Sales Development Representative
Cowbell Cyber
Cowbell is signalling a new era in cyber insurance by harnessing technology and data to provide small and medium-sized enterprises (SMEs) with advanced warning of cyber risk exposures bundled with cyber insurance coverage adaptable to the threats of today and tomorrow. Championing adaptive insurance, Cowbell follows policyholders’ cyber risk exposures as they evolve through continuous risk assessment and continuous underwriting. In its unique AI-based approach to risk selection and pricing, Cowbell’s underwriting platform, powered by Cowbell Factors, compresses the insurance process from submission to issue to less than 5 minutes.
Founded in 2019 and based in the San Francisco Bay Area, Cowbell has rapidly grown, now operating across the U.S., Canada, U.K., and India. This growth was recently bolstered by a successful Series C fundraising round of $60 million from Zurich Insurance. This investment not only underscores the confidence in Cowbell’s mission but also accelerates our capacity to revolutionize cyber insurance on a global scale. With the backing of over 25 prominent reinsurance partners, Cowbell is poised to redefine how SMEs navigate the evolving landscape of cyber threats.
Position: Sales Development Representative
The Opportunity: Learn from the Best
Are you a naturally curious person who finds yourself constantly asking "why?" Do you enjoy taking a "messy" or complex idea and breaking it down so your friends can understand it?
We are looking for a high-potential Sales Development Representative (SDR) to join our Cybersecurity & Risk Resilience team. This isn’t just a "data entry" job. This is an apprenticeship-style role where you will work directly under industry veterans who have been navigating the cyber-risk landscape for years. We don’t expect you to be a security expert on Day 1—we expect you to be a "sponge" with a relentless drive to win.
Key Responsibilities
Outbound Prospecting: Identify and engage high-value targets through strategic cold calling, personalized emailing, and social selling.
Discovery & Qualification: Conduct initial discovery calls to understand a business’s current security posture and qualify lead fit based on our risk resilience frameworks.
Meeting Coordination: Successfully bridge the gap between initial interest and technical deep-dives by booking high-quality appointments for the senior advisory team.
CRM Hygiene: Act as the "Salesforce Pilot, " maintaining impeccable data integrity, tracking pipeline health, and ensuring all interactions are documented for precise forecasting.
The Translator: Take dense, technical cybersecurity concepts and explain them simply and professionally to business owners and non-technical stakeholders.
Follow-up Discipline: Manage a high-volume cadence of follow-ups to ensure no prospect is left behind and every lead is nurtured through the funnel.
Experience & Qualifications
Education: Bachelor’s degree in Business, Communications, Marketing, or a related field (Recent graduates are encouraged to apply).
Communication Excellence: Exceptional verbal and written English skills, with the ability to build rapport quickly over the phone and via email.
Technical Aptitude: While no prior cybersecurity experience is required, you must demonstrate a strong ability to learn complex software (Salesforce, Outreach, etc.) and technical concepts quickly.
Resilience: A proven track record of overcoming objections and staying motivated in a high-rejection environment.
Work Ethic: Experience in a fast-paced environment where you had to manage your own time and priorities to hit specific KPIs.
Logistics & Culture
Location: Pune, India (Office-Based).
Hours & Flexibility: This role requires high flexibility. You must be able to align with US Eastern Time (EST) for initial training phases and for all client-facing appointments and team syncs.
Culture: High-trust, highly collaborative, and results-oriented.
Environment: A professional office setting in Pune that fosters mentorship and direct collaboration with the local team.
Equal Employment Opportunity:
We are committed to equal opportunity in the terms and conditions of employment for all employees and job applicants without regard to race, color, religion, sex, sexual orientation, age, gender identity or gender expression, national origin, disability, or veteran status.
Cowbell is a leading innovator in cyber insurance, dedicated to empowering businesses to always deliver their intended outcomes as the cyber threat landscape evolves. Guided by our core values of TRUE—Transparency, Resiliency, Urgency, and Empowerment—we are on a mission to be the gold standard for businesses to understand, manage, and transfer cyber risk.
At Cowbell, we foster a collaborative and dynamic work environment where every employee is empowered to contribute and grow. We pride ourselves on our commitment to transparency and resilience, ensuring that we not only meet but exceed industry standards.
We are proud to be an equal opportunity employer, promoting a diverse and inclusive workplace where all voices are heard and valued. Our employees enjoy competitive compensation, comprehensive benefits, and continuous opportunities for professional development.
Cowbell is an E-Verify employer. E-Verify is a web-based system that allows an employer to determine an employee's eligibility to work in the US using information reported on an employee's Form I-9. The E-Verify system confirms eligibility with both the Social Security Administration (SSA) and Department of Homeland Security (DHS). For more information, please go to the USCIS E-Verify website.
For more information, please visit https://cowbell.insure/.
Cowbell Cyber does not permit the use of AI tools during any stage of our interview process. By submitting your application, you agree to complete all assessments and interviews without the use of generative AI assistance.