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Win With Your Charity
Micro-Donations. Massive Impact.

Everyday Purchases.
Real Impact.

Our platform connects donors, employers, and retailers to fund essential services — with built-in rewards that keep people engaged in giving.

26%

Say Yes at Checkout

Leverage proven checkout giving behavior to raise funds all year — not just during seasonal campaigns.

$2B

Scalable Giving Potential

A unified platform for POS, payroll, and online giving unlocks meaningful volume for high-impact causes.

4

Core Impact Pillars

Behavioral health, homelessness aid, re-entry support, and childcare access — funded together.

Why We Do It

Win With Your Charity unites nonprofits, employers, and retailers on a single platform that funds critical support for families facing mental health challenges, housing insecurity, childcare gaps, and the transition from incarceration.

To make essential services accessible to everyone by turning everyday transactions into opportunities to give — and to win.
Woman giving heart - community impact

Simple for donors.
Smart for partners.

Donors give where they shop and work — and stay engaged through meaningful rewards.

1
🛒

Give at Checkout

The POS system prompts a small donation — $1, $3, or a custom amount. Customers who donate are automatically entered into sweepstakes drawings for gift cards, cash prizes, experiences, and event tickets.

2
💼

Round Down Payroll

Employees opt in through their payroll portal. Each paycheck is rounded down to the nearest whole dollar — the difference is donated automatically and enters them into sweepstakes drawings.

3
🏆

Enter to Win

Each qualifying donation doubles as a sweepstakes entry — with chances to have purchases paid for, win gift cards, curated experiences, concert tickets, and more. Giving feels rewarding.

Behind the scenes: Our integrated platform securely processes donations, manages sweepstakes, and routes funds to high-impact nonprofit partners — while providing transparent reporting for all stakeholders.

Built for Every Partner

Whether you’re a merchant, employer, payroll platform, or donor — there’s a role for you.

Checkout Charity Program

Win With Your Charity helps retailers raise charitable donations during checkout and gives customers an exciting reason to contribute — while also creating a new revenue stream for your business.

  • 💰
    New Revenue from Existing TransactionsRetailers receive a share of the donations generated through their stores — a new revenue opportunity without raising prices or changing operations.
  • 🎯
    Increased Customer EngagementCustomers are more likely to donate when they have the opportunity to win prizes. This creates a fun, interactive checkout experience that encourages repeat engagement.
  • 🔗
    Seamless IntegrationWin With Your Charity handles POS integration, donation processing, sweepstakes administration, and reporting and compliance. Plug in and go.

How It Works

1 A customer completes a purchase
2 The POS system prompts a small donation (e.g., $1, $3, or custom amount)
3 Customers who donate are automatically entered into sweepstakes drawing
4 Donations are securely processed through the platform

A portion of every donation supports charitable programs, platform operations, sweepstakes prizes, and participating retailers.

Round-Down Payroll Giving

Allow employees to donate automatically through payroll while giving payroll platforms and employers the opportunity to participate in the revenue generated by the program.

  • 📈
    Revenue ParticipationPayroll providers and employers receive a share of the proceeds generated through employee participation — a scalable new revenue opportunity tied to employee engagement.
  • ⭐
    New Value-Added ServiceOffer clients a built-in charitable giving program with incentives and rewards, differentiating your platform from competitors.
  • 🔗
    Seamless IntegrationWin With Your Charity manages donation processing, sweepstakes administration, and reporting and compliance. Payroll providers simply integrate the feature into their system.

How It Works

1 Employees opt in through their payroll portal
2 Each paycheck is rounded down to the nearest whole dollar
3 The difference is donated automatically
4 Each contribution enters the employee into sweepstakes drawings

Small contributions across an entire workforce generate substantial funding while creating a new value stream for payroll platforms.

For Donors

Track your donations, explore causes, and see winners through a personal dashboard. Give confidently knowing your support fuels verified programs across our four pillars.

  • 🎁
    Give & WinEvery qualifying donation is also a sweepstakes entry — with chances to win gift cards, cash prizes, experiences, event tickets, and purchase reimbursements.
  • 📊
    Transparent ReportingAccess records of your contributions for tax reporting and see exactly how funds are allocated across our four impact pillars.
  • ❤️
    Causes You Care AboutYour donations fund behavioral health, homelessness aid, re-entry support, and childcare access — programs that change lives in your community.

Ways to Give

🛒 Add a small donation at checkout when shopping at participating retailers
💼 Opt into round-down payroll giving through your employer’s portal
🏆 Every contribution enters you into sweepstakes drawings automatically

For Investors

Win With Your Charity is building a scalable micro-giving engine that works at checkout and through payroll — paired with transparent reporting and sweepstakes engagement.

  • 🚀
    Scalable ModelBy embedding micro-donations into checkout and payroll flows and pairing them with sweepstakes, we enable consistent nonprofit funding while partners gain a turnkey social-impact tool.
  • 🔄
    Repeatable RevenueThe model is scalable, repeatable, and designed for long-term adoption — aligning purpose with performance across merchants, employers, and donors.
  • 📋
    Compliance FirstSweepstakes are structured and administered in compliance with applicable laws. Clear rules, regular communication, and documented fund flows built in from day one.

The Opportunity

Boost brand loyalty, support your community, and share in the upside. A portion of every donation is returned to partners, aligning purpose with performance while our platform handles compliance, data, and sweepstakes administration.

Start a Conversation

Four Core Pillars of Impact

Every donation funds essential services across these four critical areas.

🧠

Behavioral Health & Rehab

Expanding access to counseling, addiction treatment, and recovery services for individuals and families.

🏠

Homelessness Aid

Supporting shelter, housing navigation, and wraparound services that help people rebuild stable lives.

🔓

Re-Entry Support

Helping justice-impacted individuals rebuild with job training, mentorship, and community support.

👶

Childcare Access

Funding safe, affordable childcare so parents can work, heal, and thrive in their communities.

Ready to Win With Your Charity?

Join a movement where generosity is rewarded, partners are empowered, and communities receive the support they deserve.

Frequently Asked Questions

What is Win With Your Charity?

A micro-giving and engagement platform that connects donations made at checkout and through payroll with promotional sweepstakes — creating sustainable funding for nonprofits while offering meaningful benefits to donors, merchants, and employers.

How does the donation model work?

Donors can give by adding a small contribution during a purchase at participating retailers, or by opting into a round-down option on their paycheck. Donations are processed through the platform and automatically allocated based on our funding model.

What is the sweepstakes component?

Qualifying donations provide entries into promotional drawings for prizes such as having purchases paid for, gift cards, or curated experiences. Sweepstakes are structured and administered in compliance with applicable laws.

How do merchants or employers integrate?

Win With Your Charity works with POS and payroll providers to connect our GIVE API with existing systems. Implementation can range from simple configuration changes to deeper integrations, depending on the partner’s technology stack and goals.

What nonprofits are supported?

The platform is built around four core pillars: behavioral health and rehabilitation, homelessness aid, re-entry support for justice-impacted individuals, and access to childcare. Partner nonprofits are vetted to ensure alignment with these pillars.

Are donations tax-deductible?

In general, donations routed through Win With Your Charity to qualified charitable organizations are intended to be tax-deductible, subject to applicable laws and individual circumstances. Donors will have access to contribution records for tax reporting.

How does the platform generate revenue?

A portion of each donation is allocated to platform operations and technology — supporting integrations, security, compliance, sweepstakes administration, and continuous improvement — while keeping the majority of funds flowing to nonprofit partners and prizes.

How is transparency ensured?

Donors, merchants, employers, and nonprofits have access to dashboards and reports that summarize donations, allocations, and sweepstakes outcomes. Clear percentage breakdowns and documented processes help ensure everyone understands how funds flow.

Get Started

Interested in partnering, requesting beta access, or learning more? Send us a note and we’ll follow up shortly.

Let’s Talk

Whether you’re a nonprofit, merchant, employer, or payroll provider, we’d love to hear from you.

📞 520-388-0155
👤 Larry Wiley, Contact

You can also email us at larry@winwithyourcharity.com