Principal Territory Account Manager (Financial) (AI Security)

Location: Remote, United States of America; field territory covering Illinois, Michigan, and Minnesota

Annual base pay: $132,500–$198,700, with variable commission-based compensation and OTE of $264,900–$397,300 or more upon quota attainment.

Company

hirify.global delivers application security and digital transformation solutions; CalypsoAI, acquired by hirify.global, provides an AI security platform for responsible enterprise adoption of Generative AI.

What you will do

• Own the full enterprise sales cycle across named financial services accounts, from prospecting and discovery through evaluation, negotiation, and close.
• Build territory and account plans targeting CIOs, CISOs, CROs, CDOs, fraud and risk leaders, compliance executives, and AI/innovation stakeholders.
• Generate new-logo pipeline through outbound prospecting, events, partner relationships, executive networking, and inbound demand.
• Lead complex sales cycles involving security, AI, data, risk, regulatory, and business-value considerations.
• Act as a CalypsoAI product specialist, partnering with hirify.global enterprise account teams to drive new revenue and expand customer relationships.
• Deliver tailored demonstrations, executive presentations, and proof-of-value engagements; manage forecasting, deal strategy, customer feedback, and market insights.

Requirements

• 5+ years of enterprise software sales experience, ideally in cybersecurity, infrastructure, or AI-related solutions.
• Experience selling complex, high-value solutions to large enterprises and engaging senior decision-makers in matrixed organizations.
• Cybersecurity or security-solutions sales experience, particularly with CISOs, security architects, and risk teams, is strongly preferred.
• Experience as a product-focused seller or overlay specialist working with core account teams.
• Knowledge of qualification and value-based selling methodologies such as MEDDIC and Command of the Message.
• Ability to work in fast-paced, evolving environments while navigating enterprise-scale processes and sales targets.
• Familiarity with LinkedIn Sales Navigator, HubSpot, and modern enterprise sales technology stacks.
• Excellent communication skills for influencing technical and executive audiences; professionalism and integrity under pressure.
• Strong interest in AI, cybersecurity, and emerging enterprise technologies; Generative AI and LLM ecosystem knowledge is highly desirable.

Nice to have

• Startup, scale-up, or post-acquisition integration experience.

Culture & Benefits

• Work at the intersection of AI innovation, cybersecurity, and global enterprise adoption.
• Access the reach, resources, and stability of hirify.global together with CalypsoAI’s AI security expertise.
• Full-time benefits include health and wellness coverage, paid time off, 401(k), and other benefits.
• 50/50 base salary and performance-based compensation structure.

Hiring process

• hirify.global contacts candidates only through official hirify.global email addresses ending in @hirify.global.com or Workday notifications ending in hirify.global.com or @myworkday.com.