.
  • Hands-on with outbound tools (LinkedIn Sales Navigator, Amplemarket, or similar) and maintains an active, professional LinkedIn presence.
  • Goes beyond basic AI use: actively leverages AI tools to shorten sales cycles, personalize outreach, and drive higher impact per rep.
  • Comfortable with CRM hygiene and pipeline forecasting as day-to-day habits, not afterthoughts.
  • Arabic speaker with business-level English proficiency.
  • Based in Riyadh, Saudi Arabia, and willing to travel within the GCC as needed.
Preferred Experience
  • Deep domain knowledge in procurement, supply chain, or ERP technology, and the ability to speak the language of the buyer.
  • Understanding of the enterprise technology ecosystem in the GCC or broader MENA region.
  • Existing relationships with procurement, finance, or operations decision-makers in Saudi Arabia.
 
About Penny: 
Penny is building the ultimate procurement and sourcing platform, one that enables organizations to issue tenders, discover suppliers, and manage purchases faster, more efficiently, and cost-effectively. As we expand across the GCC, we are looking for high-impact sales professionals to help us grow our customer reach.

What We Offer
 
You will be joining a young, ambitious team that moves fast and supports each other. The culture is collaborative, direct, and growth-oriented, built by people who genuinely care about what they are building.
  • Commission structure on new business closed.
  • ESOP in the form of shares.
  • Annual leave and health insurance.
  • Thursday as a dedicated work-from-home day.