Chief Revenue Officer, CardFlight
Salary not provided
Expert level
Remote from US
Payment acceptance for small businesses
Be an early applicant
Payment acceptance for small businesses
21-100 employees
RetailB2BPaymentsSaaS
Be an early applicant
Salary not provided
Expert level
Remote from US
21-100 employees
RetailB2BPaymentsSaaS
Company mission
To create easy-to-use payment solutions so small-business merchants can focus on what they do best: growing their business.
Role
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
- 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
- Bachelor’s degree required
What the job involves
- 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
- 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
Our take
CardFlight partners with popular merchant acquirers to deliver payment acceptance software for small businesses and entrepreneurs. Its signature products, a mobile Point of Sale (POS) called SwipeSimple, and the countertop POS SwipeSimple Register have grown impressively in popularity across the US since the company’s 2013 launch.
The US is home to over 30 million small businesses, a potentially huge market. By offering software that allows them to turn a mobile or tablet into a credit card terminal, it’s easy to see why CardFlight is proving popular. Just as importantly, is that the company has a proven track record of launching products ahead of potential competitors.
Freddie
Company Specialist at Welcome to the Jungle
Insights
Top investors
6% employee growth in 12 months
Company
Funding (last 2 of 3 rounds)
Sep 2018
$3.5m
SERIES A
Oct 2015
$4.2m
SERIES A
Total funding: $9.3m
Company benefits
- Stock options for all full-time team members
- Personal annual budget for professional development
- Regular team lunches and treats for special events
- Liberal vacation policy
- Comprehensive medical, vision, and dental plans
- Commuter benefits and health discounts
Company HQ
Kips Bay, New York, NY
Leadership
Derek Webster
(Founder & CEO)Former Engagement Manager at Oliver Wyman. Led product development and product marketing to launch E*TRADE’s credit card business. Prior to founding CardFlight, founded and was CEO of LocalBonus, a credit card-linked loyalty network.
Share this job
View 1 more job at CardFlight