Join the Cypress Team
We believe in the power of relationships. With our clients and team members, we foster genuine connections that fuel success and create a supportive, collaborative environment. Your unique talents are valued, and your aspirations are supported as we work together to shape the financial future of our clients and community.
“At Cypress Bank & Trust, employee experience isn’t just a department—it’s our philosophy. We don’t define our culture through HR; we define it through how we care for our internal clients—our team. We hold ourselves to the same thoughtful standards internally as we do with our external clients, because we believe that when our people thrive, our business does too.”
Jeri Castrillon
Vice President & Director of Employee Experience
What You Can Expect
FROM OUR CYPRESS TEAM
Collaboration & Support
We believe in teamwork, where every voice is heard and every contribution counts.
Room to Grow
Whether you’re just starting out or looking to advance, we provide the resources and opportunities you need to achieve your career goals.
Work-Life Balance
Your personal life matters. We offer flexibility and support to help you maintain a healthy balance.
Empowerment
We give you the tools and encouragement to succeed in your career, knowing that your growth contributes to our collective success.
A Culture of Connection and Growth
At Cypress, we foster a vibrant and supportive environment where teamwork and personal growth go hand in hand. Our culture is built on meaningful connections, innovation, and a shared commitment to well-being.
PERSONAL CONNECTIONS
We get to know our clients and team members on a personal level, fostering a culture of belonging and respect.
ENGAGING ENVIRONMENT
We embrace innovation and encourage you to share your ideas, creating a dynamic workplace where you can thrive and make an impact.
EMPLOYEE WELL-BEING
We offer competitive benefits, professional development opportunities, and a focus on work-life balance to support your overall well-being.
FUN & FULFILLING
At Cypress, we believe work should be enjoyable. We combine hard work with a positive, fun atmosphere that makes every day rewarding.
Our Team Members’ Stories
TESTIMONIAL
Ken Thompson, Senior Trust Executive, Senior Vice President
Raphael Lima, Associate Portfolio Manager
Current Job Openings
EXPLORE OPPORTUNITIES WITH CYPRESS
Ready to take the next step in your career? Explore our job openings and discover how you can thrive as part of a team that’s committed to your success.
Cypress Bank & Trust complies with federal and state disability laws and makes reasonable accommodations for applicants and employees with disabilities. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or to receive other benefits and privileges of employment, please contact EmployeeExperienceDepartment@cypressbanktrust.com
Our Guiding Values
Community
Cypress will always prioritize building connections and fostering community growth.
Client-Centricity
Our commitment to client-centricity ensures your financial well-being is our top priority.
Accountability
At Cypress, accountability is not just a buzzword; it’s our guiding principle.
Clarity
Transparency and clarity go hand in hand at Cypress.
Integrity
Integrity is the cornerstone of every decision we make.
Dedication
With unwavering dedication, we strive to exceed your expectations every day.
Building Careers and Community
At Cypress Bank & Trust, we’re deeply rooted in the communities we serve. We believe in giving back and making a positive impact alongside our clients and colleagues.
VOLUNTEER INITIATIVES
Our team actively participates in community service, with dedicated volunteer hours supporting local causes.
PARTNERSHIPS WITH NON-PROFITS
We proudly partner with organizations that align with our mission and values.
EMPLOYEE INVOLVEMENT
We encourage our employees to engage in community initiatives, empowering you to make an impact both inside and outside the office.
Cypress in the Community
MEDIA, EVENTS, & NEWS
Great afternoon at NAIOP Central Florida`s Developing Leaders Cornhole Tournament at The Great Southern Box Co. in Orlando.
Cypress Bank & Trust was proud to participate in an event that brought together the next generation of commercial real estate leaders for some friendly competition - all while supporting a great cause, with proceeds benefiting US Hunger.
Thank you to NAIOP Central Florida for putting it together.
May 20
Cypress Bank & Trust is proud to welcome John Moore to our team as a Private Banker in Jacksonville.
With over 30 years of experience in private banking, credit, and wealth management, John has built his career on something that aligns perfectly with who we are - lasting relationships. He brings deep expertise in serving high-net-worth individuals, families, and business owners, with a focus on tailored guidance that meets each client where they are.
A Jacksonville resident for more than two decades, John is a graduate of Carson Newman University and The Graduate School of Banking at LSU. He is actively involved in the community as a long-standing member of the Northeast Florida Estate Planning Council and the Baptist Health Foundation Advisory Group.
Welcome to Cypress, John.
May 14
When the 2008 financial crisis hit, many companies failed. Others survived by letting their people go.
Cypress chose a different path - cutting pay three times rather than losing a single employee. No one quit. No one complained. The team kept showing up for each other and for their clients.
As Charles Weir remembers: "I was proud of the way we pulled together to help save the company."
Thirty years of Cypress Bank & Trust. Built in moments like these.
May 12
This Mother’s Day, we pause to recognize the strength, care, and leadership that mothers bring to their families, workplaces, and communities.
At Cypress Bank & Trust, we are grateful for the many ways mothers shape futures, offer guidance, and build lasting legacies at home and beyond.
Wishing all mothers a meaningful and well‑deserved day of appreciation.
May 10
There are 3.5 million small businesses in Florida - 99.8% of all businesses in the state, employing nearly 3.8 million people and driving close to 40% of the private workforce.
Florida doesn`t just have small businesses. The state runs on them.
At Cypress Bank & Trust, we see that impact firsthand in every community we serve. The shop owners, the advisors, the founders building something from the ground up - their work shapes neighborhoods, creates opportunity, and strengthens the state we`re proud to call home.
We`re honored to be the bank they choose.
May 9
Behind every small business is someone who chose to bet on themselves.
This National Small Business Week, Cypress Bank & Trust honors the owners who open their doors every morning, serve their neighbors, and quietly shape the communities we all call home. Your courage drives local economies. Your persistence inspires the people around you.
We`re proud to be the kind of bank that knows your name, understands your goals, and shows up when it matters most.
Here`s to the small businesses making a big impact across Florida.
May 8
Did you know small businesses make up 99.9% of all U.S. businesses? That`s over 36 million businesses and 62.3 million employees - powering communities across the country.
That`s more than a statistic. It`s a testament to the entrepreneurs who take the leap every single day.
At Cypress Bank & Trust, we go beyond banking. We build lasting relationships with business owners, offering personalized guidance, local decision-making, and financial solutions designed to grow with you - from your first account to your next expansion.
This Small Business Week, we`re celebrating you.
May 7
Cypress Bank & Trust is proud to be recognized as one of the fastest-growing banks in Central Florida, ranked No. 5 on the Orlando Business Journal`s 2026 list with 23.19% year-over-year deposit growth.
This milestone reflects the trust our clients place in us and the dedication of our entire team to delivering personalized, relationship-driven banking across Florida. We don`t take that trust lightly.
Thank you to our clients, our team, and the communities we serve - this growth is yours as much as it is ours.
May 6
Cypress Bank & Trust was proud to support a client through a cross-state 1031 exchange - selling a property in Pennsylvania and purchasing on the Space Coast, with a conventional commercial loan closing of $860K in under 60 days.
Thank you to Maria Rodammer, Lead Relationship Manager, and Miguel, Commercial Banking Associate, for delivering a seamless experience from start to finish. The client is already planning their next exchange, and we couldn`t be more grateful for the trust.
At Cypress Bank & Trust, we`re happy to be a resource for investors planning ahead.
May 4
Thank you to the Maitland Area Chamber of Commerce for the warm welcome and the goodies! Cypress Bank & Trust is proud to be a chamber member, and we`re excited to announce that our new Maitland location is officially open.
Stop by and say hello to Luis and Jennifer - we`d love to meet you.
May 3
Cypress Bank & Trust was happy to open our doors for Bring Your Kid to Work Day. Erik and Haylie welcomed their little ones to our Palm Beach office, while Mary`s granddaughter joined the team in Melbourne.
Days like these are about more than a behind-the-scenes look at banking. They`re a chance to spark curiosity, create special memories, and let our littlest visitors see where mom, dad, or grandma spends their days. It`s also an opportunity for our team to share a part of their lives that matters deeply to them - their families with the colleagues they see every day.
We believe strong teams start with strong connections, and that starts at home.
May 2
The Cypress Bank & Trust team was delighted to support Little Birthday Angels` Bowling for Birthdays tournament at St. Lucie Lanes.
Owen Straub and Lindsey Concannon hit the lanes on behalf of our team, and we`re grateful to have Scott Button - a proud board member of Little Birthday Angels helping lead an organization that brings birthday celebrations to children experiencing homelessness on the Treasure Coast.
Thank you to everyone who came out to bowl for a wonderful cause.
May 2
