College Inside Track

College Inside Track

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We help families navigate the complicated college process, find the right fit, and get the best price at schools they consider.

What we do: https://vimeo.com/581355745

What is scholarship stacking? - College Inside Track 11/13/2025

šŸŽ“šŸ’ø Scholarship stacking sounds great — until you find out some colleges don’t allow it. CIT’s Anne Weber explains what that means for your student’s financial aid strategy.


What is scholarship stacking? - College Inside Track Scholarship stacking refers to the ability to add up aid, grants, and scholarships from multiple sources. But not all colleges allow it.

College Preparation Tips and Tricks - College Inside Track 11/06/2025

The college process can feel overwhelming 😩, but it doesn’t have to. Cozy Wittman shares practical tips to help families approach the college search with confidence and find the right fit. It’s about helping your student find a place where they’ll truly thrive.āž”ļøhttps://collegeinsidetrack.com/college-preparation-tips-and-tricks/

College Preparation Tips and Tricks - College Inside Track Cozy breaks down what families should focus on when navigating this new landscape. Her advice: build your college search around three essential areas of fit — social, academic, and financial.

How to build a perfect college list - College Inside Track 10/30/2025

šŸ’”How do you build a college list that’s just right — not too big, not too small, and aligned with your student’s goals? CIT’s Paige Feldman shares smart insights to help your family find the perfect college fit. 🌟
https://collegeinsidetrack.com/how-to-build-a-perfect-college-list/


How to build a perfect college list - College Inside Track Here’s our guide to building a perfect, tailored college list that calms your nerves and sets you on the path to success

Navigating the College Decision - College Inside Track 10/25/2025

šŸŽ„ Featured on WCCO! Choosing a college is one of the biggest financial and personal decisions families make. CIT’s Cozy Wittman joined WCCO to share how to approach the college decision with both heart ā¤ļø and strategy šŸ’”ā€œI would rather people think hard about that investment than go into this willy-nilly with hope as their strategy for paying,ā€ Wittman said.
šŸ‘‰ Watch the full interview here: https://collegeinsidetrack.com/navigating-the-college-decision/


Navigating the College Decision - College Inside Track Featured on WCCO! College Inside Track shares how families can confidently navigate the college decision.

8 things to consider for prospective college athletes - College Inside Track 10/23/2025

šŸŽ“āš½ Having a student who’s a prospective college athlete is such an exciting journey! 🌟It also means there’s more to consider when finding the right college fit. šŸ’¬šŸ’”College Inside Track’s Cozy Wittman — whose daughter played college athletics — shares what families should keep in mind.
https://collegeinsidetrack.com/prospective-college-athletes/


8 things to consider for prospective college athletes - College Inside Track Having a prospective college athlete is an exciting opportunity that also expands what you need to consider when finding the right college

Why High School Success Doesn’t Always Translate to College - College Inside Track 10/16/2025

šŸŽ“ High school success doesn’t always seamlessly translate to college, and understanding the root causes behind your student’s struggles is the first step toward helping them thrive. ✨Learn more from CIT’s Paige Feldman šŸ“˜āž”ļø
https://collegeinsidetrack.com/high-school-success-doesnt-always-translate-to-college/

Why High School Success Doesn’t Always Translate to College - College Inside Track High school success doesn’t always translate to college. Understanding the root causes is the first step toward helping your student thrive

Big Beautiful Bill expands 529 Plans - College Inside Track 07/30/2025

šŸ’„The OBBBA expanded the uses of 529 Plans and continues the policy trend of making them easier and more attractive to use. šŸ”Check out all the new ways they can be used. āœØšŸŽ“

Big Beautiful Bill expands 529 Plans - College Inside Track The Big Beautiful Bill expanded the uses of 529 Plans and continues the policy trend of making them easier and more attractive to use.

Navigating Student Loan Changes - College Inside Track 05/16/2025

šŸŽ“College Inside Track’s own Chris Wills was featured on WCCO’s Talking Points with Esme Murphy, discussing the changing rules with student loans.šŸ“ŗ Watch the segment and get tips on navigating the new landscape āž”ļø

Navigating Student Loan Changes - College Inside Track College Inside Track's Chris Wills was featured on WCCO Talking Points with Esme Murphy discussing the changing rules with student loans

The Top 10 Reasons I Love The University of Tennessee - College Inside Track 04/30/2025

The University of Tennessee, Knoxville has so much to love! šŸŠšŸ« From the vibrant Ped Walk and stadium in the heart of campus to the growing business and nursing programs, UTK blends energy, academics, and school spirit. Add in Smokey the hound 🐶, river views, active student life, and a strong value for out-of-state students, and it's easy to see why UTK is a top pick!

The Top 10 Reasons I Love The University of Tennessee - College Inside Track Having not traveled to Knoxville, TN in many years, I had no idea how this city and its crowning jewel, The University of Tennessee, has grown. UTK, as it's commonly referred to, has become increasingly popular. And I can tell you, it’s warranted affection.

Nothin’ But Net at Indiana University - College Inside Track 04/23/2025

šŸ€ Nothin’ But Net at Indiana University !šŸ€
Jaw = dropped at Indiana UniversityšŸ›ļø The limestone buildings, creek, and trails make this campus seriously stunning—even on a cloudy day!
IU brings the full experience: top programs (Kelley Biz, Jacobs Music šŸŽ¶, Luddy Tech šŸ’»), a fun college town, and game days that bring the Hoosier hype!

Nothin’ But Net at Indiana University - College Inside Track IU’s flagship campus is in the college town of Bloomington, Indiana, just 2 hours south of Chicago. The cohesive campus is made up of over 100 buildings, mostly limestone, some dating from the 1800’s and others designed by famous architects like I.M. Pei.

University of Kentucky: 3 Things I Knew I’d Find and 3 Things That Surprised Me At UK - College Inside Track 04/16/2025

The University of Kentucky stands out for its strong programs in business, health sciences, engineering, education, and equine science—all with plenty of Southern charm and school spirit. šŸ’™šŸ¾With major campus upgrades, Exploratory Studies for undecided freshmen, and two hospitals offering hands-on experience, UK offers a lot to love. It has a high acceptance rate, and while most students are from Kentucky, it’s still very accessible for out-of-state students.

University of Kentucky: 3 Things I Knew I’d Find and 3 Things That Surprised Me At UK - College Inside Track UK has a high admit rate, though 65% of students do hail from Kentucky, making out-of-state a touch more competitive, but still accessible. For a student looking for access to a variety of programs, a warm climate (both weather and social), a very strong school spirit, and one located in a city, UK....

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Our Story

Jay Benanav was a regular dad with 3 boys when he got his first introduction to the complexity of the college process with his oldest, Jesse, when they missed out on over $10,000 for simply not filling out a form.

After going through the process 2 more times, he couldn't believe the incredible amount of details to manage and how hard it was to find information (including how much the education they were investing in was actually going to cost).

After countless more mistakes and unanswered questions, he became so fed up with the process that he quit his law practice and started a business to help other families save time, reduce stress and successfully navigate the college process.

Since then, College Inside Track has educated thousands through its seminars and worked intimately with hundreds of families to help them get into some of the best universities in the world and save lots of money in the process.

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1898 Ashland Avenue
Saint Paul, MN
55104