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.
Named Florida's #1 Best Company to Work For
MEDIUM COMPANY CATEGORY
This recognition reflects the voices and experiences of our employees and the culture we’ve built together, one rooted in trust, collaboration, and a genuine commitment to one another.
At Cypress, relationships come first. We believe that applies not only to how we serve our clients and communities, but to how we support one another. As we celebrate 30 years, we’re proud that our greatest strength continues to be our people. We’re committed to creating a place where talented people can build meaningful careers, grow personally and professionally, and find purpose in the work they do.
“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
A legacy isn`t just what you leave behind. It`s the security you provide today.
September is Life Insurance Awareness Month, a reminder that protecting the people who matter most is an important part of any financial plan.
While many people spend time preparing for retirement, building wealth, or creating an estate plan, life insurance is often overlooked. The right coverage can help provide financial security and peace of mind for those you love.
A conversation today can make a meaningful difference tomorrow.
#LifeInsuranceAwarenessMonth #LegacyPlanning #FinancialSecurity
Sep 18
Grow Your Career with Cypress Bank & Trust
As Florida`s #1 Best Company to Work For in the medium category, we foster a culture where people are valued, supported, and empowered to succeed. Here, you`ll work alongside talented professionals who are committed to delivering exceptional service, strengthening our communities, and helping clients achieve their financial goals.
Whether you`re looking to grow your expertise, build meaningful relationships, or make a lasting impact, you`ll find opportunity, collaboration, and purpose at Cypress.
Ready to join our team? Explore current opportunities and discover where your future can take root.
https://cypressbanktrust.com/careers/#job-openings
Sep 17
Who`s your banker? At Cypress, we believe every client should know theirs.
Our Maitland team brings deep banking expertise, strong local connections, and a commitment to helping individuals, families, and businesses throughout Central Florida achieve their financial goals. They understand that great banking is built on personal relationships, trusted advice, and being accessible when clients need them most.
As we celebrate our 30th anniversary, we`re proud to recognize the dedicated professionals who help make Cypress Bank & Trust a trusted financial partner throughout the Orlando area and beyond.
These are the faces of the bankers who serve our clients and community every day. They know that exceptional banking starts with knowing your clients, understanding their goals, and providing thoughtful guidance through every stage of their financial journey.
Learn more: https://cypressbanktrust.com/maitland/
Sep 16
Our Cypress Tree Is Growing!
Please join us in welcoming Chad Fiedor, Commercial Banking Associate, to our Palm Beach team.
A South Florida native, Chad brings a strong background in finance, research, and operations. He began his career in corporate finance before serving as a Summer Analyst at a hedge fund, where he focused on equity research. Most recently, he supported the operations of an early-stage startup through a single-family office in West Palm Beach.
Chad earned his degree in Finance from Florida State University and is passionate about helping businesses across South Florida achieve their growth objectives. We`re excited to have him on the team and look forward to the impact he will make for our clients and communities.
#TeamCypress #CypressBankTrust #BestPlacestoWork
Sep 15
We are proud to share that Cypress Bank & Trust has been recognized by the Orlando Business Journal as both a 2026 Golden 100 Company and a 2026 Fast 50 Company.
Cypress ranked #86 on the Golden 100 list of Central Florida`s largest privately held companies and #33 on the Fast 50 list, recognizing the region`s fastest-growing businesses.
These achievements reflect the trust our clients place in us, the strength of our relationships, and the dedication of our team members across every market we serve.
Thank you to Mercedes McCall, Maria Rodammer, Dana Kilborne, and Sascha Rizzo for representing Cypress at the event and celebrating this milestone on behalf of our organization.
We are honored to be recognized among Central Florida`s leading businesses and look forward to continuing our growth while remaining committed to the personalized service that defines Cypress Bank & Trust.
#CypressBankAndTrust #Golden100 #Fast50 #CentralFloridaBusiness
Sep 14
Today, we pause to honor the lives lost, the heroes who emerged, and the strength of a nation that came together in the face of unimaginable tragedy. At Cypress Bank & Trust, we remember 9/11 and the resilience of the human spirit that continues to inspire us all. Never Forget
Sep 11
Behind every legacy is a trusted relationship.
Our Maitland Trust team helps individuals and families protect what they`ve built and plan confidently for the future.
From trust administration to portfolio management, they provide the personalized guidance and fiduciary oversight clients deserve. Their approach is rooted in understanding each family`s unique circumstances and helping them achieve long-term financial goals.
As Cypress celebrates 30 years of serving Florida communities, we`re proud to recognize the trusted professionals who help clients create, preserve, and steward their legacies.
Meet the Maitland Trust team: Sascha Rizzo, M. Lisa Amoroso, and Raphael Lima.
https://cypressbanktrust.com/maitland/
Sep 9
Our Cypress Tree Is Growing!
Please join us in welcoming Carla Flory, Commercial Banking Associate, to our Jacksonville team.
Carla brings a diverse background in banking, relationship management, operations, sales, and customer service. Throughout her career, she has been dedicated to building meaningful relationships, understanding clients` financial goals, and delivering an exceptional service experience.
Originally from Chile, Carla is bilingual in English and Spanish. She holds an Associate Degree from Borough of Manhattan Community College, a Bachelor of Business Administration from Brooklyn College, and a Women`s Entrepreneurship Certificate from Cornell University. Carla is also a commissioned Notary Public.
We are excited to have Carla on the team and look forward to the impact she will make for our clients and community.
#TeamCypress #CypressBankTrust #BestPlacestoWork
Sep 8
This Labor Day, we recognize the hard work, dedication, and commitment that drive our communities forward. Cypress Bank & Trust offices will be closed on Monday, September 7, and will reopen with regular business hours on Tuesday, September 8.
Sep 7
Who`s your banker? At Cypress, we believe every client should know theirs.
Our Melbourne team brings decades of banking experience, strong local knowledge, and a genuine commitment to the communities they call home. Whether serving clients, volunteering with local organizations, or supporting the growth of local businesses, they understand that relationships are at the heart of everything we do.
As we celebrate our 30th anniversary, we`re proud to recognize the dedicated professionals who help make Cypress Bank & Trust a trusted partner across the Space Coast.
These are the faces of the bankers who serve our clients and community every day. They know that exceptional banking starts with knowing your clients, understanding their goals, and being there when it matters most.
Learn more: https://cypressbanktrust.com/melbourne/
Sep 3
Financial literacy is about more than numbers. It`s about having the clarity and confidence to make decisions that matter.
Whether you`re opening your first account, preparing for college, growing a business, or planning your legacy, understanding your finances is the foundation for everything that comes next.
At Cypress Bank & Trust, our team provides personalized guidance tailored to where you are in life. From budgeting basics to portfolio management, we meet you where you are and help you move forward.
Stop by for a coffee and a conversation. We`d love to help you and your family build a strong financial future.
Sep 2
Partnerships are built through meaningful connections, shared values, and a commitment to serving our community.
Recently, members of our Vero Beach team gathered with our community partners at Collins Brown Barkett for an evening of conversation, collaboration, and relationship-building at Costa d`Este Beach Resort & Spa.
Events like these provide a wonderful opportunity to connect with fellow professionals, strengthen partnerships, and foster the relationships that help our community thrive. We are grateful to everyone who joined us and look forward to continuing to build meaningful connections together.
Sep 1
