Inside Sales Representative, Level 2

🕒 Yesterday

🌐 United States, Canada – Remote

🇺🇸 United States – Remote 🇨🇦 Canada – Remote

🌵 Arizona, Colorado, +15 more states – Remote

🌵 Arizona – Remote ⛰️ Colorado – Remote 🐊 Florida – Remote 🌺 Hawaii – Remote 🎰 Nevada – Remote 🗻 New Hampshire – Remote 🗽 New York – Remote 🌲 North Carolina – Remote 🌪️ Oklahoma – Remote 🎸 Mississippi – Remote 🏰 Missouri – Remote 🗿 South Dakota – Remote 🎸 Tennessee – Remote 🤠 Texas – Remote ⛷️ Utah – Remote ☕ Washington – Remote 🦬 Wyoming – Remote

💵 $63k - $120k / year

⏰ Full Time

🟡 Mid-level

🟠 Senior

⬇️ Inside Sales

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CharterUP

WebsiteLinkedInAll Job Openings

51 - 200 employees

Founded 2018

📦 Logistics

✈️ Travel

🚗 Transport

💰 $60M Series A on 2022-10

Logistics • Travel • Transport

CharterUP is a private shuttle service that provides organized transportation solutions for a variety of groups and events. The company caters to a wide range of clients, including nonprofits, corporations, universities, and government agencies, offering services such as employee shuttles, campus transportation, and emergency transport. With a mission to deliver a safe and transparent group travel experience, CharterUP operates through a marketplace model, allowing customers to easily book and manage shuttles across numerous cities nationwide, supported by a vast network of bus operators.

📋 Description

• Own performance against conversion rates, revenue targets, inbound and outbound activity, repeat bookings, and account growth • Manage high volumes of inbound leads and drive outbound reactivation and expansion efforts • Create tailored, accurate trip quotes using CharterUP’s proprietary marketplace technology • Execute disciplined call patterns and maintain consistent follow-up • Build urgency, rapport, and trust while closing through confident communication and assumptive sales techniques • Identify high-value accounts, expand relationships, and convert one-time bookings into repeat business • Apply call control, objection handling, and active listening to diagnose customer needs and drive efficient bookings • Solve problems directly, escalate when needed, and remove roadblocks • Use data and judgment to focus on highest-yield opportunities • Detect and stop low-value activity to protect revenue • Maintain accurate quotes, CRM updates, and call documentation across Salesforce, Outreach, G-Suite, Slack, and proprietary tools • Collaborate with peers and leadership on post-mortems and performance reviews

🎯 Requirements

• 3+ years of experience in sales, account management, or hybrid revenue roles, consistently exceeding performance goals • Ability to manage and grow a book of business, expand spend, deepen relationships, and drive retention • Proven success balancing high-volume inbound response with targeted outbound prospecting and account development • Experience navigating multi-contact organizations and identifying opportunities within existing accounts • Mastery of objection handling, urgency creation, and assumptive closing across varied customer types • Proficiency in Salesforce, Outreach, G-Suite, Slack, and sales enablement tools • Analytical and data-driven approach using performance metrics and conversion insights • Ability to own end-to-end client relationships from quote generation through post-trip follow-up and repeat engagement • History of competitive achievement or performance-based success in athletics, startups, or other quota-driven environments • Ability to work remotely from an approved U.S. state or in Canada

🏖️ Benefits

• Innovative Impact: Be part of the team that's revolutionizing group travel, setting new standards in an industry overdue for change. • Growth Opportunities in a hyper-growth, growth-stage organization • Remote-first work model • Medical, dental, and vision insurance • Mental health support • Virtual care • Gym discounts • Family-building benefits • U.S. employees: 100% of insurance premiums covered • Paid time off • U.S.: 15 PTO days, increasing to 20 after 2 years • 8 paid holidays in the U.S. • Company-paid life, short-term, and long-term disability insurance where available • Referral bonuses • Long-term financial planning support • U.S. 401(k) plan • Region-specific savings programs where applicable internationally • Choice of Mac or PC, plus monitor, keyboard, and mouse