On Demand.

Drive forwards in your start-up with confidence with unlimited technical queries and advice. Only $99 per month.

Tailwind Labs, Inc.

Never let yourself be held back by a technical decision again.

Enjoy unlimited access to an expert technical partner who can guide you through the development process, help you make informed technical decisions, and provide you with the technical expertise you need to succeed.

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Albert H. Wiggin
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From strategic questions that require a second opinion to operational questions in the nitty gritty weeds of your technical operations, ask away.

March 9, 2022

We crunch the numbers

We use a blend of State-Of-The-Art AI Intelligence as well as over 5 years of experience across the technology industry to super-charge your responses.

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We ping over your answer

We aim to get back to you as soon as possible, with advice arriving no later than the same day.

Now is the time to build your dream business.

Reclaim the confidence to make technical decisions and create world-leading software.

  • Increase your speed of development

    Answer technical questions quickly and keep development moving forward without delays.

  • Improve technical decision-making

    Receive valuable insights and advice on technical decisions, ensuring that your startup is making informed and effective choices.

  • Reduced technical debt

    Technical debt can slow down development and hinder scalability. Make decisions that reduce technical debt and keep your product running smoothly.

  • Cost savings

    Avoid costly technical mistakes, software vendor decisions and delays that can add up over time.

  • Increased customer satisfaction

    Ensure that your product is of the highest quality and meets your customers needs, leading to increased loyalty and positive word-of-mouth.

  • Competitive advantage

    Build cutting-edge productd that set you apart from your competitors.

Flat pricing, no management fees.

Whether you’re one person trying to get ahead or a big firm trying to take over the world, we’ve got a plan for you.



No minimum commitment. Pause or cancel anytime.

  • Unlimited questions
  • Strategic and implementation advice
  • Available 24/7
  • Pause or cancel anytime

Frequently asked questions

If you have anything else you want to ask, reach out to us.

    • Why wouldn't I just hire a CTO, technical advisor or technical strategist?

      Good question! For starters, the annual cost of a CTO can cost between $250,000 and $600,000, plus benefits, whereas the average day rate of a technical specialist is $550. On a fractional basis, you would still look at $125,000 annually, and give up at least 25% equity. Finally, you add co-founder risk to your business. 65% of startups fail as a result of cofounder conflict. With Pocket CTO, you mitigate risks while saving cost and equity.

    • Is there a limit to how many questions I can ask?

      Once subscribed, you're able to ask as many questions as you'd like, and they will be answered one by one.

    • How fast will I receive my answers?

      We partner with state-of-the-art AI to help answer and debug operational and implementation issues on the fly - expect an answer within the hour. For more complex questions or opinions, please expect the answer same day.

    • Who is the CTO in my pocket?

      That would be me, the founder of Pocket CTO. You'll receive operational advice powered by cutting edge AI and vetted by me personally. For information and opinions where the AI struggles, I'll personally do the research and answer you directly.

    • How do I ask questions?

      We are available via WhatsApp integration! If you are currently not able to access the app via WhatsApp, please reach out to me! Happy to give you front-of-line access in the waitlist for future communication apps such as Telegram, or in-house chat apps.

    • What if I don't like or agree with the answer?

      If it's an operational question, we'll be happy to work through it together until we find the optimal solution and you're 100% satisfied. If it's an opinion-based answer, it's completely fine to disagree with the recommendation - it'll be given based on available information, but we may have to agree to disagree!

    • What if I only have a single question?

      That's fine. You can pause your subscription when finished and return when you have additional design needs. There's no need to let the remainder of your subscription go to waste.

    • What guarantees do I have if I take advice that doesn't achieve the desired outcomes?

      The advice given by this service is provided without warranty. We'll do our very best to work with you to achieve your desired outcomes - especially in use cases that are operational by nature, with a narrow-scope answer. However, opinion-based recommendations are provided purely as opinion, and we recommend undertaking independent research to supplement the advice to make an informed decision in these scenarios.

    • Are there any refunds if I don't like the service?

      We offer a 7-day money back guarantee - no questions asked - if for any reason the service wasn't able to answer your questions to a sufficient standard.

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