Remote Territory Sales Representative - Florida

About POS360 

We are a rapidly growing technology company specializing in point-of-sale payment processing and delivery integrations for locally owned brick-and-mortar stores. Our mission is to accelerate the transition from traditional electronic cash registers to powerful new point of  sale products. Our highly specialized systems address the specific pain points  identified through over a decade of working with neighborhood stores, markets, and restaurants. With an unrivaled dedication to delivering superior tools that are easy to use and a technical team providing industry-leading support, our systems open the door to the next level of success for our clients.  

 
About The Role  

POS360 is seeking a  Territory  S ales Representative  to join our growing field sales team. This role is essential to expanding our footprint within independent retail ,  particularly liquor and  off premise   accounts   by building trusted relationships and delivering  value ‑ focused solutions.  

You will own your territory  end-to-end , from prospecting and  in ‑ store demos through installation, activation, and ongoing account growth. Working closely with company leadership and  cross ‑ functional teams,  you’ll play a key role in strengthening client relationships and accelerating POS360’s growth in the market.  

This is an excellent opportunity for a highly motivated, independent  self-starter who thrives in  face-to-face sales, understands the rhythm of independent retail, and sells through relationships rather than discounts.  

 
What  You’ll Own & Drive  

Territory Development & Field Sales Execution  

• Prospect and grow a territory through cold and warm  in person outreach to independent liquor and retail stores  

• Walk into stores daily to introduce POS360 solutions  

• Build and manage a robust pipeline using  CRM tools and personal industry relationships  

Product Demos & Client Enablement  

• Conduct  in ‑ store demonstrations of POS360 portfolio of products and solutions through various platforms and media  

• Clearly articulate customer pain points and position POS360 as a  revenue driving solution  

• Train store owners, managers, and cashiers on POS systems, ancillary products, and services  

Account Ownership & Relationship Management  

• Own client relationships from first conversation through installation, activation, and  long-term success  

• Maintain regular contact with clients, gather feedback, and  identify upsell or expansion opportunities  

• Resolve customer issues by partnering with Client Services, Deployment, and Operations teams  

Sales Operations & Market Intelligence  

• Negotiate pricing and terms; prepare agreements and close deals  

• Maintain  accurate CRM notes, call reports, territory plans, and performance reporting  

• Monitor competitor activity, market trends, and delivery platform dynamics (DoorDash, Uber Eats, Instacart) 

• Recommend product, service, or policy improvements based on field insights  

Collaboration & Leadership Engagement  

• Work closely with Marketing, Procurement, Client Services, and Deployment teams to ensure smooth execution  

• Report weekly to leadership and  participate in Monday team syncs  

• Contribute to a  high-performance , collaborative sales culture  

Qualifications  

• 3+ years of sales experience; liquor, beverage, or  off premise retail sales experience highly preferred  

• Demonstrated success in  value based ,  relationship driven sales  

• Experience calling directly on independent retail  decision makers  

• Familiarity with CRM tools and  maintaining   accurate activity records  

• Proficient with office software and phone systems  

Preferred Education & Skills  

• BA/BS degree in Marketing, Business Administration, Advertising, or a related field  

• Bilingual: Fluent in English  and Spanish or Arabic  

• Interpersonal, negotiation, and presentation skills  

Benefits  

• 401(k) matching  

• Dental insurance  

• Health insurance  

• Vision insurance  

• Paid time off  

• Flexible working hours  

• Free on-site gym access  

Position is full-time and remote and can be located a few cities/states: Miami, Orlando, Tampa or Jacksonville, FL areas. 
Compensation: $75,000 base + Commission OTE $195,000 no cap 

 
POS360, Inc, Is A Drug Free Workplace  
Please note that POS360 is a drug-free  workplace and all candidates  are required to undergo a pre-employment drug screening before being fully employed. This policy is in place to ensure the safety and health of all employees.  

POS360, Inc. Is An Equal Opportunity Employer  
Equal access to programs, services and employment is available to all persons. Those applicants requiring reasonable accommodation to the application and/or interview process should notify a representative of the Human Resources Department.