Remote Field Sales Pro — Small Biz Payments

CardFlight; United States; Remote; USD 70,000 - 125,000; Full time

Benefits offered by this job

Base salary $70,000

Variable pay $50,000

On-target earnings $125,000

Company bonus $5,000/year

Stock options 10,000

Health benefits

Home-office stipend

Flexible PTO

Team trainings

Job summary

SwipeSimple is hiring for a remote, nationwide role focused on in-person sales to small businesses. You will attend trade shows and events, demo SwipeSimple Connect, and convert conversations into sign-ups.

Expect travel up to 75%, including evenings and weekends, with onboarding and a structured ramp plan. You will work closely with Inside Sales, Marketing, and Sales Enablement to target HVAC, plumbing, salons, and other service businesses.

Qualifications

• At least 2 years of sales or business development experience.
• Experience working trade shows, field events, or other face-to-face sales.
• A track record of hitting or beating targets.
• Comfort starting conversations with strangers and keeping them going.
• Clear communication in person and in demos, plus solid negotiation skills.
• Discipline about follow-up; a lead from a show should be called that week.
• Comfort with a CRM and other sales tools.
• Willingness to travel, stand through long show days, and work some evenings/weekends.
• A positive attitude and quick learning of new tools/sales approaches.

Responsibilities

• Work our booth at trade shows and industry events; start conversations with owners and demonstrate SwipeSimple Connect.
• Run short demos on the floor showing how to take cards, send invoices, and collect payments.
• Follow up with every lead within a few business days after an event; close what you can and pass the rest with notes.
• Research and select events in priority industries with marketing.
• Pre-event outreach to attendees and schedule meetings in advance.
• Represent SwipeSimple at local events like chamber meetings and trade associations.
• Build relationships with associations and event organizers our owners trust.
• Log every lead, conversation, and deal in the CRM; report event costs and returns.
• Share merchant feedback with marketing and product teams.
• Monitor payments industry and competitors to answer questions in person.

Skills

Sales experience

Face-to-face selling

Target achievement

Cold outreach

Negotiation

CRM experience

Travel readiness

Strong communication

Follow-up discipline

Lead management

Education

Bachelor's degree or equivalent

Tools

CRM software

Sales tools

Job description

SwipeSimple is hiring for a remote, nationwide role focused on in-person sales to small businesses. You will attend trade shows and events, demo SwipeSimple Connect, and convert conversations into sign-ups.

Expect travel up to 75%, including evenings and weekends, with onboarding and a structured ramp plan. You will work closely with Inside Sales, Marketing, and Sales Enablement to target HVAC, plumbing, salons, and other service businesses.