Benjamin Gregory, a former community college student, managed to graduate with an associate degree and transfer to a four-year school despite the challenges of enrolling as an older student.

And for Loren Van Tilburg, earning a four-year degree came to a halt when he left college and started his own automobile business.

From financial concerns to questioning the need of a four-year degree, Jennifer, Benjamin and Loren represent many students who were left unprepared to make their college decisions as the path to earn a four-year degree continues to be riddled with barriers.

鈥淚f you have some understanding of what you want to make of yourself and you have a plan to apply your skills, leaving college can be the best thing for you,鈥� said Loren, who like many of his peers has had a growing interest in immediate employment and apathy for a four-year education.

Here are the experiences that led to Jennifer, Benjamin and Loren鈥檚 college decisions:

Jennifer Toledo, 19

Northwest Vista College

Growing up in Mexico, Jennifer always wanted to live in the U.S. and finally got her chance when she moved to San Antonio, Texas by herself when she was 15 years old.

But there were challenges 鈥� including when her high school stopped offering ESL classes 鈥� forcing her to learn English and complete schoolwork on her own.

鈥淚t was hard,鈥� Jennifer told 社区黑料. 鈥淚 was using the translator on my computer [because] I didn鈥檛 know how to say anything.鈥�

But Jennifer鈥檚 experience changed when she took an education class in high school and the teacher helped her learn English.

Intending to join the U.S. Navy post-high school, Jennifer鈥檚 teacher encouraged her to enroll in classes at Northwest Vista College instead.

Today, Jennifer has earned her associate degree in teaching and will transfer to The University of Texas at San Antonio in the fall.

Her goal is to earn a bachelor鈥檚 degree in bilingual education so she can teach the ESL classes she was unable to receive as a high school student.

鈥淚 really want to help students,鈥� Jennifer said. 鈥淚 want to be that teacher who speaks and teaches them English.鈥�

But Jennifer said navigating her transfer experience was 鈥渟tressful鈥� because she was balancing her studies with working part-time at a local middle school.

鈥淎t some point, I wanted to quit [and] go back to Mexico to stay with my family because of the stress,鈥� Jennifer said.

Jennifer attributes the counseling offered at her community college as one of the support systems that helped her stay afloat.

鈥淚 needed help, I needed someone to listen to me and tell me 鈥榶ou’re okay, everything’s going to be fine,鈥欌�� Jennifer said.

Her hope for other students is that they don鈥檛 allow their inability to speak English to hinder their higher education goals.

鈥淚 want to demonstrate to my family, and to everyone, that it鈥檚 possible,鈥� Jennifer said. 鈥淚 want to be an inspiration for them so they know there鈥檚 no limit to what they can do.鈥�

Benjamin Gregory, 27

The University of Texas at San Antonio

Benjamin graduated high school in 2014 and enrolled at Texas A&M University where he majored in aerospace engineering.

But he was more focused on getting a 鈥淧hD in partying鈥� and left school after a semester to join the workforce.

He spent three years working as a Target employee followed by one year as a mall security guard 鈥� where a physical altercation with a thief altered his life.

鈥淏eing a security guard was such a terrible experience for me because I hate being mean to people,鈥� Benjamin told 社区黑料. 鈥淚 got reprimanded for laying my hands on someone who on the [security footage] obviously attacked me and I ended up quitting my job.鈥�

His parents encouraged him to 鈥済ive college another shot.鈥�

鈥淭his path working an hourly job as a security guard and as a retail worker wasn’t for me. I really didn鈥檛 like doing it, but it was just something I had to do to live, pay for food and rent and all that,鈥� Benjamin said. 鈥淚 just wanted a clean slate.鈥�

In 2019, Benjamin enrolled at Northwest Vista College and eventually transferred to The University of Texas at San Antonio where he majored in mechanical engineering.

鈥淚 went from working a job where I didn’t really have to do anything besides walk around a mall鈥o having homework again,鈥� Benjamin said, adding how grateful he was to have a second chance to take courses in what he is truly passionate about.

But navigating college as an older student without a paycheck came with challenges 鈥� most notably how to pay tuition on top of his other bills, including car payments and credit card debt.

鈥淚 didn’t know if I was actually going to be able to stick with it the whole time,鈥� Benjamin said. 鈥淏ut fortunately enrolling in community college first was significantly cheaper and a lot more relaxed because [professors] know there鈥檚 other things outside of school that students have to worry about.鈥�

Enrolling in community college first offered him a better transition back into higher education, he added.

鈥淭he class sizes were so much smaller so you could get to know your professor very easily,鈥� Benjamin said. 鈥淎nd they don鈥檛 really do research at a community college so they were a lot more excited to show up to class than a lot of professors you will meet in a university.鈥�

Benjamin recently graduated with his bachelor鈥檚 degree and will continue his studies at The University of Texas at San Antonio 鈥� but instead of a 鈥淧hD in partying鈥� he鈥檒l be working towards a doctorate in chemical engineering.

鈥淚 know that classes can sometimes suck鈥ut I鈥檝e been in the workforce without a degree and I know that sucked a lot more,鈥� Benjamin said. 

鈥淚鈥檓 thankful to my community college for the professional development and helping me be a more open person,鈥� he said. 鈥淚t was one of the best experiences of my life.鈥�

Loren Van Tilburg, 19

University of La Verne

Loren originally enrolled at the University of La Verne and majored in economics, but quickly grew disinterested in his studies.

After his first year, Loren made the decision to leave his four-year school and get a job.

He experimented with a few ways to earn income 鈥� from day trading to dropshipping 鈥� but found his real passion was taking care of cars.

In 2023, Loren started a car detailing business which involves traveling to his clients鈥� home to clean and repair their vehicles.

鈥淚 won鈥檛 sugarcoat it, the decision was very difficult,鈥� Loren told 社区黑料. 鈥淏ut at the end of the day, I knew that I wanted to start a business and I wouldn鈥檛 need a degree for it.鈥�

While balancing his budding business, he also began working with a brokerage firm to become a financial advisor, which involves studying for a securities license he aims to complete by the end of the year.

Loren鈥檚 desire for on-the-job training and trade certification compared to a four-year degree reflects the mindset of a growing number of young students.

鈥淚’ve always wanted to do something like this because managing money makes money,鈥� Loren said, adding that many of his coworkers had similar educational pathways.

鈥淚t鈥檚 a cool environment to be in,鈥� Loren said. 鈥淪o if anyone chooses the path that I chose, it鈥檚 really good to find a community of people that made similar life choices because they will understand where you’re coming from and your struggles.鈥�

For Loren, leaving his four-year school was the best decision he could make for himself despite initial pushback from his parents. 

鈥淭here have been ups and downs, but I definitely don’t regret my decision,鈥� Loren said.

鈥淔or me, if I have to resort to going back to school then I failed,鈥� he added. 鈥淚’m not saying if you go to college you’re a failure, but I chose this path for myself so if I go back then I kind of just wasted all this time.鈥�

This article is part of a series in partnership with reporter Joshua Bay鈥檚 highlighting the struggles of community college students.