Director, Product Pricing and Monetisation

High Level is an AI-powered business operating system that gives agencies, entrepreneurs and SMBs the infrastructure to build, automate and scale. Today, High Level supports SMBs across 150+ countries, fueling community-driven growth rooted in real customer outcomes.

To date, businesses operating on High Level have generated over $7 billion in ecosystem value, demonstrating the impact of shared infrastructure  centralizing conversations, automation and intelligence into one system, we help businesses move faster, reduce complexity and execute efficiently.

Behind the platform, High Level powers more than 4 billion API hits and 2.5 billion message events daily. With 250 terabytes of distributed data, 250+ microservices and over 1 million domain names supported, our architecture is built for performance, resilience and long-term scalability.

With over 2,000 team members across 10+ countries, High Level operates as a global, remote-first organization built for speed and ownership. We value initiative, clarity and execution, creating space for ambitious people to build systems that support millions of businesses worldwide. Here, innovation thrives, ideas are celebrated and people come first, no matter where they call home.

Every month, High Level enables more than 1.5 billion messages, 200 million leads and 20 million conversations for the more than 1 million businesses we support. Behind those numbers are real people building independence, expanding opportunity and creating measurable impact. We’re proud to be a part of that.

Learn more about us on our You Tube Channel or Blog Posts

High Level is hiring a Director of Product Pricing & Monetization to lead our company-wide approach to pricing, packaging, monetization, and customer research.

This person will help High Level answer four critical questions:

• Who are our most important customer segments, and what outcomes are they trying to achieve?
• Which products, capabilities, and services do those customers value most?
• How should we package and price our offerings to align customer value with sustainable company growth?
• How do we create a continuous customer-learning system that improves product, go-to-market, and strategic decisions?

You will sit at the intersection of Product, Finance, Data, Growth, Sales, Customer Success, Marketing, and Operations. You will combine customer research, behavioral data, market intelligence, financial analysis, and experimentation to shape High Level’s commercial strategy.

This is not an advisory-only role. You will be expected to develop recommendations, build alignment, support implementation, measure results, and improve decisions based on what we learn.

The role reports to the Chief of Staff and will have significant exposure to High Level’s executive leadership team.

• Develop a clear, company-wide pricing and packaging strategy across subscription plans, product bundles, add-ons, usage-based capabilities, services, and new product launches.
• Evaluate how High Level’s pricing architecture should evolve as the platform expands into new products, customer segments, and monetization models.
• Identify the most appropriate value metrics for different parts of the platform, including where subscription, usage-based, account-based, feature-based, or hybrid pricing models may be appropriate.
• Assess opportunities to improve plan differentiation, feature entitlements, upgrade paths, product bundling, and add-on attachment.
• Build business cases for pricing and packaging changes, including expected impact on acquisition, trial-to-paid conversion, average revenue per customer, expansion, retention, gross margin, and lifetime value.
• Develop…