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23 Questions that Lead Homeschoolers to the Right Colleges

girl in ripped lack jeans doing the collge search on the computer

Make your homeschooler’s college search a thoughtful and personalized one.

Confused about how to start the college search with your homeschooler?

Have you poked around online - only to feel more overwhelmed?

It’s easy to think the golden ticket is Google.

Or the Fiske Guide.

Or your own alma mater.

But the answer is sitting right across the room - go on, take a peek over your computer screen.

Yup. The answer lies in that kid who’s probably scrolling through their phone right now.

This ain’t gonna be easy.

In fact, if they’re like most teenagers, it’s gonna sting.

You see, your kid needs to start the college search by going existential. They need to question who they are and what motivates them.

Quite likely, it’ll be the first time they’ve asked themselves questions like these. But answering in a thoughtful way will create a transformation that will totally wow them.

And you.

(And the admissions officers at Harvard or Swarthmore or Reed.)

So how are you going to get their Kierkegaard on?

Imagine this.

It’s Monday night at 7. Your homeschooler is sitting cross-legged on the floor as they hand you over a paper filled with ramblings and musings about who they are.

You take a sip of your chamomile tea and the two of you chat about the ideas that light them up, the values they hold dear, and the future they imagine for themselves.

You can’t help but look at that kid of yours with wonder and say to yourself, “They’re gonna be just fine.”

That Monday night should be every Monday night. Same time. Same place. Same positive energy. Schedule it. Follow through with it.

My most successful familes (making it through this process without giving their kids up for adoption) have regular “college chats.”

And on that first Monday night (or Tuesday night or Saturday morning), tell them that the college search starts with them and ends with them.

So, before you open a new tab and head over to College Board’s Big Future, print the following questions out. Tell your homeschooler you’ll discuss at next week’s “college chat.”

Eric Furda, Dean of undergraduate admissions at the University of Pennsylvania, encourages all students to start with the Five I’s when starting the college search. I took the liberty of using the Five I’s but inserted the questions I ask every new student about to start on this journey.






The college search shouldn’t start with brand names or rankings or stats.

And the college search shouldn’t start with random scouring of the internet.

You have an opportunity to start a conversation with your homeschooler. And to have a real conversation, you need to listen more than you talk.

Listen to what they say about who they are, what matters most to them, and what they imagine their future selves to be.

Teach them to listen to their inner self as it guides them through this next chapter of their life.

Treat this process the way you’ve always treated your homeschooler and homeschooling.

With passion.

With purpose.

With possibility.

Let’s finish what you started.

As a bonus to joining my newsletter,Grab your Checklist of the 23 Questions and hand them over to your homeschooler now.

23 questions

Which question resonated with you most? Share in the comments below.