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Windmill Microlending

Senior Specialist, Grants and Donor Stewardship

Toronto, ON, Canada

Pay: $70,000 to $80,000 CAD / year
Job type: Contract
Apply by: Oct 22, 2026
Experience: Minimum of 4–5 years of progressive experience in a fund development role, with a strong emphasis on grant/proposal writing, prospect research, and major gift stewardship.
Working hours: 40 hours/week
Posting language: English
Posted: Sep 22, 2026

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Original job description

About Windmill Microlending:

Windmill Microlending is a registered Canadian charity that empowers skilled immigrants and refugees by offering affordable loans, coaching and mentorship to restart their careers in Canada. Since 2005, we have provided over 15,000 loans, helping newcomers triple their incomes.

We are proud to be Great Place to Work certified, boasting an 85%+ average employee engagement score driven by a culture of inclusivity, exceptional teamwork and strong leadership.

The role:

Windmill Microlending is seeking a highly skilled, and results-driven Senior Specialist, Grants and Donor Stewardship to join our national Development team. Reporting to the National Director, Philanthropy and Campaigns, this role operates at the critical intersection of high-stakes fundraising, complex corporate/institutional compliance, and impact storytelling.

The successful candidate will serve as the lead writer for major proposals, complex institutional grant reporting, and advanced donor journeys. Acting as a critical partner to senior development staff, you will manage complex project work, execute deep prospect research, and design sophisticated stewardship frameworks that protect and grow Windmill’s philanthropic revenue.

Key responsibilities:

Complex Grant Reporting & Proposal Development (60%)

Draft, edit, and project-manage complex, high-quality proposals, business cases, and customized funding applications for foundations, corporations, and government funders.
Lead the creation of intricate, customized impact and financial reports for major donors ($10K+), private funders, and institutional partners, translating data into compelling narratives.
Collaborate closely with program, finance, and client success teams to gather, verify, and accurately report on outcomes, complex budgets, and impact data.
Build and maintain a sophisticated, centralized repository of standardized language, case studies, metrics, and outcomes to optimize proposal and reporting efficiency.
Rigorously track complex reporting obligations and milestones to ensure 100% timely submission of all deliverables.

Strategic Stewardship & Partnership Fulfillment (20%)

Design, implement, and optimize a comprehensive donor recognition and stewardship strategy aimed at increasing retention and donor lifetime value across major gift and corporate portfolios.
Develop and evaluate structured, high-touch stewardship journeys for corporate partners, foundations, and leadership donors.
Partner with the marketing and communications team to capture client success stories and elevate high-impact donors across digital channels and stewardship materials.

Prospect Research & Senior Development Support (10%)

Support senior development staff by using research tools to identify, vet, and profile potential new individual, foundation, and corporate prospects.
Align research and proposal development with Windmill's diverse priorities, identifying prospects with an interest or linkage to operating needs, capital campaigns, or the Community Bond program.

Systems, Data & CRM Integrity (10%)

Maintain meticulous records within Salesforce, tracking donor engagement metrics, reporting requirements, and moves management timelines.
Audit and recommend system enhancements to improve donor experience data, segmentation strategies, and overall fundraising effectiveness.

The ideal candidate:

You are an analytical strategist and a master storyteller rolled into one. You see stewardship, complex reporting, and the creation of compelling grant proposals for corporate and foundation partners as critical mechanisms for deepening trust, securing renewals, closing campaign goals, and driving business development. You possess the emotional intelligence to collaborate across technical program or finance teams, paired with the professional polish required to write for institutional gatekeepers and high-net-worth investors. Highly organized and data-informed, you thrive on managing overlapping timelines and delivering flawless, high-stakes outcomes

Competencies and characteristics:

Proven track record of drafting successful proposals for multi-year investments of $10,000 to $500,000
Proven track record of creating and managing stewardship reports for multi-year investments.
Superb written communication skills in English, with an ability to distill complex socioeconomic data into moving, logical cases for support.
Methodical project-management skills with strict adherence to deadlines.
Understanding of innovative non-profit funding models, corporate social responsibility (CSR) priorities, or social finance is highly desirable.
Familiarity with and commitment to the donor cycle and the processes associated with guiding prospective supporters to give and renew their giving.
Goal-oriented self-starter, driven and motivated to meet and exceed targets.
Ability to craft compelling cases for support that resonate with diverse stakeholders.
Ability to analyze donor trends, measure fundraising effectiveness, and adapt strategies accordingly.
Excellent written and verbal communication in English. Bilingualism in French is an asset.
Flexible and team-oriented, taking pride in setting others up for success and meeting new challenges and change with positivity.
Collaborative, values-driven and results-oriented.

Qualifications and knowledge:

Bachelor’s Degree or equivalent education/experience
Minimum of 4–5 years of progressive experience in a fund development role, with a strong emphasis on grant/proposal writing, prospect research, and major gift stewardship.
Experience with donor-advised funds, planned giving, and capital campaigns
Experience in stakeholder engagement within the nonprofit, corporate, or public sectors
Knowledge of Salesforce software preferred
Intermediate to advanced Google Workspace skills (Gmail, Drive, Gemini, Docs, Sheets, Calendar)

Compensation and benefits:

Starting salary range $70,000-$80,000 annually, based on skills and experience required for the role
One-year contract, with the possibility of extension
Full-time position, 40 hours/week
Hybrid work solution with a minimum two (2) days in the office
Position available in Toronto, ON / Calgary, AB / Montreal, QC or remote location
Three weeks’ vacation, plus a company-wide winter break
Flexibility to work outside of regular business hours due to meetings or events
Benefits plan – medical, dental, short & long-term disability, and life insurance
Annual Wellness budget to support personal well-being
Evolving DEI initiatives – our staff is representative of our client base

How to apply:

Please submit, in confidence, your résumé, and cover letter that sets out your interest in the role and highlights your relevant experience. Applications without a cover letter will not be considered. Please include your salary expectations in your cover letter.

We thank all candidates in advance. However, we will only contact those selected for an interview.

Windmill Microlending is an equal-opportunity employer. Adhering to Canada’s Human Rights Act, Windmill grants equal employment opportunity to all qualified persons without regard to race, creed, colour, gender identity or expression, disability, sexual orientation, family status, marital status, citizenship, ancestry, ethnic origin, age, or place of origin. We celebrate diversity and are committed to creating an inclusive environment for all employees.

As an active participant in the Federal Government’s 50-30 Challenge, we are committed to building a more diverse, inclusive, and vibrant economic future for Canadians by attaining gender parity and significant representation of underrepresented groups on our board and in senior management positions.

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More about this job

Responsibilities

The Senior Specialist will lead the drafting of complex grant proposals and impact reports while managing donor stewardship strategies. They will also support the development team through prospect research and maintaining data integrity within the CRM system.

Requirements

Candidates must have a bachelor's degree and at least 4-5 years of progressive experience in fund development, specifically in grant writing and major gift stewardship. Strong written communication skills and proficiency in Salesforce and Google Workspace are required.

Skills

Grant writing
Proposal development
Donor stewardship
Prospect research
Project management
Data analysis
Salesforce
Strategic planning
Impact reporting
Communication
Budgeting
Relationship management
Storytelling
Fundraising
Corporate social responsibility

Benefits

Medical insurance
Dental insurance
Short-term disability
Long-term disability
Life insurance
Annual wellness budget
Company-wide winter break
Three weeks vacation

Visa sponsorship

Not detected in the job text

Keywords

Grants
Donor stewardship
Fundraising
Non-profit
Salesforce
Proposal writing
Impact reporting
Prospect research
Corporate social responsibility
Social finance
Capital campaigns
Google Workspace
Data analysis
Stakeholder engagement
Philanthropy
Business development
Project management
Donor retention
Moves management
Strategic planning

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