Outside Sales Representative

Payeload; Flower Mound (TX); On-site; USD 55,000 - 90,000; Full time

Job summary

Payeload is seeking an Outside Sales Representative to develop new business, grow customer relationships, and turn sales opportunities into lasting partnerships. This role requires a proactive salesperson who is comfortable prospecting, meeting customers in person, understanding their needs, and managing the sales process from initial contact through close and onboarding.

Travel within the territory is expected, with regular in-person customer meetings and ongoing pipeline management.

Qualifications

• Experience in outside sales or business development.
• Ability to prospect independently, build relationships, and close opportunities.
• Strong communication, presentation, negotiation, and organizational skills.
• Consistent follow-through and accountability for results.
• Comfort using a CRM and standard business productivity tools.
• Willingness to travel regularly within the assigned territory.
• Valid driver’s license and reliable transportation for required travel.

Responsibilities

• Identify and pursue new customers within an assigned territory.
• Generate opportunities through cold calling, outreach, referrals, and in-person visits.
• Schedule and conduct customer meetings to understand needs and present Payeload’s services.
• Develop proposals, coordinate pricing approvals, address objections, and close business.
• Build relationships with decision-makers and identify opportunities to expand existing accounts.
• Coordinate with internal teams to ensure smooth onboarding and follow-through.
• Maintain CRM records, including contacts, meeting notes, opportunities, and next steps.
• Meet established goals for sales activity, new customers, revenue, and account growth.
• Share customer feedback and competitive insights with leadership.

Skills

Prospecting

Communication

Closing deals

Relationship building

Presentation

Negotiation

Travel readiness

Tools

CRM software

Job description

Payeload is seeking an Outside Sales Representative to develop new business, grow customer relationships, and turn sales opportunities into lasting partnerships. This role requires a proactive salesperson who is comfortable prospecting, meeting customers in person, understanding their needs, and managing the sales process from initial contact through close and onboarding.

Key Responsibilities

• Identify and pursue new customers within an assigned territory.
• Generate opportunities through cold calling, outreach, referrals, and in-person visits.
• Schedule and conduct customer meetings to understand needs and present Payeload’s services.
• Develop proposals, coordinate pricing approvals, address objections, and close business.
• Build relationships with decision-makers and identify opportunities to expand existing accounts.
• Coordinate with internal teams to ensure a smooth customer onboarding experience and follow through on commitments.
• Maintain accurate CRM records, including contacts, meeting notes, opportunities, and next steps.
• Meet established goals for sales activity, new customers, revenue, and account growth.
• Share customer feedback, competitive insights, and territory opportunities with leadership.

Weekly Planning & Travel

• Travel within the assigned territory Tuesday through Thursday to meet customers and prospects.
• Submit a weekly travel and sales plan by Sunday night outlining each day’s customer meetings, planned activities, desired outcomes, and action items.
• Participate in Monday’s team meeting to review the weekly plan, discuss opportunities, and identify support needed.
• Manage preparation, proposals, follow-ups, and CRM updates throughout the week.

Qualifications

• Experience in outside sales, business development, or a related customer-facing role.
• Ability to prospect independently, build relationships, and close opportunities.
• Strong communication, presentation, negotiation, and organizational skills.
• Consistent follow-through and accountability for results.
• Comfort using a CRM and standard business productivity tools.
• Willingness and ability to travel regularly within the assigned territory.
• Valid driver’s license and reliable transportation for required travel.
• Experience in transportation, logistics, delivery, or a related industry preferred.

What Success Looks Like

Success means building a healthy pipeline, winning new customers, growing accounts, and delivering on customer commitments. The representative consistently arrives prepared, maintains clear next steps for active opportunities, and meets established sales goals.