Inside Sales Representative - January Class

CharterUP; Seattle (WA); Remote; USD 56,250 - 112,500; Full time

Benefits offered by this job

Remote-first flexibility

Comprehensive health and wellness benefits

15 PTO days plus holidays

401(k) plan

Top-tier tech setup

Job summary

A tech-driven transportation company is seeking an Inside Sales Representative to drive revenue through inbound and outbound sales efforts. You will manage high-value accounts and expand customer relationships while working remotely. Ideal candidates have 3+ years in sales, show proven success in account management, and are proficient with CRM tools. Join a dynamic team in revolutionizing group travel.

Qualifications

• 3+ years of experience in sales, account management, or hybrid revenue roles with proven success.
• Ability to manage and grow a book of business, expanding relationships and driving retention.
• Proficient in CRM and sales enablement tools with a record of disciplined follow-up.

Responsibilities

• Drive revenue through a high volume of inbound and outbound sales activities.
• Manage a mini-portfolio of high-value accounts, closing new customers while expanding current ones.
• Build trust and rapport in customer interactions, ensuring a seamless booking experience.

Skills

Sales experience

Account management

Customer relationship management

Objection handling

Analytical skills

Tools

Salesforce

G-Suite

Slack

Job description

Inside Sales Representative - January Class

Join to apply for the Inside Sales Representative - January Class role at CharterUP and help transform the $30 billion group transportation industry with cutting‑edge SaaS technology.

About CharterUP

CharterUP delivers an industry‑leading experience for customers and operators, connecting users to thousands of charter bus and minibus operators nationwide. In just 60 seconds, customers can access real‑time availability, transparent pricing, and detailed vehicle options—whether for corporate events, company shuttles, or weddings. By streamlining a previously fragmented process, CharterUP brings transparency, accountability, and efficiency to an industry overdue for innovation.

Why Join Us

• 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., there’s no better time to join our dynamic, growth‑stage organization.
• Driven Team: Collaborate with the most driven minds in tech while working in a remote‑first environment with a hub in Austin, TX.
• Funding & Stability: Our $60 million Series A funding positions us for even greater expansion; you can be part of this exciting journey.

Reports to

Sales Manager

Location

Remote

About The Role

This is a hybrid inbound and outbound sales role for people who are hungry to drive revenue, build repeat business, and own their results. It rewards individuals who thrive under pressure, act decisively, and operate with high urgency and precision. 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.

As a Client Solutions Partner (CSP), you’ll handle high volumes of inbound demand while chasing down the next opportunity before anyone else does. You’ll be responsible for closing new customers and expanding recurring ones, managing a mini‑portfolio of high‑value accounts that rely on you as their trusted CharterUP contact.

Responsibilities

• Hit and exceed metrics: own performance against conversion rates, revenue targets, outbound/inbound activity, repeat bookings, and overall account growth.
• Manage a high volume of inbound leads while driving outbound reactivation and expansion.
• Use CharterUP’s marketplace technology to create tailored trip quotes that minimize booking friction.
• Execute disciplined call patterns to maintain conversion velocity and follow‑up consistency.
• Build urgency, rapport, and trust in every interaction, closing decisively with confident communication and assumptive sales techniques.
• Drive repeat business by identifying high‑value accounts, expanding relationships, 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 focus on highest‑yield opportunities.
• Detect and stop low‑value activity early to protect revenue through commercial acumen.
• Maintain complete accuracy in quoting, CRM updates, and call documentation across systems like 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.

Experience And Expertise

• 3+ years 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) with 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 quota‑driven environments.

What Defines You

Core Character

• Extreme Ownership: Execute the mission without waiting for direction.
• Grit & Hunger: Outwork, outlast, and outthink everyone around you.
• Self‑Starter Energy: Spot gaps, fill them, and move before others even notice.
• Loyalty & Integrity: Keep your word, play for the team, and own your reputation.

What We Mean By Grit

• Relentless follow‑through: Pursue a clear yes or no; don’t let deals stall.
• High output as a habit: Work the plan daily and maintain volume during busy seasons.
• Resilient under pressure: Handle rejection, ambiguity, and shifting priorities without losing momentum.
• Competitive drive: Treat targets as non‑negotiable.
• Bias to action: Prefer testing and iterating over waiting for perfect information.

Cognitive & Decision Traits

• High Intellect: Process fast, connect dots, and make the right call under pressure.
• Analytical Judgment: Use data to make decisions, not noise.
• Decisive Execution: Move with conviction, don’t overthink.

Recruiting Process

1. Application Questionnaire
2. 1‑hour Video Call with a Hiring Manager
3. 1‑hour Video Call / Role Play Interview with Talent Acquisition
4. 30‑minute Interview with VP of Inside Sales
5. Offer and Background Check

Salary & Benefits

Salary: $56,250 USD – $112,500 USD.

Global Benefits & Perks at CharterUP:

• Remote‑First Flexibility: Work from any of our 19 approved U.S. states.
• Comprehensive Health & Wellness: Medical, dental, vision insurance, mental health support, virtual care, gym discounts, and family‑building benefits. U.S. employees cover 100% of premiums.
• Paid Time Off: 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: Fast‑moving, ambitious, collaborative team that wins together.
• Referral Rewards: Earn bonuses for bringing top talent.
• Planning for the Future: 401(k) plan in the U.S.; region‑specific savings programs internationally.
• Top‑Tier Tech: Choose a Mac or PC, plus monitor, keyboard, and mouse.

CharterUP is an Equal Opportunity Employer. We are committed to creating an inclusive, accessible, and respectful workplace. 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. If you require accommodation during the recruitment process, please let us know. CharterUP is committed to providing reasonable accommodations during the hiring process. If you need assistance or an accommodation, please contact your recruiter.

Hiring Locations: CharterUP U.S.-based candidates and employees must reside in one of the following states: Arizona, California, Colorado, Florida, Georgia, Hawaii, Mississippi, Missouri, North Carolina, New Hampshire, Nevada, New York, Oklahoma, South Dakota, Tennessee, Texas, Utah, Washington, and Wyoming. We hire in the U.S. and Canada and are actively expanding our global footprint.