If you thrive in a team-oriented workplace that challenges your skills, to drive your career development, embraces diversity and rewards innovation, with competitive pay and great employee programs, join the GDI Ainsworth team today!

The Senior

Manager, Proposal Strategy & Content Enablement serves as the strategic owner and connective leader for proposal content and strategic response initiatives across the organization. With one direct report, this role functions as a player-coach, accountable for outcomes, prioritization, and forward momentum—while actively contributing to tactical deliverables where needed to ensure quality, speed, and impact. Act as the central point of leadership and alignment for proposal content, strategic responses, and proposal enablement across the business.

Provide strategic guidance, standards, and frameworks to proposal, BD, and operational sales teams. Own the implementation, scaling, and optimization of proposal software across the business to improve proposal effectiveness, efficiency, and consistency. Define the vision and roadmap for proposal technology and content systems.

Drive use of standardized language, templates, and reusable content. Track and communicate impact through metrics such as cycle time, content reuse, and response quality. Own proposal and content outcomes, including quality, effectiveness, and strategic impact.

Provide real-time coaching and quality oversight. Oversee governance and evolution of proposal content and response assets. Ensure content is current, compliant, reusable, and aligned to strategic messaging.





Translate complex SME inputs into transparent, compelling proposal content. 7–10+ years of experience in proposal management, sales enablement, content strategy, or related roles. Actual salaries will vary based on factors such as education, experience, knowledge, skills, and abilities, as well as alignment with market data. The base salary is just one component of Ainsworth’s total compensation package, which also includes additional rewards and benefits such as short-term incentives and health insurance, among others. interested applicants are encouraged to apply as soon as possible.

GDI Ainsworth is growing at an unprecedented rate and to help attract and retain top talent, we provide benefits on your first day with us. Comprehensive health, dental and medical benefits, including wellness supports, RSP matching and generous vacation Diversity: An inclusive organization that embraces diversity and belonging; GDI Ainsworth is committed to building a diverse and inclusive workplace. Qualified designated group members are encouraged to apply as any reasonable accommodation of qualifications will be considered as per our Accommodation Policy, available upon request.

GDI Ainsworth is an integrated multi-trade company, offering end-to-end services and solutions for all asset maintenance and refurbishment requirements of our customers. We are continually striving to create better and more advanced products as well as provide the highest quality service. We are rapidly growing and need talented professionals to help drive our vision at becoming the best multi-trade company in the country!

📌 Senior Manager, Proposal Strategy, Content & Enablement (Mississauga)
🏢 Ainsworth
📍 Mississauga