bigger green bean
biggest yellow bean

Empowering borrowers, accelerating businesses

Payitoff is partnering with fintech companies and financial institutions to redefine how millions of borrowers navigate student debt. The 46 million U.S. student loan borrowers need actionable guidance and consumer finance companies are in the ideal position to provide it.

Our B2B student loan solution allows companies to offer their customers a source of truth and course of action via their own product. We alleviate the economic drag caused by student loan debt, freeing up assets for saving, investment and spending.

teeny yellow bean
teeny blue bean

Meet our team

We envision a world where the Payitoff API is embedded in every consumer finance product. Our advanced, scalable infrastructure integrates with the existing technologies of leading financial service firms and innovative fintech companies. And they expect nothing short of best-in-class solutions.

That’s why we’ve assembled the most sophisticated engineering team in the student debt technology space. Our people have decades of experience building, creating, selling and supporting products that work for the enterprise and improve the borrower experience.

Backed By

Struck Capital
Bobby Matson
Bobby Matson

Bobby Matson

CEO / Founder

2x startup operator obsessed with building better infrastructure for all borrowers. Bobby led engineering teams at Carbon Five, where he built technology for Groupon, Fandango and Stitchfix and shipped software to millions of users.

After managing six figure student debt in his own life, he's working on Payitoff to create better outcomes for every borrower.

Desmond Bowe

Desmond Bowe

CTO

Desmond is the founder of the EMPEX Conferences, co-host of the popular ElixirTalk podcast, and a Founding Member of the Erlang Ecosystem Foundation. He enjoys surfing, restoring vintage pickup trucks, and riding his motorcycle.

Desmond joined Payitoff because of the opportunity to make a difference in the lives of millions of borrowers and to assemble an industry-leading team and culture.

Desmond Bowe
John Grogan
John Grogan

John Grogan

Head of Sales

John has spent his recent career bringing new tech to market focused around enabling different approaches to consumer debt where the traditional model has failed. He is skilled at creating multi-channel revenue processes and building focused teams that excel in newly formed or previously non-existent marketplaces. John previously worked for Tuition.io, SoFi and Merrill Lynch.

Originally from London, England, John lives in Los Angeles, CA with his family and joined Payitoff to continue the battle against a type of debt that stops many who hold it from moving forward with their lives.

Brett Hazen

Brett Hazen

Engineering

After borrowing money for a Bachelor's, Master's and an aborted PhD, Brett is all too familiar with the pain associated with student debt. He joined Payitoff to help others avoid the pain and frustration he personally dealt with for many years.

Previously Brett has had a long and colorful past at a variety of small startups and international conglomerates developing software from mobile apps to distributed databases to microcoding supercomputers. Outside of work he enjoys traveling, microbrews, running, hiking, LEGOs and MineCraft with the kiddos.

Brett Hazen
Bob Waycott
Bob Waycott

Bob Waycott

Engineering

Bob started dissecting computers as a bored 10-year-old. He went full time after pivoting from his plans to become a philosophy professor. Over 13 years, Bob has built software in e-commerce, payments, fiber optic utilities, social media and more.

Bob ran his own consultancy for 8 years before finding the perfect balance of technology and a truly meaningful mission at Payitoff. He loves being part of making people's lives better by helping them clear out student debt, after years of trying to do the same in his own life.

James Edward Gray II

James Edward Gray II

Engineering

With nearly two decades of development work under his belt, James just loves to build software. He has contributed code to over 60 production applications from health, science, education, finance, and other industries.

James moved to Payitoff because he really wanted the code he writes to make the world a better place to live in.

James Edward Gray II
Kelly Kearsley
Kelly Kearsley

Kelly Kearsley

Notoriety

Kelly writes and manages content for the world's most recognized fintech, financial service and tech companies. She began her career as a business journalist, winning awards for her investigative work. Her freelance writing has appeared in national publications including Money Magazine, WSJ, and CNNMoney.

Kelly is working with Payitoff because she believes that borrowers should be empowered to make the best choices about their debt and personal finances. When not writing, she likes to trail run, ski, and mountain bike with her husband, two children and new puppy.

Jake Lau

Jake Lau

Business Development

Jake is a seasoned founder, CPA, and Y Combinator alumni. He joined Payitoff to deliver clarity, trust and efficiency to a student loan ecosystem that is prohibitively complex, inefficient and expensive to the 45M+ borrowers that carry over $1.5T in student loans.

An avid traveler, Jake spent two years traveling around the world and brings a spirit of adventure, resourcefulness, and flexibility to all he endeavors to achieve.

Jake Lau
sorta big blue bean
sorta big green bean

Founded by borrowers, living the student loan experience

Founder Bobby Matson has read every single regulation related to federal student loans - even before he started Payitoff. He and his wife had $154,560 in student loans—$275,303 when you include interest. The debt not only weighed on their monthly finances, but it was also preventing them from starting a family.

"Unfortunately, our loan servicers were more incentivized to keep us in debt, instead of helping us reach our goals," Bobby says. "We needed better options and more transparent tools so that we could get to the next stage of life."

But before Payitoff, those tools didn’t exist.

So after weeks of research into student loan policies, refinancing and repayment options, Bobby built software that helped forecast their debt and offered the best options tailored to their situation. The result: the couple will save more than $78,743 and be out of debt 12 years sooner.

"Knowing those options changed our future—we knew we could afford to start a family," Bobby adds. The couple welcomed a baby girl, Mila, to the world in July 20th, 2018.

The experience motivated Bobby to share his software with financial services and fintech companies that come into contact with borrowers every day. The companies can help their customers save money and free up assets that allow customers to pursue their dreams.