All Episodes

November 18, 2024 1 min
Over the span of his 20+ year career in financial services, Ryan Bailey has focused on enhancing customer experiences and supporting communities at every turn.

Prior to becoming President and CEO of CSB, Ryan held leadership positions at some of the country’s most respected financial institutions, including TD Bank, Bank of the West, JP Morgan Chase, Fifth Third Bank, and Bank of America. His most recent role was as the Head of Retail Banking at USAA, where he led a team of nearly 2,000 customer-focused employees and spearheaded initiatives to deliver world-class products and services to the military community and their families, setting a benchmark for excellence.

Ryan holds a Master of Business Administration and a Bachelor’s degree in Business Administration with a focus on Finance from Western Michigan University. Additionally, his active engagement in the Consumer Bankers Association, notably as the former Chair of the Board, underscores his significant contributions and commitment to advancing the industry.

Ryan and his wife, Melissa, are proud parents of their three children, Taylor, Duncan, and Griffin. The Baileys also have a passion for sports, with Ryan taking an active role in coaching his children's football teams.
Mark as Played
Transcript

Episode Transcript

Available transcripts are automatically generated. Complete accuracy is not guaranteed.
Speaker 1 (00:02):
This is CEOs you should know, powered by iHeartMedia, America's
number one audio company.

Speaker 2 (00:08):
The bank industry has changed a lot over time. Used
to be only local community banks in our backyard. Now
we have banks all over the country, so we're preparing
for the future. My name is Ryan Bailey, President and
CEO of Cambridge Savings Bank. Yeah. So we're one hundred
and ninety year old bank right in Harvard Square. We
still have the original branch. So we'd like to give
back about sixty percent of our earnings back to the community.
Our employees get sixteen hours a year to volunteer back

(00:29):
into the community, so we've given over the last ten
years forty seven thousand hours. I think. One we have
a great team that really cares about the community.

Speaker 1 (00:37):
You know.

Speaker 2 (00:37):
I've came from larger banks, and I've always wanted to
be a community bank CEO. That was my dream, and
one of the reasons wanted to do that is because
I do think you get to know people at a
local level and you get involved more in the community.
So I know, even after six months to bank, more
what's going on here than I could possibly at a
larger institution. Really, we try to hire with people have
the DNA that really want to serve the community and

(00:59):
be also have that customer experience passion. You know. I
try to hire people that are best industry. We don't
have you know, millions of customers. We have one customer
you know, many times, and that's how we look at it.

Speaker 1 (01:12):
This has been CEOs you should Know powered by iHeartMedia.
For more, visit iHeartMedia dot com, slash CEO and listen
for more from CEOs you should Know Member f D
i CE Equal Housing Lender
Advertise With Us

Popular Podcasts

Dateline NBC

Dateline NBC

Current and classic episodes, featuring compelling true-crime mysteries, powerful documentaries and in-depth investigations. Special Summer Offer: Exclusively on Apple Podcasts, try our Dateline Premium subscription completely free for one month! With Dateline Premium, you get every episode ad-free plus exclusive bonus content.

The Breakfast Club

The Breakfast Club

The World's Most Dangerous Morning Show, The Breakfast Club, With DJ Envy, Jess Hilarious, And Charlamagne Tha God!

Crime Junkie

Crime Junkie

Does hearing about a true crime case always leave you scouring the internet for the truth behind the story? Dive into your next mystery with Crime Junkie. Every Monday, join your host Ashley Flowers as she unravels all the details of infamous and underreported true crime cases with her best friend Brit Prawat. From cold cases to missing persons and heroes in our community who seek justice, Crime Junkie is your destination for theories and stories you won’t hear anywhere else. Whether you're a seasoned true crime enthusiast or new to the genre, you'll find yourself on the edge of your seat awaiting a new episode every Monday. If you can never get enough true crime... Congratulations, you’ve found your people. Follow to join a community of Crime Junkies! Crime Junkie is presented by audiochuck Media Company.

Music, radio and podcasts, all free. Listen online or download the iHeart App.

Connect

© 2025 iHeartMedia, Inc.