The decision to invest in formal security measures like anti-phishing training should be based on team size and industry risk, not revenue milestones. The attack surface grows with each new employee, making a headcount of 15-20 a practical trigger point to implement such policies.

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Instead of trying to build an impenetrable fortress, early-stage founders should focus security efforts on mitigating the *volume* of potential damage. Simple tactics like rate-limiting all endpoints and creating easy-to-use IP/account banning tools can prevent catastrophic abuse from succeeding at scale.

Capital allocation isn't just about multi-million dollar acquisitions. Hiring a single employee is also a major investment; a $100k salary represents a discounted million-dollar commitment over time. Applying the same rigor to hiring decisions as you would to CapEx ensures you're investing your human capital wisely.

Instead of waiting for a specific revenue milestone, the strongest signal that it's time to hire is feeling consistently overwhelmed. This feeling indicates you are already "behind the eight ball" and need to begin the hiring process to prevent burnout and enable growth.

Frame employee training as an investment, not a cost, because 'growth follows people, not plans.' Train your team beyond the technical aspects of their job to focus on building genuine human connections. This approach transforms a transactional service into a loyal community, turning your staff into powerful growth multipliers.

Most companies have a structured process for budgets and strategy but treat talent management as an afterthought. Implement a "people calendar" that systematically addresses attracting, developing, and engaging talent with the same discipline. This ensures people, your most critical asset, are managed proactively.

Don't hire more reps until your current team hits its productivity target (e.g., generating 3x their OTE). Scaling headcount before proving the unit economics of your sales motion is a recipe for inefficient growth, missed forecasts, and a bloated cost structure.

While sophisticated AI attacks are emerging, the vast majority of breaches will continue to exploit poor security fundamentals. Companies that haven't mastered basics like rotating static credentials are far more vulnerable. Focusing on core identity hygiene is the best way to future-proof against any attack, AI-driven or not.

The trigger to hire your first team member shouldn't be a revenue milestone, but the point where you consistently perform repetitive, low-value tasks. A time audit can reveal these activities (like inbox management) that a virtual assistant can handle, freeing you to focus on growth.

The modern security paradigm must shift from solely protecting the "front door." With billions of credentials already compromised, companies must operate as if identities are breached. The focus should be on maintaining session security over time, not just authenticating at the point of access.

Employee Headcount, Not Revenue, Is the Key Trigger for Security Training | RiffOn