Highstreet

2026 - 1598 - Proposal Writer

Remote, United States remote Entry Salary not listed
remote Technology & IT Curated
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About the role

We are seeking a dynamic Proposal Writer with proven Technical Writing experience for Oracle Cloud solutions to join our team and play a pivotal role in the creation, management, and organization of content for RFIs, RFPs, and oral presentation materials. This position is essential to ensure our proposal process is followed rigorously and that all internal milestones are met. All proposal content, including final deliverables, will be maintained in our document management system (Microsoft Teams).
Key Responsibilities
Content Development & Management:
Develop, curate, and maintain high-quality proposal content and supporting materials for Oracle Cloud solutions, ensuring accuracy, consistency, and compliance with client requirements.
Collaboration:
Work closely with our capture management team to develop, refine, and deliver the most current and relevant proposal/orals content—including content and diagrams related to Oracle Cloud services—tailored to specific opportunities.
Service Integration:
Partner with delivery teams to define and draft content for new Oracle Cloud services and unique solutions for inclusion in upcoming proposals.
Process Adherence:
Ensure all proposal content and graphics, particularly those relating to Oracle Cloud, follow established review processes and internal toll gates, maintaining a high standard of proposal content quality and organization.
Content Organization:
Maintain all proposal content in an organized, easily accessible manner within Microsoft Teams.
Required Experience & Skills
Experience:
• Minimum 5 years in content management, proposal writing, or technical sales writing roles.
• Direct experience in Technical Writing for Oracle Cloud is required.
• Direct experience writing SaaS proposals or hands-on experience as a SaaS implementor is required.
• Experience writing proposals for State, Local Government, Higher Education, or Federal clients is highly desirable.
Education:
Bachelor’s degree in Business, Journalism, English, Marketing, or a related field, with a strong emphasis on writing.
Industry Knowledge:
Deep understanding of the SaaS industry and terminology; preferred experience with HCM and ERP systems, especially in the public sector and specifically Oracle Cloud.
Writing & Editorial Skills:
Exceptional written English skills, with demonstrated ability in proofreading, editing, and developing persuasive technical sales content, including for Oracle Cloud solutions.
Technical Proficiency:
High level of proficiency with Microsoft Office and Adobe Acrobat.
Familiarity with proposal automation tools, AI-driven solutions, and content databases.
Project Management:
Strong organizational and project management skills, with the ability to manage multiple deadlines and priorities.
Originally posted on Himalayas

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Role
Technology & IT API integration Project Management Sales Writing remote

Likely questions

  1. Tell us about work you have done that is close to the 2026 - 1598 - Proposal Writer role.
  2. How would you approach your first 30 days at Highstreet?
  3. Which of API integration, Project Management and Sales have you used recently, and what did it help you achieve?
  4. Describe a time you solved a problem without waiting to be told exactly what to do.
  5. How do you stay organised and communicate clearly when working remotely?

Prepare before the call

  • A recent example that proves your experience with API integration, Project Management and Sales.
  • One short story with a problem, your action, and the result.
  • Two examples that show the strengths listed on your CV.
  • A clear reason why this role and company interest you.
  • Your availability, preferred work style, and salary expectations.

Ask them

  • What would success look like in the first 90 days?
  • What are the main problems this hire should help solve?
  • How does the team give feedback and measure good work?
  • What does a normal working week look like for this role?
Practice line

I am interested in the 2026 - 1598 - Proposal Writer role because I can bring practical experience in API integration, Project Management and Sales, learn the team quickly, and contribute to the outcomes Highstreet needs from this hire.

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