Core lessons learned from two donation workshops (Giving Game Events) allocating ~€50k with groups of 10-15 people over 1-3 days:

• Charity Portfolios Over Single Choices: If you allocate a lot of money between charities I encourage the use of portfolios instead of single choices. This approach made it easier to change minds and allow participants to accommodate their personal preferences.
• You can actually change people’s minds: Almost everyone moved at least 20% of their portfolio to a different organization during the event, many changed 50% or more across sectors. 
• Charity Assessment is hard: Charities should make it easier for donors to assess them by providing summarized yearly reports with quantified theories of change, but also very concrete and up-to-date funding needs for projects.
• Tax Deductibility: This was a major issue, but we managed to mitigate some problems via donation swaps (I applaud organizations like Effektiv Spenden for expanding the ability to donate to charities worldwide from Germany.)
  
   

Recommendations if you want to set-up a Giving Game yourself:

• Utilize Existing Resources: Feel free to use the documents we used as a template for inspiration or those of others.
• Timing and Scheduling: Aim for late November, as this is typically the giving season. Schedule early; perhaps you might even send a quick message to a friend right now who could help you organize a Giving Game Weekend. The total effort / event for me was probably around 5-10h.
• Seek Expertise: Try to include people knowledgeable about different donating areas.  The Effective Altruism movement has some really good resources on donating and charity evaluation, as well as local groups worldwide one can reach out to.
• Have fun: Good food, walks, and games like the Trolley Problem card game are highly recommended.