About CharterUP. CharterUP is transforming the $30 billion group transportation industry with cutting-edge technology and innovative SaaS software, delivering an industry-leading experience for both customers and operators. Trusted by most Fortune 500 companies, our platform connects 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 organizing a corporate event, a company shuttle, or a wedding. By streamlining what was once a fragmented and stressful process, CharterUP brings transparency, accountability, and efficiency to an industry overdue for innovation
With CharterUP, group transportation is no longer a hassle but an elevated, reliable experience. Join us as we lead the future of group travel.
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 some of the most driven minds in tech, all while working in a remote-first environment with a tech hub in Austin, TX.
- Funding and Stability: Our $60 million Series A funding was just the start—we’re poised for even greater expansion, and you can be part of this exciting journey. CharterUp has achieved this growth profitability and efficiently, ensuring long-term stability.
About the Role
Title: Proposal Writer
Reports to: SVP of Business Development and Operations
Location: Remote, USA
CharterUP is seeking a proactive Proposal Writer to support the growth of the company by developing and managing proposal responses. In this collaborative role, you'll work closely with sales teams, internal departments, and external stakeholders across all business segments.
The ideal candidate will have a strong background in CharterBus and Transportation, with experience in proposal development, content organization, and cross-team collaboration. This role goes beyond proposal writing, encompassing tasks such as content organization, project coordination, and supporting various business segments company wide.
What You’ll Do
- Lead and support the proposal development process, collaborating with sales teams, engineering, product, legal, and other internal departments to draft customized responses for RFPs, RFIs, MSAs, and other proposals across all business segments.
- Enhancing proposal development by creating a digital content library, streamlining content organization and ensuring accuracy and accessibility.
- Take ownership of ancillary proposal-related tasks, including managing login portals, coordinating the completion of pre-qualification forms, and ensuring compliance with submission requirements, deadlines, and formatting.
- Contribute to enhancing internal processes by optimizing proposal workflows and ensuring efficient document management.
- Coordinate internal teams to ensure proposals are comprehensive and deliver the most effective solution for potential clients.
- Support sales efforts with presentation materials, proposal reviews, and recommendations based on client needs and presenting on proposals to potential clients.
- Utilize your experience in the CharterBus industry sectors to ensure proposals resonate with industry-specific challenges and opportunities.
What You’ll Bring
- 3+ years of experience in proposal development, project coordination, or related roles within the CharterBus, Transportation, or Transit industry.
- Bachelor’s degree in Communications, English, Business Administration, or a related field,
- Proven ability to manage proposal content, write clear, concise, and persuasive proposals, and organize complex documentation.
- Adept project management skills and the ability to collaborate across departments while meeting deadlines.
- Proficiency in using tools such as Google Suite, Adobe Acrobat, proposal management software (e.g., Loopio, RFPIO), and advanced Excel/Google Sheets skills.
- Familiarity with legal and contractual language, including Master Service Agreements (MSAs), and a strong understanding of procurement processes.
- Excellent communication and collaboration skills, with the ability to work with diverse teams across multiple business segments
Recruiting Process
- Step 1 - Video call: Talent Acquisition interview
- Step 2 - Video call: Hiring Manager interview
- Step 3 - Video call: Team interviews
- Step 4 - Offer & reference check
- Welcome aboard!
Compensation
- Comprehensive benefits package, including fully subsidized medical coverage for the employee
- 401(k) plan
CharterUP is an Equal Opportunity/Affirmative Action Employer. We make all employment decisions including hiring, evaluation, termination, promotional and training opportunities, without regard to race, religion, color, sex, age, national origin, ancestry, veteran status, sexual orientation, physical handicap, mental disability, medical condition, disability, gender or identity or expression, pregnancy or pregnancy-related condition, marital status, height and/or weight.
CharterUP candidates and employees must reside in any 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.
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What We Do
CharterUP is the world’s largest bus‑booking platform—an AI‑powered marketplace and operating system for group transit. We let organizations book vehicles in minutes with instant pricing, real‑time availability, and transparent operator selection across a vetted network of 500+ operators and 6,000+ vehicles in all 50 states and Canada. Customers manage trips end‑to‑end with Rider and Driver apps for live tracking, seat reservations, passenger management, and automated updates, and can license a white‑label solution to run ongoing shuttle programs under their own brand. From daily employee shuttles and campus routes to major events, construction logistics, and emergency response, CharterUP pairs nationwide scale with modern software to make complex transportation simple, reliable, and auditable.
Why Work With Us
CharterUP is the world’s largest bus‑booking platform - an AI‑powered, self‑serve marketplace and OS for group transit - uniting 500+ operators and 6,000+ vehicles across the U.S. & Canada. We move fast, give you ownership of outsized problems, and deliver. Help modernize an under‑innovated industry, win big with results, and grow at startup speed.
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