One-Off CTO Strategy Session
Quick, expert input when you need clarity — fast.
Get focused guidance on a specific technical challenge in a single 60-minute session for just $99. Includes a personalized action plan to move forward with confidence.
Without objective technical guidance, founders often make rushed decisions based on limited information, leading to costly rework, incompatible technology choices, or inefficient team structures that delay product delivery and waste resources.
Who This Is For
- Founders at a crossroads — build vs buy, hire vs outsource
- Non-technical founders needing an expert second opinion
- Product teams feeling stuck on architecture, scale, or delivery
- Early-stage startups who can't justify a CTO yet, but need the perspective of one
What You'll Get
Focused Strategy Call
A 60-minute advisory call (remote or in-person in Harare) focused entirely on your specific challenge or decision.
Written Action Plan
Complete post-session documentation with specific recommendations, next steps, and resources to implement the solution.
Expert Insights
Practical, vendor-neutral advice backed by experience guiding startups through similar challenges.
Your Total Investment: 90 Minutes
- 15 minutes: Complete the pre-session brief
- 60 minutes: Strategy session with me
- 15 minutes: Review the action plan
What We Cover
These sessions are tailored to your specific needs. Common topics include:
- Tech stack selection and tradeoffs
- Product roadmap prioritisation
- Choosing between development partners
- Cost control and infrastructure decisions
- Defining early engineering team roles
- Go-to-market tech risks
- Technical debt management
- "Can we launch with what we have?"
You bring the questions. I'll bring the experience — and a clear, structured approach to help you move forward with confidence.
Why This Matters
Startups don't always need ongoing help — but they do need moments of sharp clarity. This session offers just that: a low-risk, high-impact way to borrow senior tech experience exactly when it matters most.
Why This Approach Works Better
vs. Going Without Advice
Avoid costly mistakes and wasted development time by getting expert input before making important tech decisions.
vs. Online Research
Get personalized, contextual guidance that addresses your specific situation, not generic advice from the internet.
vs. Full Consulting Engagement
Get focused expertise on a specific issue without the cost and commitment of a longer consulting engagement.
Benefits of this targeted approach:
- Rapid resolution of critical technical questions
- Confidence in your next steps backed by expert perspective
- Risk identification before problems become expensive
- Experience-based validation of your current approach
Simple, Transparent Pricing
One-Off CTO Session
$99/session
Focused expertise to solve your immediate tech challenge.
- 60-minute strategy session
- Pre-session briefing form
- Post-session action summary
- Follow-up discount option
- Remote or in-person (Harare)
Best for: Specific technical decisions or challenges that need expert input.
Start With Free ConsultationReturn Client Discount
Previous clients and referrals receive special pricing. Mention your previous work with me when booking.
Common Questions
How Does This Compare to a Retainer?
The One-Off Session ($99) is designed for founders with a specific, pressing challenge that needs immediate expert input. The Advisor Retainer ($300/month) is better for ongoing support throughout your building process.
| One-Off Session ($99) | Advisor Retainer ($300/month) | |
|---|---|---|
| Time Frame | Single 60-minute session | Monthly strategy session |
| Ideal For | Specific decisions or challenges | Ongoing guidance and oversight |
| Support Between Sessions | Post-session summary only | Continuous email support |
| Commitment | None - one-time service | Monthly (cancel anytime) |
Choose the One-Off Session if you have a single decision to make; choose the Advisor Retainer if you need consistent guidance as you build.
How Is This Different From Your Free Discovery Call?
Both calls serve different purposes in your journey:
| Free 30-Min Discovery Call | $99 CTO Strategy Session | |
|---|---|---|
| Primary Purpose | Relationship building & service exploration | Solving a specific technical challenge |
| Focus | Your overall needs & service fit | Detailed analysis of one specific challenge |
| Preparation | General introduction & overview | Pre-call briefing form & focused prep |
| Deliverable | Service recommendations | Written action plan & solution steps |
The Discovery Call helps us understand if we're a good fit to work together. The Strategy Session is a working session focused on solving a specific problem.
What Topics Work Best for a Single Session?
One-Off Sessions are most effective for focused challenges with clear boundaries. Examples include:
- Tech stack selection for a new project
- Evaluating a specific vendor or partner
- Troubleshooting a specific technical problem
- Validating an architectural approach
For more complex situations with multiple facets, consider the Tech & Team Deep Dive or a CTO Retainer for comprehensive support.
Next Steps
Ready to get clarity on your technical challenges? Here's how the process works:
- 1
Book Your Free Consultation
Select a time that works for you using the booking link.
- 2
Complete the Briefing Form
I'll send you a short form to outline your challenge and provide context.
- 3
Have Your Session
We'll meet for a focused 60-minute session on your specific challenge.
- 4
Receive Your Action Plan
Within 24 hours, you'll get a detailed plan with recommended next steps.
Ready to Start the Process?
First, book a free 30-minute consultation to discuss your challenges. We'll share payment details after confirming your CTO Session.
Book Your Free ConsultationFAQs
Not Sure If You Need a Session?
Start with a free 30-minute discovery call to discuss your challenges and see if a strategy session is right for you.
Book My Free Discovery Call