Chief Information Security Officer (CISO)

At Swyfft, we're reshaping the way home insurance and commercial package products are priced and bound. We've created an insurance experience that's smart, instant, and designed to deliver unparalleled customer service.

Our focus on lightning-fast quotes and seamless claims servicing is powered by cutting-edge technology and an Agent and Customer-centric approach that sets us apart in the industry.

Joining Swyfft means becoming part of a dynamic team of forward-thinkers who thrive on moving fast and delivering exceptional products. We pride ourselves on fostering an environment where creativity and positive energy thrive.

As we continue to grow and expand, we're on the lookout for experienced professionals like you to join us in transforming the insurance landscape. If you're passionate about leveraging technology to provide the best customer service experience and are ready to be a part of our journey, we welcome you to explore opportunities at Swyfft!

About the Position :

We're looking for a CISO who can do two things exceptionally well : build and run a robust security compliance program AND do hands-on technical security work. This isn't a role where you'll spend 100% of your time on PowerPoint and vendor questionnaires (though there will be some of that). You'll be reviewing architecture, working with our development team on secure design, and making real technical decisions.

The immediate challenge : We're transitioning from a limited exemption to full NYDFS (23 NYCRR 500) compliance, with our first full certification due April 2026. You'll be building our compliance program while also establishing long-term security practices that actually make us more secure, not just check regulatory boxes.

The Reality of Year 1

We want to be transparent : The first year will be challenging. You'll be :

• Building the TPSP governance program from scratch (we have a lot of vendors)
• Getting us ready for our first full NYDFS certification (April 2026)
• Overseeing MFA implementation across thousands of users
• Documenting and formalizing security practices we're already doing

It's going to be a mix of rewarding technical work and necessary compliance grinding. After Year 1, the job shifts more toward proactive security work, architecture reviews, and continuous improvement.

If you want a CISO role where you only do compliance paperwork, this isn't it. If you want a role where you only do technical security with zero regulatory work, this also isn't it. But if you want to build a security program that's both compliant AND actually makes the company more secure - and you want to stay technical while doing it - this might be perfect.

Some travel for day-to-day work, team meetings, and training will be required.

Key Responsibilities : (What you'll be asked to do)

Own Swyfft's cybersecurity program end-to-end, including NYDFS compliance

Oversee implementation of multi-factor authentication (MFA) across our web platform (currently in planning phase)

The Successful Candidate : (What we're looking for)

Some Requirements :

Education :

Computer Skills :

Other :

The typical base pay range for this role across the U.S. is : $200,000.00 - $220,000.00 per year + benefits.

There is a different range applicable to specific work locations. This salary range is a good-faith estimate of what Swyfft may pay for this position at the time of posting. Actual compensation may vary based on skills, qualifications, and experience. The range reflects annual compensation (as applicable) and does not include bonuses or other incentives that the company may choose to pay at its sole discretion.

In addition to base compensation Swyfft offers a comprehensive benefit package.

We Have a Great Benefits Package!

It is the policy of Swyfft to provide equal employment opportunities to all employees and applicants for employment without regard to race, religion, color, ethnic origin, gender, gender identity, age, marital status, veteran status, sexual orientation, disability, or any other basis prohibited by applicable federal, state, or local law. EOE / AA / M / D / V / F.

If you require accommodations during the application or interview, please contact Human Resources at hr@swyfft.com, and we will make every effort to accommodate your needs.

Please Note : Swyfft is not accepting 3rd party agency resumes for this position, please do not forward resumes to our careers email address or Swyfft employees. Swyfft will not be responsible for any fees related to unsolicited resumes.