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Our Organization2024-03-25T16:22:52+00:00

Our Organization

We believe in people over paperwork.

At Cirrus we are pursuing our vision of a Transparent, Collaborative, and a Secure banking experience. We orchestrate documents for the financial enterprise. Our software reduces the institution’s fulfillment and servicing costs, while improving the experience for clients and the professionals who serve them.

Care

Empathy is at the heart of our technology. And through it, we help people focus on what matters most.

Believe

We believe in a bold future that’s better for everyone—and we know, because we’re building it.

Deliver

We are relentless in our commitment to deliver because—”if not us, who? If not now, when?”

Our Organization

We believe in people over paperwork.

At Cirrus we are pursuing our vision of a Transparent, Collaborative, and a Secure lending experience. We help banks close more loans faster, and with improved credit quality. Our software reduces the bank’s fulfillment and servicing costs, while improving the experience for borrowers and the bankers who serve them.

Care

Empathy is at the heart of our technology. And through it, we help people focus on what matters most.

Believe

We believe in a bold future that’s better for everyone—and we know, because we’re building it.

Deliver

We are relentless in our commitment to deliver because—”if not us, who? If not now, when?”

Our Leadership Team

Founder & CEO

David Brooks

With 25 years of financial services experience, David has held various community banking and corporate finance positions in the U.S. and abroad with organizations including Truist, Deloitte, Citigroup, and Merrill Lynch.

David graduated from Wake Forest University with a dual BS in Business and German, and he holds an MBA from Oxford University. A member of the CFA Society of Colorado, David has also served on the boards of nonprofit organizations including Manatee EDC, Jewish Housing Council of Sarasota, Rotary Club of Nashville, and Red Rocks Credit Union, where he also served as Interim CEO.

Chief Technology Officer

Brian Pieslak

Brian has been a leader in software development for more than 20 years, designing and building business management systems to support everything from small to midsize businesses, to large enterprises, as well as State and Federal IT.

Brian graduated from Wake Forest University with a dual BS in Physics and Computer Science. In his spare time you can find Brian on a Tough Mudder course (he’s completed 25!) or dreaming of opening his own microbrewery.

Senior Vice President

Jordan Olivero

Jordan brings 19 years of experience in B2B SaaS, a mix of management consulting, enterprise software sales, and more recently, customer success. Jordan has produced exceptional outcomes – at both IBM and two rapidly growing cybersecurity and edtech startups. He’s known to operationalize process, implement systems, and develop championship teams – often using data to improve delivery excellence. 

Jordan graduated from Colorado Christian University with a bachelor’s in business administration and a minor in Spanish, and he holds an MBA from Kellogg School of Management at Northwestern University. Jordan is a Certified Level 2 CSM and a Lean Six Sigma Black Belt. He is occasionally a guest speaker and advisor on customer success. Jordan summitted the highest mountain in Europe, skied competitively, played college golf, and has been a catalyst for clean water initiatives. When he’s not working, you can find him playing pickleball or searching for dad jokes to tell his wife and two sons. 

Senior Client Success Manager

Kyler Ditmars

Kyler serves as Senior Client Success Manager at Cirrus. In her role, she supports internal and external clients with project management, training and strategic implementations.

A graduate of Robert Morris University, Kyler has honed strong skills in communications and account management. She enjoys building lasting relationships and thrives in working with teams to strengthen values and achieve mutual goals. When Kyler is not working you will find her spending time with family, singing in the car, enjoying the outdoors, or at a quality family game night. While her husband, two small children, and rescue pup Oakley keep her busy, a book and a cup of coffee are never too far away!

Senior Engineer

Will Caylor

Will Caylor serves as Senior Full-Stack Engineer at Cirrus. His work is focused on improving the lives of our clients by delivering software that is easy, simple, and fast to use.

With over 10 years of experience spanning industries such as B2B and B2C e-commerce, healthcare, military, and finance, Will is a seasoned expert in developing software solutions to meet complex business requirements.

Will graduated from East Tennessee State University with a bachelor’s in Computer Science.

Our Manifesto

We are borne of bankers who believed there was a better way. That the journey from conversation to closing was broken—so we created a company to reimagine it.

We believe in chasing deals, not documents. Because time is the most wasted thing on the planet.

We believe in transformation over transaction—that deals turn into deeds—and deeds into dreams realized, for our clients and theirs.

We believe in the humans of every bank and the clients they serve so we create flexible systems made for humans, by humans. And nothing less.

We believe in the future—and that the technology we create today will fuel the success of generations tomorrow. That a focus on people over paperwork leads to profitability. And transparency for all, leads to triumph.

We dream-makers and disorder takers who believe in the art of the deal, and have built the science behind it. So we order our lives and our livelihoods according to a higher belief—that Cirrus is a calling. To rise above. To strive. To seek. To find, and not to yield.

Driven by integrity, excellence, innovation and determination, we accelerate the deal to help win the day. Because when we close faster, it’s better for everyone.

Cirrus.
Accelerate the deal. Win the day.

What our users have to say about Cirrus.

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