Account Executive

Whether they’re building great payment software or collaborating with a client, every CardFlight employee is committed to empowering small businesses to accept electronic payments with ease. Our team works primarily remote in over 25 US states and is passionate about delivering easy to use software to help small businesses accept payments from their customers. Joining our team means that you will be part of a fast-moving company, work collaboratively with others, and have a direct impact on making payments simpler for small businesses. 

We’re currently looking for a dynamic and results-oriented Account Executive to join our team and contribute to the growth of our SwipeSimple Connect product. As an Account Executive, you will be the first point of contact for potential customers, responsible for understanding their needs, presenting our software's value, and closing sales. The ideal candidate will have a proven track record in selling software, payment acceptance, or other services to small-to-medium size businesses (SMBs), excellent communication skills, and an understanding of the payments industry.

The Account Executive role will report to our Head of Sales. This is a full-time, non-exempt position. Account Executive will work an assigned schedule that will be dependent on business needs.

📍 Location: Greater Chicago, IL metro area. Work is primarily remote, but will be expected to work in person alongside colleagues 3-10 days per month on dates determined by the company

What You’ll be Responsible for:

• Outreach to Leads: Respond to inbound leads and perform outreach to leads generated by various channels and campaigns including cold calling, email campaigns, social media, and digital advertising.


• Customer Engagement: Serve as the initial point of contact for prospective customers, understanding their business needs and effectively communicating how our credit card processing solution can address those needs.


• Product Demonstrations: Conduct engaging and informative product demonstrations to prospective clients, showcasing the features and benefits of our software.


• Sales Process Management: Manage the entire sales process from lead qualification to closing, ensuring a seamless and positive experience for the customer.


• Relationship Building: Develop and maintain strong relationships with potential customers, acting as a trusted advisor and point of contact throughout the sales cycle.


• Sales Reporting: Maintain accurate and up-to-date records of sales activities, opportunities, and customer interactions in the CRM system.


• Collaboration: Work closely with the marketing and product development teams to align sales strategies with business objectives and customer feedback.


• Market Insights: Stay informed about industry trends, competitor activities, and emerging technologies in the payments space to effectively position our software.

What You’ll Bring To The Table

• Education: Bachelor degree or equivalent


• Experience: 4+ years of sales experience, preferably in SMB software sales or the payment industry


• Skills:




• Proven ability to meet and exceed sales targets.


• Excellent communication, negotiation, and presentation skills.


• Proficiency with CRM software and sales tools.


• Strong organizational skills and attention to detail.




• Attributes:




• Self-motivated and driven to succeed.


• Ability to work independently and as part of a team.


• Positive attitude and high energy level.


• Ability to quickly learn and adapt to new technologies and sales strategies.

Why You'll Love Being A Part Of Our CardFlight Team

• Location-neutral work environment


• Home-office equipment stipend


• Employee Engagement (Lunch & Learns, team building events)


• Learning & Development culture


• Comprehensive health benefits


• Competitive compensation and company ownership/stock options


• And more!!

Our signature product, SwipeSimple, is used by 125,000+ small businesses across the country. SwipeSimple is a software solution that enables small businesses to accept payments seamlessly via phone, tablet or computer. SwipeSimple is sold through a partner network comprising financial institutions, merchant service providers, and independent sales organizations. The solution is also sold directly by CardFlight through SwipeSimple Connect.

The target cash compensation range for this role is between $145,000-$155,000 annualized, consisting of an annualized base salary of $55,000-$65,000, incentive compensation, comprised of commission and bonus with an On-Track-Earnings (OTE) target of $85,000, and an annualized target bonus of $5,000. In addition to a competitive base salary, this position is also eligible for equity awards based on factors such as experience and performance. 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.