The Three Month Toolkit is designed to help you get to know your match! Filled with conversation starters and activities, this is a menu of options to help you get started. The Three Month Toolkit is not required, and you are welcome to use it in a way that works best for you and your match.
Activities are a mix of virtual and in-person options. For more ideas for match activities, check out the Mentoring Road Map Milestone pages or reach out to your staff contact!
Conversation Starters
What flavor of ice cream do you wish existed?
Time freezes one day for the whole world (except for you). What do you do?
What odd smell do you really enjoy?
Activity: Have a Game Night! Play Uno, 20 Questions, charades and more.
Conversation Starters
If you could have any animal as a pet, what would you choose?
What is one mystery you wish you had the answer to?
What are you most looking forward to about getting older?
Activity: Take a personality test together and get to know each other better! It's a good idea to take the personality test before your meeting. Talk about your personality types. How are you alike? How are you different? Did anything surprise you?
Conversation Starters
What movie or show can you watch over and over without getting tired of it?
Do you watch sports? If so, who is your favorite player or team?
What is one thing that you feel most misunderstood about?
Activity: Do something together outdoors OR attend a sports event.
Conversation Starters
What are three of your pet peeves?
If you could have dinner with anyone, living or dead, who would it be?
What is something you want to learn to do in the next year? Why?
Activity: Tour a Museum! Click the link for a virtual tour or head to a museum to learn and explore something new with your match.
Conversation Starters
What is your favorite book?
If you could live anywhere, where would it be?
Have you ever had a nickname? Do you like it?
Activity: Start a Book Club! Rent from a library, buy books or check out the DC Public Library's free selection of online books.
Conversation Starters
Do you think that aliens exist? Why or why not?
What is your favorite way to start the day?
Who is the best teacher you ever had? Why?
Activity: Visit the Kennedy Center! Watch a performance from the Kennedy Center online and talk about it or check out the free performance schedule for the Millenium Stage.
Conversation Starters
What is the spiciest thing you've ever eaten? Would you eat it again?
What is your favorite family recipe?
If you were only allowed to eat three foods for the rest of your life, what would they be?
Activity: Dinner Together! Cook or have dinner together (or apart)! Try out healthy recipes from the Kid Power VeggieTime Team!
Conversation Starters
If you could only listen to three musical artists for the rest of your life, who would you pick?
If you could see anyone in concert, living or dead, who would you choose?
If someone offered you $1 Million to accurately recite all the words to one song, what song would it be?
Activity: Tiny Desk Concert! Check out the Tiny Desk at Home Concerts and Tiny Desk on YouTube and discuss your favorite artists and discover new ones OR share your favorite music video with your match!
Conversation Starters
If you had to change your name, what would you change it to? Why?
What is your favorite part of your daily routine?
What is a language you have always wanted to learn?
Activity: Learn a new language! Take a few lessons on Duolingo together and learn a little of a new language. Many of the city's embassies also have movie nights - see if you can take your learning further!
Conversation Starters
How should success be measured? By that measurement, who is the most successful person you know?
Who are some of the people you admire and why?
If you could master any skill, what would it be?
Activity: Learn to Code! Learn how to code with Hour of Code and Microsoft or explore one of the Microsoft Stores free workshops.
Conversation Starters
What is your favorite compliment to receive? Why?
What accomplishment are you most proud of?
Where do you see yourself in 5 years?
Activity: Movie Night! Go see a movie or have an at home movie night using Teleparty or watch a documentary on YouTube.
Conversation Starters
If you could choose to do anything for the day, what would it be?
What is the best gift you've been given?
What is your favorite thing to do to take care of yourself?
Activity: Self-Care! What does your self-care look like? Share with your match or try something new. Try yoga, new hair care, a DIY sugar scrub or just head out on a walk together! Head to our Managing Stress Page for more ideas!