The Strategic Donor Guide

A practical guide for donors who want to give more intentionally, especially when appreciated securities, high-income years, recurring grants, or estate planning are part of the picture.

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Created for Strangers in the Night supporters in partnership with 3D Financial Solutions.

WHAT YOU’LL LEARN

Executive Summary

Many donors give generously, but not always with a clear structure. Donations may happen in response to a gala, a year-end request, a friend’s campaign, a hospital foundation, a school initiative, or a crisis. Each gift may be meaningful, but over time the donor can be left with scattered records, rushed decisions, and limited coordination between charitable intent, tax planning, and long-term impact.

The Strategic Donor Guide is designed for individuals who want to make charitable giving more intentional. The central question is not simply how much to give. It is how to organize giving so that generosity, timing, tax efficiency, and recurring community support work together.

A donor-advised fund can help by separating two decisions that donors often force into the same moment: when to set aside charitable capital and where to grant it. A donor may contribute cash or eligible assets, receive the applicable charitable receipt, and recommend grants to charities over time. Once assets are contributed, they are dedicated to charitable purposes and can be granted to registered charities and other qualified donees over future years.

This flexibility can be useful in several situations. A donor may be in a high-income year, selling a business, receiving a bonus, exercising options, rebalancing a portfolio, or planning a larger charitable gift before year-end. The donor may want the charitable receipt now, but still need time to decide which charities should receive support and in what amounts.

Appreciated securities are another important consideration. Where the rules apply, donating eligible appreciated public securities in kind may reduce the taxable capital gain to zero while producing a charitable receipt based on fair market value. This can preserve more value for charitable giving compared with selling the securities first and donating cash.

A donor-advised fund can also create better discipline. Instead of making disconnected one-off gifts, a donor can set annual giving priorities, schedule recurring grants, maintain a clear grant history, and review impact over time. This can be useful for donors who support multiple charities, want to avoid year-end scrambling, or want to build a lasting charitable rhythm.

The strategy is not only technical. Good charitable planning also helps donors clarify what they care about. Some donors may want to focus on health care, education, poverty relief, youth development, women’s shelters, food security, or local community support. A structured giving process can help translate those priorities into recurring action.

A donor-advised fund is not always the right tool. Direct giving may still be better for small one-time cash gifts, urgent gifts to a known charity, or donations connected to tickets, auctions, sponsorship benefits, or other personal benefits. Very large or complex situations may also require comparison with a private foundation or another structure.

The main question is not whether the donor is generous. The question is whether the donor’s giving would benefit from more structure. For donors with appreciated securities, high-income years, recurring charitable commitments, multiple causes, or a desire to build a more organized giving process, a donor-advised fund may provide foundation-style structure without the administration of a private foundation.

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A 30-minute review can identify whether this structure fits

A short conversation can help determine whether a donor-advised fund may be relevant based on your appreciated securities, income timing, recurring giving goals, estate or legacy considerations, and desired level of structure.

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The gala is one night. The mission continues

Strangers in the Night brings people together around generosity, community, and the belief that local support can make a real difference.

This guide was created to help SITN supporters think beyond a single evening of giving and consider how charitable capital can be organized with more intention. For some families, that means creating a repeatable annual giving process. For others, it means involving the next generation, supporting recurring grants, or reviewing appreciated securities before making a major gift.

The objective is not to replace the emotion of giving. It is to give that generosity a structure that can last beyond the event.