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CharterUP

Inside Sales Representative – Level 2

CharterUP

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

Posted 10/9/2026full-timeRemote • United States, CanadaMid-LevelSenior💰 $63,000 - $120,000 per yearWebsite

Core Competencies

Role fit
Core Competencies

Use this summary to align your resume positioning with the role.

Demonstrates expertise in managing high-volume inbound leads and executing targeted outbound prospecting to drive account growth and retention. Proficient in using Salesforce, Outreach, G-Suite, and Slack for effective client relationship management and performance tracking.

Highest-signal resume keywords
Salesforce ProficiencyObjection Handling ExpertiseHigh-Volume Lead ManagementAccount Growth ManagementData-Driven Decision Making

ATS Keywords

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Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard Skills
Sales ManagementAccount ManagementPerformance Metrics AnalysisQuote GenerationAssumptive Closing Techniques
Soft Skills
Communication SkillsProblem SolvingBuilding RapportActive ListeningExtreme Ownership
Tools & Technologies
SalesforceOutreachG-SuiteSlackProprietary Marketplace Technology
Industry Keywords
Revenue TargetsConversion RatesInbound LeadsOutbound ProspectingClient Relationships

About the role

Key responsibilities & impact
  • Own performance against conversion rates, revenue targets, inbound and outbound activity, repeat bookings, and account growth
  • Manage high-volume inbound leads
  • Drive outbound reactivation and expansion efforts
  • Create tailored and accurate trip quotes using CharterUP's proprietary marketplace technology
  • Execute disciplined call patterns and maintain follow-up consistency
  • Build urgency, rapport, and trust while closing through confident communication and assumptive sales techniques
  • Identify high-value accounts and drive repeat business
  • Apply call control, objection handling, and active listening to diagnose customer needs
  • Escalate only when needed and solve problems directly
  • Use judgment and data to focus on highest-yield activities
  • Detect and stop low-value activity to protect revenue
  • Maintain accurate quoting, 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
  • Manage a mini-portfolio of high-value accounts and serve as a trusted CharterUP contact
  • Report to the Sales Manager

Requirements

What you’ll need
  • 3+ years of experience in sales, account management, or hybrid revenue roles
  • Consistently exceeded performance goals
  • Ability to manage and grow a book of business
  • Experience expanding spend, deepening relationships, and driving retention
  • Success balancing high-volume inbound response with targeted outbound prospecting and account development
  • Skilled in navigating multi-contact organizations and identifying opportunities within existing accounts
  • Expertise in objection handling, urgency creation, and assumptive closing
  • Proficiency in Salesforce, Outreach, G-Suite, and Slack
  • 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
  • Competitive achievement or performance-based success in athletics, startups, or quota-driven environments
  • Extreme ownership, grit, self-starter energy, loyalty, and integrity
  • Ability to work in one of CharterUP's approved U.S. states if U.S.-based: Arizona, Colorado, Florida, Georgia, Hawaii, Mississippi, Missouri, North Carolina, New Hampshire, Nevada, New York, Oklahoma, South Dakota, Tennessee, Texas, Utah, Washington, or Wyoming

Benefits

Comp & perks
  • Innovative Impact: Be part of the team that's revolutionizing group travel, setting new standards in an industry overdue for change.
  • Growth Opportunities: Join a hyper-growth company and one of the fastest-growing companies recognized by Inc.
  • Remote-first work model
  • Medical, dental, and vision insurance
  • Mental health support
  • Virtual care
  • Gym discounts
  • Family-building benefits
  • 100% of U.S. employee health insurance premiums covered
  • 15 PTO days, increasing to 20 after 2 years
  • 8 paid holidays
  • Company-paid life, short-term, and long-term disability insurance where available
  • Referral bonuses
  • Long-term financial planning support
  • U.S. 401(k) plan
  • Mac or PC, monitor, keyboard, and mouse
  • Inclusive and accessible workplace
  • Reasonable accommodations during the hiring process