[Hiring] Senior Enterprise Sourcing Specialist @CharterUP

Role Description

CharterUP is seeking a data-driven, execution-focused Senior Enterprise Sourcing Specialist to support the design, sourcing, and costing of transportation solutions for some of our largest and most complex Enterprise opportunities.

• Own sourcing for complex Enterprise opportunities across recurring shuttle programs, major events, transit programs, and other large-scale or time-sensitive transportation engagements.
• Understand and evaluate transportation scopes to determine operational requirements, sourcing needs, potential constraints, and overall feasibility.
• Develop accurate and comprehensive program cost models based on the full operational scope and requirements of each opportunity.
• Develop sourcing strategies for complex opportunities, identifying solutions that balance cost, operational feasibility, service quality, capacity, and client requirements.
• Identify and evaluate transportation operators based on pricing, geography, capabilities, capacity, service history, scalability, and overall fit for the opportunity.
• Lead commercial negotiations with operator partners to secure competitive pricing and terms while protecting CharterUP’s operational and service requirements.
• Solve complex supply challenges where traditional sourcing approaches may not be sufficient, using strong judgment and creative problem-solving to develop executable solutions.
• Build and maintain strong operator relationships that strengthen CharterUP’s access to high-quality transportation supply and support long-term Enterprise growth.
• Partner closely with Enterprise Sales throughout the sales and RFP process, providing sourcing strategy, program costs, feasibility assessments, market intelligence, and other inputs needed to develop competitive proposals.
• Partner with Enterprise Operations to ensure effective handoffs when opportunities convert into active programs, clearly communicating operator commitments, pricing, assumptions, risks, and key requirements.
• Support significant operator or commercial escalations after launch when additional sourcing expertise or operator relationship support is needed.
• Maintain accurate sourcing, pricing, operator, and opportunity information within CharterUP’s systems and ensure sourcing activity is well documented.
• Use data and market intelligence to improve sourcing effectiveness, turnaround time, cost competitiveness, operator selection, and capacity coverage.
• Identify emerging supply needs, market constraints, and opportunities to strengthen CharterUP’s transportation network as the Enterprise business continues to grow.

Qualifications

• 5+ years of experience in transportation, mobility, logistics, strategic sourcing, procurement, vendor management, or another relevant operational environment.
• Transportation industry experience is strongly preferred, particularly within passenger transportation, shuttle, transit, motorcoach, mobility, or other complex transportation operations.
• Demonstrated ability to understand complex business or operational requirements and translate them into sourcing strategies and accurate cost models.
• Strong analytical and quantitative skills, including advanced proficiency with Excel or Google Sheets and comfort working with pricing, operational, and market data.
• Strong commercial judgment and negotiation skills with experience negotiating pricing, terms, or service agreements with suppliers or vendors.
• Ability to evaluate suppliers based on a combination of cost, capability, quality, capacity, and operational fit rather than price alone.
• Strong relationship-building skills and confidence working directly with operator partners, business owners, and senior leaders.
• Strong problem-solving skills with the ability to develop creative solutions when traditional sourcing options are limited.
• Excellent organizational skills and the ability to independently manage multiple sourcing opportunities with competing priorities and deadlines.
• Ability to operate effectively in a fast-moving environment where scopes may evolve, information may be incomplete, and timelines may be compressed.
• Strong written and verbal communication skills with the ability to clearly communicate costs, assumptions, risks, and recommendations across Sales, Operations, and leadership.
• High degree of ownership, urgency, judgment, and attention to detail.

Requirements

• Occasional travel to client locations to assist in project launches and operations.
• Occasional travel for team onsite meetings.
• Estimated Travel: 5%-10%. Travel needs may change based on company needs.

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.