Chief Revenue Officer (CRO)

About the role

We are a leading payments technology company that empowers small businesses across the United States to accept payments seamlessly through our flagship product, SwipeSimple. We distribute our solutions primarily through a robust network of hundreds of merchant acquirers and independent sales organizations (ISOs), who in turn onboard thousands of merchants onto the SwipeSimple platform each month. We are backed by private equity, including WestView Capital Partners, and are at an exciting inflection point in our growth journey. We have a strong foundation of profitable recurring revenue today, and are focused on scaling over the next three to four years through optimizing our core channel, accelerating our direct-to-merchant offering, expanding value-added services, and selectively entering new markets. To achieve this growth, we are hiring our first-ever Chief Revenue Officer-a seasoned revenue leader who will own the full commercial engine of the business and drive CardFlight into its next chapter. The Position As CardFlight's first Chief Revenue Officer, you will be the senior-most commercial leader in the organization, reporting directly to the CEO. You will own all revenue-generating functions-channel sales, direct-to-merchant sales, marketing, and the app marketplace-and lead a team of approximately 15 professionals across these disciplines. This is both a strategic and hands-on role. You will be expected to set the vision and long-term direction for CardFlight's go-to-market function while also being deeply engaged in day-to-day execution-coaching teams, refining processes, and driving results directly. This is not a role for a purely conceptual executive; we are looking for a player-coach who leads from the front.

Responsibilities

• Channel Sales - Acquirer & ISO Network
• Own and grow the core ISO and merchant acquirer channel, which is CardFlight's primary distribution engine.
• Develop and execute a strategy to reignite growth in a mature channel through fresh approaches to partner recruitment, enablement, and incentive structures.
• Deepen relationships with existing acquirer and ISO partners while identifying and onboarding high-potential new partners.
• Serve as a senior commercial point of contact for CardFlight's most strategic channel relationships.
• Direct-to-Merchant Sales - SwipeSimple Connect
• Scale SwipeSimple Connect, our early-stage direct-to-merchant sales channel, from its currently early-stage revenue base into a meaningful and growing contributor to total company revenue.
• Build and refine the sales motion, tooling, and team structure required to efficiently acquire merchants directly at scale.
• Identify and pursue referral partnerships and other top-of-funnel channels that accelerate direct merchant acquisition.
• Marketing
• Lead CardFlight's marketing function, including demand generation, performance marketing, referral partnerships, product marketing, and brand.
• Build and optimize top-of-funnel programs that drive both channel partner recruitment and direct merchant sign-ups.
• Ensure tight alignment between marketing and sales, with clear ownership of funnel stages and handoff processes.
• App Marketplace & Value-Added Services
• Drive cross-sell and upsell of value-added services to CardFlight's existing merchant base through the SwipeSimple App Marketplace.
• Develop a systematic approach to merchant lifecycle revenue expansion, increasing average revenue per merchant over time.
• Partner with product to shape the marketplace roadmap based on commercial opportunity and merchant demand.
• New Markets & Strategic Growth
• Evaluate and pursue new market opportunities, including potential expansion into vertical software for services businesses, new distribution channels, and embedded payment partnerships.
• Build the go-to-market framework and commercial infrastructure required to enter and scale any new markets CardFlight chooses to pursue.
• Serve as a key partner to the CEO and executive team in long-term strategic planning and resource allocation decisions.
• Revenue Operations & General Management
• Own the revenue P&L, with accountability for hitting annual and quarterly revenue targets.
• Build and lead a best-in-class RevOps function, including pipeline management, forecasting, CRM hygiene, and cross-functional reporting.
• Drive pricing strategy and optimization across product lines and channels.
• Ensure seamless coordination and handoffs across marketing, sales, and customer success, with clear metrics and accountability at each stage of the revenue funnel.
• Lead, develop, and grow a team of approximately 15 across channel sales, direct sales, and marketing.

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