Proposal Management Specialist (Bid Proposal)
Helpware | Revenue Strategy | Manila or Cebu
Role Overview
The Proposal Management Specialist owns the production, quality, and competitiveness of inbound and outbound bid responses in support of our Sales Organization.
You will work directly with sales leadership, division heads, pricing, and legal to convert qualified opportunities into signed contracts. Success in this role moves win rate, deal velocity, and average contract value. This is a high-visibility seat with direct exposure to the CRO and division heads.
Core Responsibilities
- Lead end-to-end response on RFPs, RFIs, RFQs, security questionnaires, vendor risk assessments, and unsolicited proposals.
- Translate technical capabilities across Helpware's four divisions into client-specific value propositions.
- Coordinate input from sales, operations, pricing, legal, security, and HR to assemble compliant, on-brand responses.
- Maintain and improve the proposal content library, boilerplate, and response templates.
- Partner with marketing & enablement on case study development, capability statements, and one-pagers.
Required Background and Qualifications
- 1 to 2 years of experience in proposal writing, bid management, sales enablement, or B2B content development. BPO, SaaS, or professional services background strongly preferred.
- Native or near-native English written fluency. Portfolio of written work required at interview stage.
- Demonstrated experience responding to enterprise procurement processes including RFP, RFI, and security or vendor risk questionnaires.
- Track record of meeting tight deadlines on complex, cross-functional deliverables with multiple stakeholders and managing multiple concurrent pursuits in fast-paced, deadline-driven environments.
- Strong commercial judgment and the ability to read between the lines of a buyer's requirements.
- Bachelor's degree in business, marketing, communications, or a related discipline preferred but not required. Equivalent practical experience considered.
Technical Expertise
- Microsoft Office: Advanced proficiency in Word, PowerPoint, and Excel including pivot tables, lookups, and basic financial modeling.
- CRM platforms: Hands-on experience with HubSpot strongly preferred. Salesforce experience also acceptable.
- Knowledge management: Familiarity with Notion, Confluence, SharePoint, or Google Drive for structured content libraries.
- Document craft: PDF editing, version control discipline, template design, and brand consistency.
Preferred Qualifications
- Prior experience writing for outsourcing, customer experience, AI services, or technology services categories.
- Experience working with US-based or global enterprise buyers.
- Exposure to security and compliance frameworks such as SOC 2, ISO 27001, GDPR, or HIPAA.
- Background in management consulting, agency strategy, or sales engineering.
Skills Required
- 1-2 years experience in proposal writing, bid management, sales enablement, or B2B content development
- BPO, SaaS, or professional services background
- Native or near-native written English; portfolio of written work required at interview
- Experience responding to enterprise procurement processes (RFP, RFI, security/vendor risk questionnaires)
- Ability to meet tight deadlines on complex, cross-functional deliverables and manage multiple concurrent pursuits
- Strong commercial judgment and ability to interpret buyer requirements
- Bachelor's degree in business, marketing, communications, or related (or equivalent practical experience)
- Advanced Microsoft Office proficiency: Word, PowerPoint, Excel (pivot tables, lookups, basic financial modeling)
- Hands-on experience with CRM platforms (HubSpot preferred; Salesforce acceptable)
- Familiarity with knowledge management systems (Notion, Confluence, SharePoint, or Google Drive)
- PDF editing, version control discipline, template design, and brand consistency
- Experience writing for outsourcing, customer experience, AI services, or technology services categories
- Experience working with US-based or global enterprise buyers
- Exposure to security and compliance frameworks (SOC 2, ISO 27001, GDPR, HIPAA)
- Background in management consulting, agency strategy, or sales engineering
What We Do
Founded in 2015, Helpware is a company taking a modern approach to the outsourcing industry. We created the company to change perceptions of what outsourcing is and can be, and we did that by building amazing cultures in each of our locations, and by simply treating our employees better. With Helpware, we are all a team and family, and you'll see that true difference when partnering with us. Helpware builds customized teams in Customer Service and Back Office for industry-leading startups and modern companies. With offices in California, Colorado, Kentucky, Ukraine, Philippines, Germany, and Mexico, we have the global scale to tailor custom teams and processes for success to our many powerhouse clients. Helpware has grown over the years, initially catering to startup client partners, and has now evolved into creating client partnerships with large enterprises as well.
