Inside Sales Representative - January Class

Reports to: Sales Manager

Location: Remote 

About the Role

This is a hybrid inbound and outbound sales role for people who are hungry to drive revenue, build repeat business, and own their results. It rewards individuals who thrive under pressure, act decisively, and operate with high urgency and precision.

You will manage hundreds of customer interactions per week, build your own book of business, and ensure every booking experience reinforces CharterUP’s reputation for speed, reliability, and excellence.

As a Client Solutions Partner (CSP), you’ll be in the thick of the action, handling high volumes of inbound demand while chasing down the next opportunity before anyone else does. You’ll be responsible for both closing new customers and expanding recurring ones, managing a mini-portfolio of high-value accounts that rely on you as their trusted CharterUP contact.

We’re looking for sharp, decisive, high-judgment sales athletes who can think fast, act faster, and refuse to settle for "good enough." You’ll be part of a team that executes with urgency, precision, and accountability every single day.

Responsibilities

• Hit and exceed every metric. Own performance against conversion rates, revenue targets, outbound and inbound activity, repeat bookings, and overall account growth.
• Manage a high volume of inbound leads while driving outbound reactivation and expansion efforts to capture repeat and new business.
• Leverage CharterUP’s proprietary marketplace technology to create tailored, accurate trip quotes that minimize friction in the booking process.
• Execute disciplined call patterns to maintain conversion velocity and follow-up consistency.
• Build urgency, rapport, and trust in every interaction, closing decisively through confident communication and assumptive sales techniques.
• Drive repeat business by identifying high-value accounts, expanding relationships over time, and turning one-time bookings into repeat relationships.
• Apply call control, objection handling, and active listening to diagnose customer needs and drive efficient bookings.
• Escalate only when needed, solve problems directly, and push through roadblocks to deliver outcomes.
• Use sound judgment and data to decide where to focus for highest yield.
• Detect and stop low-value activity early to protect revenue through commercial acumen.
• Maintain complete accuracy in quoting, CRM updates, and call documentation, ensuring operational precision across systems including Salesforce, Outreach, G-Suite, Slack, and proprietary tools.
• Collaborate with peers and leadership on post-mortems and performance reviews to refine tactics and improve execution.
  

Experience and Expertise

• 3+ years of experience in sales, account management, or hybrid revenue roles, consistently exceeding performance goals.
• Demonstrated ability to manage and grow a book of business, expanding spend, deepening relationships, and driving retention.
• Proven success balancing high-volume inbound response with targeted outbound prospecting and account development.
• Skilled in navigating multi-contact organizations and identifying new opportunities within existing accounts.
• Expert communicator with mastery in objection handling, urgency creation, and assumptive closing across varied customer types.
• Proficient in CRM and sales enablement tools (Salesforce, Outreach, G-Suite, Slack), ensuring disciplined follow-up and accurate documentation.
• Analytical and data-driven, using performance metrics and conversion insights to guide activity and optimize revenue outcomes.
• Comfortable owning end-to-end client relationships from quote generation to post-trip follow-up, feedback, and repeat engagement.
• History of competitive achievement or performance-based success in athletics, startups, or other quota-driven environments.

What Defines You

Core Character

• Extreme Ownership: You don’t wait for direction; you execute the mission.
• Grit & Hunger: You outwork, outlast, and outthink everyone around you.
• Self-Starter Energy: You see gaps, fill them, and move before others even notice.
• Loyalty & Integrity: You keep your word, play for the team, and own your reputation.

What We Mean by Grit

• Relentless follow-through: You pursue a clear yes or no; you don’t let deals stall.
• High output as a habit: You work the plan daily and maintain volume during busy seasons.
• Resilient under pressure: You handle rejection, ambiguity, and shifting priorities without losing momentum.
• Competitive drive: You want to be at the top of the board and treat targets as non-negotiable.
• Bias to action: You prefer testing and iterating over waiting for perfect information.

Cognitive & Decision Traits

• High Intellect: You process fast, connect dots, and make the right call under pressure.
• Analytical Judgment: You use data to make decisions, not noise.
• Decisive Execution: You don’t overthink; you move with conviction.

Recruiting Process

Step 1: Application Questionnaire
Step 2: 1-hour Video Call with a Hiring Manager
Step 3: 1-hour Video Call / Role Play Interview with Talent Acquisition
Step 4: 30-minute Interview with VP of Inside Sales
Step 5: Offer and Background Check

Welcome aboard