Sr. Sales Engineer – Cybersecurity (Remote / or Hybrid)

Bolster.ai is redefining how companies detect and respond to digital threats like phishing, brand abuse, and online fraud. We're looking for a Sr. Sales Engineer to join the team and be the technical powerhouse behind sales efforts. You'll work closely with Account Executives to drive strategic deals by delivering expert product demonstrations, guiding Proof of Concept (POC) engagements, and translating complex technical concepts into clear business value for prospective customers. 

This is a high-impact role where you’ll help shape how top global enterprises protect their brands from rapidly evolving threats and have an opportunity to grow within the company.

About Bolster

Bolster protects the world’s top brands like Zoom, Dropbox, Uber, LinkedIn, Roblox and other fortune 500 customers using an industry-leading deep learning and computer vision engine for highly accurate real-time detection and automated takedown of fraudulent sites at a global scale. We focus on tough problems that impact all of the world’s largest brands. Bolster is backed by top-tier investors and growing at a rapid pace across all industry verticals.

Community

We also brought our cutting-edge detection technology to the community with CheckPhish (https://checkphish.ai). It is leveraged by tens of thousands of users each month from over 140 countries. CheckPhish not only protects protects employees of Fortune 500 companies but also millions of everyday consumers from phishing, fraud, and fake sites on a daily basis.

What You’ll Be Doing

An ideal candidate can balance hunting short term opportunities with building long term strategic relationships while applying solution-selling methodologies to close business, surpass sales targets, and maximize growth.

Key Responsibilities

• Act as the technical lead in the sales process—partnering with Account Executives to scope prospect requirements, run solution demos, and manage hands-on POC evaluations. 
• Clearly articulate the value proposition of Bolster’s fraud detection solutions to both technical teams and C-level executives. 
• Create and maintain customized demo environments, use-case scenarios, and tailored solution presentations. 
• Provide deep subject matter expertise in phishing detection, brand protection, digital risk, and fraud prevention. 
• Where needed, develop technical collateral including FAQs, white papers, battle cards, and competitive analysis to support sales efforts. 
• Collaborate closely with Product and Engineering to relay customer feedback to accurately influence the product roadmap. 
• Stay informed on emerging cybersecurity threats, tactics, and trends—especially those impacting digital trust, impersonation, and brand abuse. 
• Help scale the team by contributing to sales enablement initiatives, onboarding resources, and internal documentation. 

Minimum Qualifications

• 5+ years of experience as a Sales Engineer, Solutions Engineer, or Technical Pre-Sales Consultant in the cybersecurity space. 
• Experience installing, demoing, overcoming objections, and understanding differentiators with complex technologies to best position with prospects. 
• Proven success conducting live demos, technical deep-dives, and POC ownership for enterprise clients. 
• Strong interpersonal skills with the ability to build trust with technical and business stakeholders. 
• Comfortable presenting to diverse audiences, from security practitioners to CISOs. 
• Familiarity with security ecosystems and integration patterns (e.g., SOAR, SIEM, Threat Intelligence Platforms). 
• Bachelor's degree (B.A. or B.S.) in Computer Science, Engineering, Information Security, or related field—or equivalent work experience. 

Nice to Have

• Domain expertise in phishing detection, brand protection, threat intelligence, or fraud mitigation technologiesa major plus. 
• Prior experience working in a startup or fast-paced growth environment. 
• Hands-on experience with REST APIs, scripting, or light coding to support integrations and custom demos. 
• Knowledge of cybercrime tactics, threat actor techniques, and phishing campaign infrastructure. 
• Familiarity with tools like Splunk, ThreatConnect, Recorded Future, Palo Alto Cortex XSOAR, or similar platforms. 
• Experience supporting global enterprise deals.