Sales Representative – Level 2

This is a fully remote position, open to applicants in Arizona, +16 more states.

📋 Description

• Take ownership of performance regarding conversion rates, revenue goals, inbound and outbound activities, repeat bookings, and account growth.

• Oversee a high volume of inbound leads and spearhead outbound reactivation and expansion initiatives.

• Leverage CharterUP’s marketplace technology to generate customized and precise trip quotes.

• Implement disciplined calling routines and ensure consistent follow-up.

• Cultivate urgency, rapport, and trust while closing deals through confident communication and assumptive sales techniques.

• Foster repeat business by identifying high-value accounts and enhancing relationships.

• Utilize call control, objection handling, and active listening to assess needs and facilitate efficient bookings.

• Address issues directly, escalate when necessary, and eliminate obstacles.

• Apply judgment and data to prioritize high-yield opportunities.

• Identify and eliminate low-value activities to safeguard revenue.

• Ensure accurate quoting, CRM updates, and call documentation across Salesforce, Outreach, G-Suite, Slack, and proprietary tools.

• Collaborate with colleagues and leadership on post-mortems and performance evaluations.

• Report to the Sales Manager.

⛳️ Requirements

• 3+ years of experience in sales, account management, or mixed revenue roles.

• Proven track record of surpassing performance objectives.

• Capability to manage and expand a book of business, increase spending, deepen relationships, and enhance retention.

• Success in balancing high-volume inbound responses with targeted outbound prospecting and account development.

• Skill in navigating multi-contact organizations and recognizing opportunities within existing accounts.

• Expertise in objection handling, urgency creation, and assumptive closing techniques.

• Proficient in Salesforce, Outreach, G-Suite, Slack, CRM, and sales enablement tools.

• Analytical and data-driven mindset using performance metrics and conversion insights.

• Ability to manage client relationships from quote generation to post-trip follow-up and repeat engagement.

• Record of competitive achievements or performance-based success in athletics, startups, or quota-driven environments.

• Must reside in one of the approved U.S. states: Arizona, Colorado, Florida, Georgia, Hawaii, Mississippi, Missouri, North Carolina, New Hampshire, Nevada, New York, Oklahoma, South Dakota, Tennessee, Texas, Utah, Washington, or Wyoming.

🏝️ Benefits

• Remote-first work model.

• Medical, dental, and vision insurance.

• 100% coverage of employee health insurance premiums in the U.S.

• Support for mental health and virtual care.

• Discounts on gym memberships.

• Family-building benefits.

• Paid time off: 15 PTO days, increasing to 20 after 2 years, in addition to 8 paid holidays in the U.S.

• Company-paid life, short-term, and long-term disability insurance where applicable.

• Referral bonuses.

• Support for long-term financial planning.

• 401(k) plan available in the U.S.

• Region-specific savings programs internationally where applicable.

• Choice between Mac or PC, along with a monitor, keyboard, and mouse.

• An inclusive, accessible, and respectful workplace environment.

• Reasonable accommodations provided during the hiring process.