Sales at FreedomPay are consultative and often complex in nature. Successful candidates will be comfortable navigating multi-stakeholder buying groups, leading RFP-driven processes, articulating ROI, and coordinating internally across sales, solutions engineering, product, and partner teams. This role requires a high degree of autonomy, strong commercial judgment, and the ability to balance near-term opportunities with longer-cycle strategic pursuits.
This position supports both direct merchant sales efforts and partner-led sales motions. There is no distinction in quota attainment between direct and partner-assisted opportunities
- Deal Profile & Scale
- At FreedomPay, “Enterprise” is defined by transaction scale, deployment complexity, and operational footprint — not gross processing volume (GPV).
Typical enterprise opportunities support merchants processing approximately 15–20 million to over 1 billion transactions annually, often across hundreds of locations, multiple geographies, and multiple integration partners (POS, ISV, acquirer).
Sales cycles are consultative, multi-year in scope, and frequently involve formal RFPs, security and compliance reviews, and executive-level stakeholders
- Candidates whose experience defines “Enterprise” primarily by GPV thresholds (for example, $50M–$100M annually) should expect FreedomPay’s enterprise engagements to represent materially larger and more complex deployments.
- Responsibilities
- Own the full sales lifecycle, including self-sourced pipeline development, opportunity qualification, deal execution, and contract close
Sell FreedomPay’s platform, services, and solutions across mid-market and enterprise segments
Support and participate in partner-led sales efforts alongside ISVs, Acquirers, Financial Institutions, and ISOs, in addition to direct merchant sales
Lead complex, consultative sales engagements involving multiple stakeholders across technology, operations, finance, and executive leadership
Prepare and manage RFP responses, value propositions, and ROI analyses tailored to customer- and partner-specific use cases
Present FreedomPay’s capabilities and differentiated value to merchants and partners, both in person and virtually
Identify, engage, and develop strategic relationships across ISVs, Acquirers, FIs, and ISOs
Coordinate internally with solutions engineering, product, implementation, and partner teams to support complex sales motions
Maintain and expand relationships with existing customers to drive incremental growth and long-term account value
Monitor market activity, competitive dynamics, and industry trends (technical, regulatory, and commercial) to inform sales strategy
Accurately forecast pipeline activity and maintain disciplined opportunity management
- Perform additional responsibilities as needed in support of the broader commercial organization
- Requirements
- 7–10 years of experience in B2B software, payments, or FinTech sales
Demonstrated experience selling multi-location, multi-stakeholder solutions involving technical or operational complexity
Experience selling both directly to merchants and in partnership with ISVs, Acquirers, Financial Institutions, or ISOs
Proven ability to build and manage a self-sourced pipeline while supporting partner-driven sales efforts
Strong capability leading consultative sales processes, including RFPs, security reviews, and ROI justification
Existing enterprise merchant relationships are a strong plus
Excellent verbal and written communication skills
Strong networking, relationship-building, and negotiation skills
Ability to understand customer and partner requirements and translate them into structured, compelling commercial proposals
Highly organized with strong time and task management skills; comfortable operating in a fast-paced, entrepreneurial environment
Self-directed, accountable, and able to work effectively with minimal supervision
Proficiency in Microsoft Office
Knowledge of eCommerce and digital payment platforms preferred
Willingness and ability to travel as needed Additional Notes Success in this role requires comfort selling across segments and sales motions. While enterprise opportunities are a critical component of the role, performance is driven by the ability to independently source opportunities, close mid-market deals, and support partner-led enterprise pursuits without differentiation in quota credit.
