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Bobby Matson
Founder at Payitoff
- Finance
- Entrepreneur
- 📍 New York, NY
Bobby Matson is a University of Michigan grad obsessed with building better infrastructure for all student loan 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 codifying student loans and building an algorithm to manage the crushing six-figure student debt he and his wife faced, Bobby founded Payitoff in 2018. The company offers a suite of innovative tools for financial services and workplace providers to help their customers navigate student loan repayments and achieve better financial outcomes.
To-date, Payitoff’s tools have saved student loan borrowers $10.6 million through partner companies, with much more on the horizon. Bobby is proud to lead Payitoff with the philosophy that what’s best for the borrower is always what’s best for business.
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LET'S TALK ABOUT STUDENT LOANS:
- Current Events
- Politics
- Finance
- Higher Education
- Startups & Tech
- Human Interest
- Economics
--
The story behind Payitoff:
Bobby spent nights and weekends codifying student loan regulations and building an algorithm to help his family navigate their personal student debt crisis. This technology, which in time became the core to Payitoff’s algorithm, helped him gain what every borrower seeks: a course of action for his student loan management that without a doubt would get the the best possible financial outcome for his family. Amidst the confusion and complexity of the student loan system, Bobby was able to turn chaos into certainty thanks to this algorithm. With that freedom, Bobby and his wife were empowered to start a family and move forward with their lives. (They currently have an adorable 3-year-old daughter!)
Of course, Bobby quickly realized his struggle wasn’t unique. 43 million other borrowers could benefit from the technology he developed in order to overcome the overwhelming complexity of student loan debt.
As we approach the resumption of student loan payments in September 2022, it's no secret our country is underprepared and apprehensive. However, Payitoff's tools offer a simple way to cut through the complexity. In the meantime, we continue to partner with and provide our tools to as many financial institutions as possible, in order to maximize accessibility for every borrower.
Once a business adopts one or some of our tools, customers are able to input information about their loan situation, including linking their loan servicer accounts, to receive instant high-impact recommendations of how to handle their student debt for the best financial outcome possible. Often this includes enrolling in assistance programs, which are free and available to enroll in electronically via Payitoff. The businesses who offer these tools earn the benefit of customer trust and loyalty, offer a top-of-the-market, competitive product to customers who desperately have expressed a need for student loan help, and more. Plus, Payitoff has more tools in our product suite, including tools for financial advisors, automatic payments (for both borrowers and employers offering student loan related benefits) and more.
Payitoff believes what's best for the borrower is what's best for the business, and our technology prioritizes and achieves better outcomes for all.
BOOK NOW FOR your podcast
Bobby Matson
Founder at Payitoff
- 📍 New York, NY
- Finance
- Entrepreneur
Bobby Matson is a University of Michigan grad obsessed with building better infrastructure for all student loan 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 codifying student loans and building an algorithm to manage the crushing six-figure student debt he and his wife faced, Bobby founded Payitoff in 2018. The company offers a suite of innovative tools for financial services and workplace providers to help their customers navigate student loan repayments and achieve better financial outcomes.
To-date, Payitoff’s tools have saved student loan borrowers $10.6 million through partner companies, with much more on the horizon. Bobby is proud to lead Payitoff with the philosophy that what’s best for the borrower is always what’s best for business.
read more
LET'S TALK ABOUT STUDENT LOANS:
- Current Events
- Politics
- Finance
- Higher Education
- Startups & Tech
- Human Interest
- Economics
--
The story behind Payitoff:
Bobby spent nights and weekends codifying student loan regulations and building an algorithm to help his family navigate their personal student debt crisis. This technology, which in time became the core to Payitoff’s algorithm, helped him gain what every borrower seeks: a course of action for his student loan management that without a doubt would get the the best possible financial outcome for his family. Amidst the confusion and complexity of the student loan system, Bobby was able to turn chaos into certainty thanks to this algorithm. With that freedom, Bobby and his wife were empowered to start a family and move forward with their lives. (They currently have an adorable 3-year-old daughter!)
Of course, Bobby quickly realized his struggle wasn’t unique. 43 million other borrowers could benefit from the technology he developed in order to overcome the overwhelming complexity of student loan debt.
As we approach the resumption of student loan payments in September 2022, it's no secret our country is underprepared and apprehensive. However, Payitoff's tools offer a simple way to cut through the complexity. In the meantime, we continue to partner with and provide our tools to as many financial institutions as possible, in order to maximize accessibility for every borrower.
Once a business adopts one or some of our tools, customers are able to input information about their loan situation, including linking their loan servicer accounts, to receive instant high-impact recommendations of how to handle their student debt for the best financial outcome possible. Often this includes enrolling in assistance programs, which are free and available to enroll in electronically via Payitoff. The businesses who offer these tools earn the benefit of customer trust and loyalty, offer a top-of-the-market, competitive product to customers who desperately have expressed a need for student loan help, and more. Plus, Payitoff has more tools in our product suite, including tools for financial advisors, automatic payments (for both borrowers and employers offering student loan related benefits) and more.
Payitoff believes what's best for the borrower is what's best for the business, and our technology prioritizes and achieves better outcomes for all.
As seen on
Payitoff automates student loan repayment for financial institutions, reducing defaults and saving, on average, $240 a month per borrower, says company founder and CEO Bobby Matson. The New York-based business-to-business solution provider connects borrowers to repayment and refinancing opportunities by offering banks a white-label product that they can embed into their existing architecture.
Payitoff, the company building infrastructure to automate and optimize every aspect of debt management — starting with student loans — today announced the company has raised an $8.5M seed round, led by Lightspeed Venture Partners, with participation from Sound Ventures, Struck Capital and Social Leverage, as well as a number of angel investors. This new capital will help the company to meet the growing demand from financial services providers as they prepare for the resumption of student loan payments on February 1, 2022.
“It’s safe to say we all recognize that student debt is a huge problem without an end in sight. While Payitoff can’t get rid of it either, it thinks it can do a good job of helping people manage their loans and see a light at the end of the tunnel.”
Timeline
Sep 2017 - Present
Payitoff
CEO & Founder
Aug 2013 - Sep 2017
Carbon Five
Software Engineer & Technical Lead
Jun 2012 - Jul 2013
Pose.com
Software Engineer
Feb 2008 - Aug 2011
MyBandStock
Founder
Ask me
What's the number one obstacle facing student loan borrowers today? |
How can businesses benefit from offering student loan management tools? Why should they? |
How does Payitoff help businesses and borrowers navigate the uncertainty of student loan payments resuming in September 2022? |
How does your personal background and experience as a student loan borrower affect your company? |
What do you anticipate the resumption of student loan payments in September 2022 will look like? |
How does Payitoff technology support best student loan outcomes? |
How can we best empower borrowers to overcome their overwhelming loan situations? |
Just how complex is the student loan industry? |