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The vCISO Growth Playbook
At Simple Security, our goal is to support our partners and help you thrive. From countless conversations, we know that one of the biggest hurdles vCISOs and consultants face is winning new clients. That’s why we’ve built a 10-part playbook packed with practical strategies to address this challenge head-on. Click on the playbook image to download our introduction and episode guide.
1. Positioning & Value Proposition
Your strongest differentiator as a vCISO is simplicity. Clear messaging, business-focused outcomes, and plain language help you stand out from tool-heavy competitors. Learn how to frame your value proposition so that prospects immediately see you as a strategic advisor, not a technical vendor. See the full playbook for practical positioning frameworks and client-ready messaging examples.
2. Service Tiers & Pricing Models
Tiered services give clients a clear path to grow with you, while project-based pricing provides flexibility. A well-structured model ensures you can serve different client sizes without underpricing or overcomplicating. In the full playbook, you’ll find detailed tier structures, sample pricing bands, and strategies for presenting options
3. Discovery Calls
Tiered services give clients a clear path to grow with you, while project-based pricing provides flexibility. A well-structured model ensures you can serve different client sizes without underpricing or overcomplicating. In the full playbook, you’ll find detailed tier structures, sample pricing bands, and strategies for presenting options
4. Regional Notes: US vs UK
The US and UK markets share challenges but differ in style. US buyers look for ROI and speed; UK buyers value predictability and trust. In the full playbook, you'll find a breakdown of cultural, messaging, and sales process differences - with tips for adapting
your approach.
5. Outreach Strategies
Effective outreach is short, educational, and multi-channel. Whether on LinkedIn or email, leading with value builds trust and gets you responses. In the full playbook, you'll find adaptable outreach templates and follow-up cadences to start meaningful conversations.
6. Marketing Campaign Blueprints
Campaigns give you momentum by focusing on a theme - like audit readiness or human risk - over several weeks. Blending blogs, polls, and webinars increases engagement. The full playbook provides four complete campaign blueprints with timelines and KPIs.
7. Objection Handling
Objections are opportunities to reframe the conversation. Whether prospects say they're 'too small', 'too busy', or 'too tight on budget', you can respond in ways that empathize and redirect toward outcomes. The full playbook includes an objection handling cheat sheet with scripts.
8. 90-Day Action Plan
Momentum matters. A structured 90-day plan helps you consistently build pipeline without burning out. The full playbook provides a week-by-week roadmap to establish your presence, run your first campaigns, and convert early wins into long-term clients.
9. Onboarding Workflow
The first 90 days with a new client set the tone for the entire relationship. A smooth onboarding process builds confidence and delivers early wins. The full playbook offers a step-by-step onboarding workflow with tools, templates, and reporting examples.
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