Inside Sales Representative – Level 2

🕒 July 8

🌵 Arizona, California, +16 more states – Remote

🌵 Arizona – Remote 🏄 California – 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

🧑‍💼 Account Executive

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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

• 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.

🏖️ Benefits

• Flexible Work Model: CharterUP operates as a remote-first company, with select roles requiring regular, in-office presence 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 so you can truly unplug. U.S.: 15 PTO days (increasing to 20 after 2 years) + 8 paid holidays. • Financial Peace of Mind: Company-paid life, short-term, and long-term disability insurance where available. • Performance-Driven Culture: Join a fast-moving, ambitious, and collaborative team that wins together. • Referral Rewards: Earn bonuses for bringing top talent to the team. • Planning for the Future: Long-term financial planning support. U.S.: 401(k) plan. • Top-Tier Tech: Choose a Mac or PC, plus monitor, keyboard, and mouse to hit the ground running.