Strategic Services for Digital Leaders
Leveraging enterprise experience to help businesses of all sizes navigate digital transformation with confidence.
Services Offered
Comprehensive solutions designed to address the unique challenges of businesses navigating digital transformation.

Digital Strategy
Comprehensive digital transformation roadmaps tailored to your business goals and market position.
- Digital maturity assessment
- Technology stack evaluation
- Competitive digital landscape analysis
- Digital transformation roadmap
- ROI forecasting and measurement
- Implementation planning and prioritization

IT Transformation
Expert guidance on modernizing your technology stack and optimizing IT operations for efficiency and innovation.
- Legacy system modernization
- Cloud migration strategy
- IT organizational design
- Technology vendor selection
- IT governance framework
- Agile implementation coaching

Content Strategy
Development of content marketing frameworks that position your brand as a thought leader in your industry.
- Content audit and gap analysis
- Audience persona development
- Editorial calendar creation
- SEO and keyword strategy
- Content distribution planning
- Performance measurement framework
My Process
A structured approach that delivers consistent results while remaining flexible to your unique needs.
Discovery
We begin with a thorough assessment of your current situation, challenges, and objectives to establish a clear baseline.
Strategy Development
Based on discovery insights, we create a tailored strategy that aligns with your business goals and addresses specific challenges.
Implementation Planning
We develop a detailed implementation roadmap with clear milestones, resource requirements, and success metrics.
Execution Support
I provide hands-on guidance during implementation, helping navigate challenges and adjust the approach as needed.
Measurement & Refinement
We continuously track progress against defined metrics, refining the approach to maximize results and ROI.
Consulting Packages
Flexible engagement options designed to fit your specific needs and budget.
Advisory Session
One-time strategic consultation to address specific challenges or questions.
- Pre-session questionnaire
- 90-minute video consultation
- Written summary of recommendations
- 2 weeks of email follow-up support
Strategic Roadmap
Comprehensive analysis and strategic planning for a specific business challenge.
- Stakeholder interviews
- Current state assessment
- Custom strategic roadmap
- Implementation plan with timelines
- Presentation to leadership team
- 30 days of implementation support
Transformation Partner
Ongoing strategic partnership to guide your digital transformation journey.
- Weekly strategy sessions
- Hands-on implementation guidance
- Technology vendor management
- Change management support
- Progress tracking and reporting
- Executive team alignment
Need a custom solution for your specific challenges?
Contact Me for a Custom QuoteClient Success Stories
Hear from business leaders who have transformed their organizations with strategic guidance.

Sarah Johnson
CEO, Regional Retail Chain
"John's strategic guidance helped us navigate our digital transformation with confidence. His enterprise experience translated perfectly to our mid-sized business challenges."

Michael Chen
CTO, Financial Services Firm
"The IT modernization roadmap John developed saved us from making costly mistakes. His practical approach and clear communication made all the difference."

Emily Rodriguez
Marketing Director, SaaS Company
"Our content strategy has completely transformed how our market perceives us. We're now recognized as thought leaders in our industry, directly impacting our sales pipeline."
Frequently Asked Questions
Answers to common questions about my services and approach.
I offer flexible engagement models ranging from one-time advisory sessions to ongoing strategic partnerships. After an initial consultation to understand your needs, I'll recommend the most appropriate approach for your specific situation and budget.
Yes, I specialize in working with small to mid-sized businesses that need enterprise-grade strategic thinking but don't require (or can't afford) a large consulting firm. My approach scales to fit organizations from 10 to 500 employees.
While my experience spans multiple industries, I have particular expertise in retail, financial services, healthcare, and professional services. The digital transformation principles I apply are often industry-agnostic, though I tailor the specific recommendations to your sector's unique challenges.
Project timelines vary based on scope and complexity. A strategic roadmap typically takes 2-3 weeks, while implementation support can range from 3-12 months. During our initial consultation, I'll provide a realistic timeline based on your specific needs and constraints.
I focus primarily on strategy and advisory services, but I provide hands-on guidance during implementation. For technical execution, I can recommend trusted partners or work alongside your existing team to ensure the strategy is implemented effectively.
Success metrics are defined collaboratively at the beginning of each engagement, aligned with your business objectives. Typical metrics include efficiency gains, cost savings, revenue growth, customer satisfaction improvements, and specific digital KPIs relevant to your goals.
Have more questions? I'm happy to help.
Contact MeReady to Transform Your Business?
Schedule a free 30-minute consultation to discuss your challenges and explore how I can help you achieve your digital transformation goals.