Inside Sales Representative – Level 2

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.

Requirements

• 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.