Love closing deals and making a difference? Are you a driven sales professional ready to empower small businesses to thrive? 📈 Do you want to help small businesses grow, compete, and succeed in today’s fast-moving market? 🏙️ Then this position might be for you.
We’re currently looking for an Account Executive to join our Inside Sales Team and contribute to the growth of our SwipeSimple Connect product. The ideal candidate for this position will be on the front lines helping local business owners streamline payments, boost revenue, and modernize their customer experience with our cutting-edge CRM and Payment Procession Solution. You’ll turn everyday transactions into lasting relationships—understanding the needs of small businesses and presenting passionate business owners with our software's value.
📍Location: This position is primarily remote, but you will be expected to work in person alongside your manager and colleagues in Chicago, IL up to 3 times per year on dates determined by the company.
The ideal candidate will have cold outbound sales experience, excellent communication skills, and a “go-getter” attitude–payments experience, other services to small-to-medium size businesses (SMBs), and an understanding of the payments industry is preferred but not required. You will report to the Head of Inside Sales. This is a full-time, non-exempt position and employment is contingent upon a successful background check. Upon hire, you’ll participate in an in-person onboarding during your first week and receive a set schedule based on business needs. We provide a clear path for advancement, including a structured 3-month ramp-up plan, and offer company equity to reward your success and align your growth with ours.
What You’ll Do
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 preferred, not required
Experience: 1-2+ years of sales experience, preferably in SMB software sales or the payment industry
Preferred 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
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.
Why You’ll Love Being Part of the CardFlight Team
US location-neutral work environment
Home-office equipment stipend
Flexible paid time off
Employee Engagement (Lunch & Learns, team building events)
Learning & Development culture
Comprehensive Health Benefits
Remote flexibility and autonomy
Competitive compensation including:
Annualized Base Salary: $50,000
Annualized On-Target Earnings (OTE): $35,000
Annualized Company Performance Bonus: $5,000
Company Stock Options: 5,000
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.
1–2+ years of sales experience preferred, ideally in SMB software or payments. Requires communication, negotiation, presentation, CRM, sales-tool, organizational, and target-achievement skills.
Key Responsibilities
- outreach leads
- demonstrating products
- closing deals
Skills & Tools
SwipeSimple, CRM
Job Details
- Category: Sales
- Seniority: Entry Level
- Commitment: Full Time
- Workplace: Remote — United States or Chicago
- Salary: USD 50,000 – 50,000 / year
- Languages: English
Benefits
- Generous paid time off
- Generous parental leave
About CardFlight
A payments technology company helping small businesses accept payments through software and merchant networks. — Industry: Finance