Enterprise Account Executive, Cytora

Sorry, this job was removed at 04:10 a.m. (CST) on Friday, Mar 27, 2026
Hiring Remotely in United States
Remote or Hybrid
Cloud • Insurance • Payments • Software • Business Intelligence • App development • Big Data Analytics
Creating the best products with the best people in insurance technology!
The Role
Job Description
Shape the Industry and Your Career
At Cytora, now an Applied Systems company, we're transforming how insurers and brokers connect, operate, and grow. Our AI-powered platform is driving smarter decisions, greater efficiency, and seamless collaboration across the global insurance ecosystem. Together, Cytora and Applied Systems are accelerating digitization of risk flows across the insurance industry-driving greater efficiency, improved service and connectivity between insurers and brokers worldwide. As we accelerate digital transformation, we're looking for curious, collaborative minds ready to help shape what's next. If you're energized by innovation and inspired by impact, your future starts here.
Position Overview
Applied Systems, Inc., a worldwide leader in insurance technology, is currently searching for a Enterprise Account Executive that will be selling Cytora's Risk Digitization platform to US agencies and brokers. You'll run full-cycle enterprise sales-prospecting, discovery, POC/evaluation, and close-and be responsible for new logos and expansion. This is primarily an outside sales role operating with minimal supervision. Cytora, now part of Applied Systems, applies vertical AI at global scale to transform commercial insurance. Founded in 2012, Cytora leverages GenAI to enable brokers, insurers and reinsurers to digitize and automate the risk intake across commercial insurance. Applied Systems are a global leader in insurance technology since 1983, powering more than 18,000 agencies and 160,000+ users across North America and Europe with its cloud-based software solutions. Together, Cytora and Applied Systems are accelerating digitization of risk flows across the insurance industry-driving greater efficiency, improved service and connectivity between insurers and brokers worldwide.
What You Will Do
  • Run full-cycle enterprise sales from prospecting through evaluation/POC to close.
  • Translate discovery into a written, time-boxed POC plan with clear success criteria, datasets/documents, user roles, checkpoints, and exit criteria to keep evaluations decision-oriented.
  • Systematize early-stage motions - capture what works, codify repeatable steps, and help build and scale GTM alongside Enterprise account teams.
  • Multithread senior relationships (CIO, Ops, IT, business leaders) and speak to technical concepts (LLMs, data flows, APIs), translating them into insurance business value for executives and working teams.
  • Captain a team of cross-functional partners (Sales, Solutions Consulting, Product, Security, Legal) to remove blockers and maintain momentum.
  • Maintain disciplined pipeline hygiene and forecasting (using all required tools, including Salesforce CRM) while following Applied Solution Selling and Cytora's evaluation/POC playbook; travel as needed for client discovery sessions, workshops, POCs, and checkpoints.

We're Excited to Learn More About You
  • 10+ years enterprise sales experience, including 5+ years in insurance/insurtech and 5+ years selling enterprise SaaS to large carriers/brokers (multi-stakeholder, long-cycle deals).
  • Ownership mentality: lead end-to-end, run first-touch demos, and run POCs
  • Product/AI-curious and a crisp communicator: explain LLMs, data flows, and APIs clearly, translating technical concepts into underwriting/operations business value for executives and working teams.
  • Willing to travel frequently in the U.S. up to 50%
  • Bachelor's degree or equivalent experience.

We know that talent comes from all backgrounds and experience levels. We encourage military members and their spouses as well as candidates without a degree or a background in tech to apply!
Why Cytora
We're building the future of insurance and we're doing it together. At Cytora, now an Applied Systems company, we're driven by a shared mission to transform the industry through AI-powered solutions that deliver smarter decisions, stronger connections, and better outcomes.
We foster a culture that values who you are and recognizes that you're more than your role: you're a teammate, and you matter. We thrive on the strength of our diverse experiences and celebrate the uniqueness each person brings to work every day.
We believe flexibility fuels performance. Whether remote, hybrid, or in-office, we empower our teams to work in ways that work best for them.
A comprehensive benefits and compensation package that centers our teammates and helps them to bring their best to work every day:
  • Medical, Dental, and Vision Coverage
  • Holiday and Vacation Time
  • Health & Wellness Days
  • A Bonus Day for Your Birthday

Our targeted starting base salary in the United States for this position ranges from $150,000 - $175,000. To determine a new team member's starting pay, we consider a variety of factors, including someone's depth, breadth, and variety of experience, skills, and responsibilities. Depending on the role, team members may also be eligible to participate in additional compensation plans such as bonus and commission.
Learn more about the people behind our products at https://www.cytora.com/about-careers .
Your Security Matters:
Our candidates' personal information and online safety are top of mind for us. At Applied, we proactively protect your personal information and only communicate with candidates via a secure @appliedsystems.com email or through our official career's portal. Recruiters will never request payments, ask for financial account information or sensitive information like social security numbers.
EEO Statement
Applied Systems is proud to be an Equal Employment Opportunity Employer. Diversity and Inclusion is a business imperative and is a part of building our brand and reputation. At Applied, we don't discriminate, and we are committed to recruit, develop, retain, and promote regardless of race, religion, color, national origin, sexual orientation, gender identity, disability, age, veteran status, and other protected status as required by applicable law.
#LI-Remote

What the Team is Saying

Daragh Borelan

Applied Systems Compensation & Benefits Highlights

  • Leave & Time Off Breadth Benefits begin on day one and include multiple paid time off types such as vacation, sick, holidays, birthday, volunteer time, floating holidays, wellness days, and generous PTO options.
  • Parental & Family Support Six weeks of paid parental leave for all parents, including adoption, is provided alongside family medical leave, childcare support, and onsite mother’s rooms.
  • Inclusive Benefits Coverage Health coverage explicitly includes mental‑health benefits, transgender health care, and abortion travel support, complemented by FSAs and wellness incentives.

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The Company
HQ: Chicago, IL
3,040 Employees
Year Founded: 1983

What We Do

Transforming the insurance industry is ambitious, we know. That’s why at Applied, we’re building a team that shows up every day ready to learn, willing to try new things, and driven to deliver innovative software and services that make us indispensable to our customers – all within a culture built on values that make us indispensable to each other, too. At Applied, we have a mission and a vision that guide us, values that anchor us, and a determination to achieve that propels us forward. We push the boundaries of innovation to solve the biggest challenges in insurance – helping us earn the title of indispensable partner from our customers. Our teammates show up as they are, creating an authentic environment that fosters collaboration, curiosity and connections – and one that doesn’t waste time on the unnecessary confines of corporate bureaucracy or hierarchy. No matter the role or title, you have a voice at the table, space to work hard and achieve, and unending opportunities to be a great teammate.

Why Work With Us

Our commitment to you is simple: when you bring your best, we promise you a place where amazing career moments are made possible.

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