Who We Are

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.

What You’ll Do

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.

Who You Are

You have the passion and experience to drive continuous and efficient growth for CardFlight. You blend strategic work with tactical execution and are an energetic and collaborative problem solver. You have a track record of success in growth-oriented payments environments with the ability to successfully lead cross-functional teams. You bring the following to the team:

• 10+ years in executive GTM management in payments businesses. Proven ability overseeing multiple GTM functions in a growth-oriented environment (i.e. ~$20mm to ~$60mm ARR).
• Deep experience in the payments industry, with specific familiarity with the merchant acquirer and ISO distribution channel—including a strong understanding of the key players, commercial structures, and partnership dynamics in this ecosystem.
• Well-versed in a high-velocity, low ACV GTM motion that caters to SMBs.
• Demonstrated success leading and growing revenue functions at a private/growth equity-backed, growth-stage technology company.
• Proven track record of owning a P&L and delivering consistent, measurable, and efficient revenue growth.
• Strong command of modern GTM best practices, including demand generation, performance marketing, channel sales, and direct sales motions.
• Exceptional leadership and team development capabilities; experience managing and scaling teams of 10 or more.
• A process-oriented and entrepreneurial leader that thrives on data driven decisions that enable her/him to predict outcomes, forecast accurately and support investment decisions in advance of revenue.
• The ability to operate both strategically and tactically — setting long-term direction while remaining actively engaged in execution.
• Familiarity with RevOps tooling and CRM platforms (e.g., Salesforce, HubSpot), and data-driven pipeline management.
• Comfortable being a change agent with the ability to deconstruct and rebuild as necessary.
• Prior experience evaluating and entering new markets or distribution channels, including ISV partnerships or vertical software.
• Background in pricing strategy and monetization optimization.
• Experience building referral and affiliate partnership programs.

Education

Bachelor’s degree required.

Compensation

CardFlight is prepared to offer a competitive compensation package consisting of a salary, a performance-based bonus and equity.

At CardFlight, we lead with respect for one another, our customers and business partners, vendors, and prospective employees. Our objective is to ensure CardFlight team members are passionate about the growth of our company, supported in their personal growth and development, and connected to their colleagues. We are an equal opportunity employer and value diversity at our company. We do not discriminate on the basis of race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, or disability status.