Inside Sales Representative – Level 2

This is a fully remote position, open to applicants in Arizona, +17 more states.

📋 Description

• Achieve and surpass all performance metrics. Take ownership of conversion rates, revenue goals, outbound and inbound activities, repeat bookings, and overall account development.

• Handle a significant volume of incoming leads while spearheading outbound efforts for reactivation and growth to secure both repeat and new business.

• Utilize CharterUP’s proprietary marketplace technology to generate customized, precise trip quotes that streamline the booking experience.

• Implement disciplined calling routines to sustain conversion rates and ensure consistent follow-up.

• Foster urgency, build rapport, and establish trust in every interaction, closing effectively through confident communication and assumptive sales methodologies.

• Promote repeat business by identifying high-value accounts, nurturing relationships over time, and transforming one-time bookings into ongoing partnerships.

• Employ call control, objection management, and active listening to assess customer needs and facilitate efficient bookings.

• Escalate issues only when necessary, resolve problems directly, and navigate obstacles to achieve desired outcomes.

• Utilize sound judgment and data to prioritize efforts for maximum yield.

• Identify and halt low-value activities early to safeguard revenue through commercial insight.

• Ensure complete accuracy in quoting, CRM updates, and call documentation, maintaining operational excellence across systems including Salesforce, Outreach, G-Suite, Slack, and proprietary tools.

• Work collaboratively with colleagues and leadership on post-mortems and performance evaluations to refine strategies and enhance execution.

⛳️ Requirements

• 3+ years of experience in sales, account management, or hybrid revenue roles, consistently surpassing performance targets.

• Proven capability to manage and grow a portfolio of business, increasing expenditure, strengthening relationships, and enhancing retention.

• Demonstrated success in balancing high-volume inbound responses with targeted outbound prospecting and account development.

• Proficient in navigating multi-contact organizations and uncovering new opportunities within existing accounts.

• Exceptional communicator skilled in objection resolution, urgency creation, and assumptive closing across diverse customer profiles.

• Experienced with CRM and sales enablement tools (Salesforce, Outreach, G-Suite, Slack), ensuring disciplined follow-up and precise documentation.

• Analytical and data-oriented, leveraging performance metrics and conversion insights to steer activities and maximize revenue results.

• Comfortable managing complete client relationships from quote generation through post-trip follow-up, feedback, and ongoing engagement.

• Record of competitive achievement or performance success in athletics, startups, or other targets-driven environments.

🏝️ Benefits

• Flexible Work Model: CharterUP functions as a remote-first organization, with select positions requiring regular in-office attendance based on team and business needs.

• Comprehensive Health & Wellness: Medical, dental, and vision insurance, mental health support, virtual care, gym discounts, and family-building benefits.

• Time Off to Recharge: Paid time off for genuine relaxation. U.S.: 15 PTO days (increasing to 20 after 2 years) + 8 paid holidays.

• Financial Peace of Mind: Company-sponsored life, short-term, and long-term disability insurance where applicable.

• Performance-Driven Culture: Join a dynamic, ambitious, and collaborative team that succeeds together.

• Referral Rewards: Receive bonuses for introducing exceptional talent to the team.

• Planning for the Future: Support for long-term financial planning. U.S.: 401(k) plan.

• Top-Tier Tech: Choose between a Mac or PC, along with a monitor, keyboard, and mouse to start strong.