SaaS Sales Executive

Company Description Leaderly AI builds innovative applications that combine science, psychology, and artificial intelligence to grow leaders and inclusive cultures at scale. Leaderly is the world’s first continuous leader development application, designed for teams and focused on unleashing leadership potential in every person. CulturePop is a fast-growing microlearning and culture development app that uses data-driven, privacy-preserving AI to enhance inclusion and organizational awareness without relying on personally identifiable information. Together, Leaderly and CulturePop personalize learning, engagement, and culture-building experiences while reducing social pressure and privacy concerns for users. The products are created by experts in behavioral sciences, leadership, AI, and data science, offering a forward-thinking environment for professionals passionate about people development and technology.

Role Description The SaaS Sales Executive will focus on driving new business and expanding existing accounts for Leaderly AI’s SaaS products, including Leaderly and CulturePop. In this remote, contract role, responsibilities include identifying and qualifying prospects, leading discovery calls, delivering tailored product demos, and managing the full sales cycle from opportunity creation to closing. The role involves collaborating with marketing and product teams to refine messaging, provide market feedback, and support go-to-market initiatives. The SaaS Sales Executive will maintain accurate pipeline and forecasting in CRM tools, negotiate contracts and pricing within established guidelines, and build long-term relationships with customer stakeholders. This position requires proactive outreach, consistent follow-up, and the ability to communicate the value of behavior science and AI-driven solutions to HR, L&D, and business leaders.

Qualifications

• Strong SaaS sales skills, including prospecting, pipeline management, and end-to-end sales cycle execution.
• Experience with solution selling, consultative selling, and presenting complex technology products to non-technical stakeholders.
• Familiarity with HR, learning and development, or culture-focused software solutions and their business value.
• Proficiency with CRM platforms, sales enablement tools, and basic sales analytics.
• Excellent communication, negotiation, and relationship-building skills across diverse teams and organizations.
• Ability to work independently in a remote environment, prioritize effectively, and meet or exceed sales targets.
• Comfort engaging with leaders at multiple levels (from managers to executives) and tailoring messaging to different audiences.
• Prior experience in B2B SaaS or technology sales; experience with contract or startup environments is a plus.
• Bachelor’s degree in Business, Marketing, Communications, or a related field, or equivalent practical experience.
• Interest in leadership development, behavioral science, AI, or data-driven culture building is highly beneficial.

Upcoming questions for you to consider in the next step.

1. How many years of work experience do you have with SaaS Sales?
2. Ideal answer: 3 (Essential)
3. Are you comfortable working in a remote setting?
4. Ideal answer: Yes (Essential)
5. What is your average deal size in USD (in thousands)?
6. Ideal answer: 5000 (Essential)
7. How many years of Human Resources Services experience do you currently have?
8. Ideal answer: 4
9. How many years of Professional Training and Coaching experience do you currently have?
10. Ideal answer: 4 (Essential)
11. Are you comfortable with a commission only basis for the first 6 to 9 months as a subcontractor 1099 basis?
12. Ideal answer: Yes (Essential)