Your AI-Powered C-Suite
On-demand access to AI executive advisors across strategy, technology, legal, HR, and more. Enterprise-grade guidance at a fraction of the cost.
Should I build a custom CRM or use off-the-shelf software?
Great question! Based on your company size and needs, I'd recommend starting with off-the-shelf. Here's my analysis:
Trusted by forward-thinking entrepreneurs
Your AI Advisory Board at Work
Watch how CEO Sidekick personalizes advice to your specific business context and provides expert guidance across multiple domains.
Welcome back, Shannon
Your AI advisory board is ready
Technology Partner
Virtual CTO/CIO
Executive Coach
Leadership Partner
Legal Advisor
Contract & Compliance
HR Partner
People Operations
Knowledge Base
Company AI
Content Engine
Thought Leadership
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Why CEO Sidekick
Executive guidance without the executive price tag
Stop Googling business decisions. Get real strategic advice from AI advisors trained on best practices across every business function.
24/7 Availability
Get executive-level guidance whenever you need it. No waiting for appointments or callbacks.
99% Cost Savings
Access C-suite expertise for less than $100/month vs. $500K+ for a traditional executive team.
Deep Business Context
Our AI learns your business, industry, and preferences to provide personalized strategic advice.
Confidential & Secure
Enterprise-grade security with full data isolation. Your business information stays private.
Instant Expertise
From tech strategy to legal questions, get informed answers in seconds, not days.
Team Collaboration
Share conversations with your team and build a knowledge base of strategic decisions.
Simple Process
How CEO Sidekick works
Get strategic business guidance in three simple steps. No complex setup, no learning curve.
Ask Any Business Question
Type your question in plain English. Whether it's about hiring, technology, legal matters, or strategy — just ask like you would a trusted advisor.
Get Expert-Level Guidance
Our AI advisors analyze your question using best practices from top consultants, executives, and industry experts. Get actionable advice in seconds.
Grow Your Business
Make confident decisions backed by strategic analysis. Build a knowledge base of your key decisions and continue the conversation as your business evolves.
Real conversations, real results
Our AI advisors don't just give generic answers. They ask clarifying questions, consider your specific context, and provide actionable recommendations.
I need to hire my first developer. What should I look for?
Great question! Before I give recommendations, let me understand your context:
1. What will they primarily build?
2. Remote, hybrid, or in-office?
3. What's your budget range?
Web app, remote, $80-120k
Perfect. For a mid-level full-stack role at that budget, here's what to prioritize...
Meet Your AI Advisors
A complete C-suite at your fingertips
Eight specialized AI advisors, each trained on best practices in their domain. Switch between advisors seamlessly based on your current challenge.
Technology Partner
Technology and automation strategy advisor. Get guidance on tech stack decisions, digital transformation, and build vs. buy analysis.
Try asking:
"Should I build a custom app or use off-the-shelf software?"
Executive Coach
Leadership development and strategic thinking partner. Prepare for difficult conversations, set OKRs, and develop as a leader.
Try asking:
"Help me prepare for a difficult conversation with an underperforming employee"
Legal Advisor
General legal guidance and document review. Get contract red flags identified and understand business structure options.
Try asking:
"Review this freelancer contract for red flags"
*Not a substitute for licensed legal counsel
HR Partner
Human resources guidance and documentation. Create job descriptions, develop interview questions, and build HR processes.
Try asking:
"Help me write a job description for a marketing manager"
Marketing Partner
Marketing strategy and brand development advisor. Plan campaigns, develop positioning, and optimize your marketing spend.
Try asking:
"What marketing channels should I focus on with a $5K monthly budget?"
Sales Partner
Sales strategy and deal-closing advisor. Build your sales process, handle objections, and improve your close rate.
Try asking:
"How do I handle when prospects say we're too expensive?"
Knowledge Base
Company-specific AI trained on your documents. Upload SOPs, meeting notes, and policies for instant Q&A with citations.
Try asking:
"What was decided in last month's strategy meeting?"
Simple Pricing
Choose the plan that fits your business
Start free, upgrade when you're ready. All plans include access to every AI advisor.
Have questions about pricing? View FAQ
All plans include a 14-day free trial. No credit card required.
Customer Stories
Loved by entrepreneurs worldwide
See how business owners are using CEO Sidekick to make smarter decisions and grow their companies.
“CEO Sidekick has become my go-to for every strategic decision. It's like having a board of advisors available 24/7.”
Sarah Chen
Founder, TechStart Solutions
“The Legal Advisor saved me from signing a terrible contract. It caught red flags I would have missed completely.”
Marcus Johnson
CEO, GrowthCo Marketing
“As a solo founder, I was wearing too many hats. Now I have expert guidance in areas where I'm weakest.”
Emily Rodriguez
Founder, Bloom Digital
“The HR Partner helped me build our entire hiring process from scratch. Job descriptions, interview questions, everything.”
David Park
CTO, NextGen AI
“Finally, a tool that gives real strategic advice, not generic answers. The Strategy Partner understands context.”
Lisa Thompson
Director, Innovate Consulting
“We uploaded all our SOPs to the Knowledge Base. Now any team member can find answers instantly.”
James Wilson
Operations Lead, ScaleUp Agency