Inside Sales Representative - July Class

About the Role

Class Start Date: July, 2025

Shift needs: [Weekday] or [2 weekend and 3 Weekday shifts]

CharterUP is seeking Inside Sales Representatives (ISRs) who are motivated, results-driven, and eager to provide exceptional customer experiences. In this fast-paced role, you’ll help businesses, groups and individuals secure transportation solutions through our cutting-edge marketplace. This position is ideal for individuals passionate about sales, customer engagement, and career growth in a dynamic, high-velocity environment. As the first point of contact for many clients, you’ll play a key role in helping businesses and groups find seamless transportation solutions. This high-energy role is perfect for someone who thrives in a fast-paced environment and has aspirations to grow into more complex, strategic sales within our Enterprise Sales Team.

Responsibilities

• Manage a high-volume of inbound and outbound follow-up sales calls to assist clients in finding and booking transportation solutions efficiently.
• Leverage our proprietary marketplace technology to create tailored trip quotes, minimizing friction in the booking process.
• Meet or exceed performance metrics, including revenue targets, conversion rates, call handle time, and follow-up activity.
• Build urgency and rapport by effectively navigating call scripts while staying concise and customer-focused.
• Apply assumptive sales techniques to overcome objections, create urgency, and close deals quickly.
• Ensure accurate and efficient quoting to reduce customer frustrations and streamline the sales process.
• Continuously improve call control, actively listen to customers, and adapt sales tactics to meet individual client needs.
• Collaborate with team members and participate in post-mortem analyses to refine sales techniques and strategies.

Experience and Expertise

• 2+ years of sales experience in a fast-paced, high-volume environment, consistently meeting or exceeding sales goals.
• Comfortable handling 50-75 calls per day through a combination of direct inbound and outbound follow up calls.
• Demonstrates strong ability to confidently handle objections, create urgency, and guide customers through the sales funnel to close deals effectively.
• Exceptional communication skills with a focus on active listening, concise messaging, and rapport-building.
• Cultivate and nurture ongoing customer relationships beyond the initial transaction, ensuring satisfaction and promoting future business opportunities.
• A proactive, self-driven mindset with the discipline to thrive in a remote-first work environment.
• Exhibits advanced computer/tech skills, with the ability to navigate multiple systems (g-suite, slack, our quote management system, phone line tools) and platforms simultaneously.
• Excels at multitasking during calls by managing interactions, generating quotes, and tracking follow-ups in real-time, ensuring efficiency and accuracy within a fast-paced call center environment.
• High School Diploma or equivalent; sales certifications or additional training are a plus.
• Experience working with CRM tools, Sales Platforms, G-Suite, and other technologies is a plus.

Recruiting Process

• Step 1: Application Questionnaire
• Step 2: 30m Video call with Recruiter 
• Step 3: 1h Video call with one of the Hiring Managers 
• Step 4: 1h Video call/ Role Play interview with VP of Inside Sales
• Step 5: Offer, background check
• Welcome aboard!

OTE is $75,000: Base Salary $56,250 + $18,750 Variable with uncapped commission!