Inside Sales Representative - Level 2

CharterUP, LLC.; South Dakota Park (SD); Remote; USD 90,000 - 140,000; Full time

Benefits offered by this job

Remote-first culture

Health, dental, vision insurance

PTO & holidays

Bonuses for top talent

Job summary

CharterUP, LLC. is hiring a Sales Manager for a remote-first, revenue-driven role. You will manage a mix of inbound and outbound activity, build a personal book of business, and close new deals while expanding recurring revenue with high-value accounts.

The position emphasizes data-driven decisions, strong communication, and disciplined CRM execution. You will own performance against targets, optimize outreach, and collaborate with leadership on strategy and post-mortems.

Qualifications

• 3+ years of sales, account management, or hybrid revenue experience with above-average results.
• Proven ability to balance high-volume inbound with targeted outbound prospecting.
• Experience navigating complex multi-contact organizations and uncovering new opportunities.
• Excellent communication, objection handling, and closing skills across customer types.
• Proficiency with CRM and sales enablement tools for disciplined follow-up.

Responsibilities

• Manage a portfolio of high-value accounts and drive revenue growth.
• Close new business and expand recurring revenue through renewals and upsells.
• Own performance metrics: conversion rates, revenue targets, activity, and bookings.
• Build urgency and trust with customers through confident, assumptive selling.
• Maintain accurate quotes and CRM data; collaborate on post-mortems and improvements.

Skills

Sales experience

Account management

Outbound prospecting

CRM proficiency

Data analytics

Communication skills

Athletic achievement

Tools

Salesforce

Outreach

G-Suite

Slack

Job description

CharterUP is transforming the $365 billion global group transportation and mobility market with an AI native platform that powers modern charter, shuttle, and emerging autonomous vehicle operations. Trusted by many Fortune 500 companies, CharterUP connects enterprises, institutions, and event organizers with thousands of vehicles nationwide, while increasingly serving as the operating system for large scale shuttle and transit programs across airports, campuses, industrial sites, and major events. Through real time availability, transparent pricing, intelligent routing, and AI driven dispatch and optimization, CharterUP replaces a fragmented and opaque industry with automation, accountability, and scale.

Innovative Impact: Be part of the team that's revolutionizing group travel, setting new standards in an industry overdue for change.

Growth Opportunities: As a hyper growth company and one of the fastest-growing companies recognized by Inc., Driven Team: Collaborate with some of the most driven minds in tech, all while working in a remote-first environment with a tech hub in Austin, TX.

Sales Manager

Location: Remote

This is a inbound and outbound sales role for people who are hungry to drive revenue, build repeat business, and own their results. 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.

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." Own performance against conversion rates, revenue targets, outbound and inbound activity, repeat bookings, and overall account growth.

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.

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.

• 3+ years of experience in sales, account management, or hybrid revenue roles, consistently exceeding performance goals.
• ~ 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.
• ~ History of competitive achievement or performance-based success in athletics, startups, or other quota-driven environments.

You handle rejection, ambiguity, and shifting priorities without losing momentum.

You prefer testing and iterating over waiting for perfect information.

Analytical Judgment: You use data to make decisions, not noise.

• Step 2: 1-hour Video Call with a Hiring Manager
• Step 3: 1-hour Video Call / Role Play Interview

While offerings may vary slightly by location, we prioritize hiring near our hubs in Austin, Atlanta, Miami, and Denver as we grow our global team.

• 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. International benefits align with local standards.
• S.: 15 PTO days (increasing to 20 after 2 years) + 8 paid holidays. International policies vary by country.
• Financial Peace of Mind: Company-paid life, short-term, and long-term disability insurance where available.
• Performance-Driven Culture: Earn bonuses for bringing top talent to the team.
• Planning for the Future: Long-term financial planning support. International: region-specific savings programs where applicable.

We consider all qualified applicants without regard to race, color, religion, sex, sexual orientation, gender identity or expression, age, national origin, ancestry, disability, medical condition, marital status, veteran status, or any other protected characteristic in accordance with applicable federal, state, and local laws in the United States and Canada.