evaluating-new-technology
refoundai/lenny-skills
Evaluate emerging technologies using frameworks from 22 product leaders at Google, Shopify, and beyond.
What is evaluating-new-technology?
Help users assess new tools, make build-vs-buy decisions, and evaluate AI vendors using proven frameworks. Use this when someone is deciding on technical architecture, evaluating emerging tech, or determining whether to build internally or buy a solution.
- Clarify the underlying problem before evaluating any tool or technology
- Assess technology maturity and production readiness for specific use cases
- Guide build-and-buy decisions to maximize both vendor value and strategic differentiation
- Design for modularity and abstraction layers to handle future technology shifts
- Identify and flag common evaluation mistakes like tool bias and outdated assumptions
- Help users test their own assumptions about what new technologies can actually do
How to install evaluating-new-technology
npx skills add https://github.com/refoundai/lenny-skills --skill evaluating-new-technologyHow to use evaluating-new-technology
- 1.Start by clarifying the specific problem the user is trying to solve, not the tool itself
- 2.Ask when they last tested their assumptions about what the technology can do
- 3.Help them assess the maturity level and production readiness of the technology
- 4.Guide them through a build-and-buy analysis to find the right mix for their use case
- 5.Design for modularity by identifying abstraction layers that allow swapping technologies
- 6.Flag common mistakes like tool bias, vendor lock-in, and trusting unverified security claims
Use cases
- Deciding whether to build an internal AI agent or buy a vendor solution
- Evaluating a new AI vendor's claims and security guarantees
- Assessing if an emerging technology is stable enough for production use
- Planning a technical architecture that won't lock you into one vendor
- Determining the mental bandwidth cost of building vs maintaining a vendor relationship
- Product leaders and CTOs making technology decisions
- Engineering teams evaluating build vs buy tradeoffs
- Companies assessing AI vendors and LLM platforms
- Technical architects designing for modularity and future flexibility
- Startups deciding which tools to adopt early
evaluating-new-technology FAQ
Use a build-and-buy approach: buy tools to handle 90% of standard functionality and build the unique 10% that differentiates your business. This lets both you and the vendor win, while keeping your team focused on core competencies.
Bet on abstraction layers and platform-level architecture that lets you swap technologies in and out. Design your system so you're not beholden to any single technology, especially important as the AI stack evolves rapidly.
Be skeptical of guardrail vendors claiming they 'catch everything'—AI guardrails don't reliably work against determined users. Test vendors' actual capabilities yourself rather than trusting marketing claims.
First, assess if it's stable enough for your use case. Then, try using it yourself to solve a real problem and understand its true strengths. Update your assumptions every few months as capabilities evolve rapidly.
Focus on the problem you're solving and the people involved, not the tool itself. Evaluate the mental bandwidth cost of building vs maintaining a vendor relationship, and design for change since the technology landscape shifts constantly.
Full instructions (SKILL.md)
Source of truth, from refoundai/lenny-skills.
name: evaluating-new-technology description: Help users evaluate emerging technologies. Use when someone is assessing new tools, making build vs buy decisions, evaluating AI vendors, or deciding on technical architecture.
Evaluating New Technology
Help the user evaluate emerging technologies using frameworks from 22 product leaders who have made critical technology decisions at companies from Google to Shopify.
How to Help
When the user asks for help evaluating technology:
- Start with the problem - Clarify what problem they're solving before discussing tools
- Assess maturity - Determine if the technology is stable enough for their use case
- Consider build and buy - Help them find the right mix rather than forcing a binary choice
- Plan for change - Design for modularity since the landscape will shift
Core Principles
Tools solve problems, not the reverse
Austin Hay: "I have this adage I always say, which is tools are just meant to solve problems. And the problem set for marketing technologists and business technologists is you focus on the tools." Always define the problem and the people involved before selecting a system or tool.
Build AND buy, not build vs buy
Austin Hay: "Build and buy as opposed to build versus buy. Build and buy means that both of you can win." Buy tools to handle 90% of standard functionality and build the 'cool' 10% that is unique to your business.
Evaluate mental bandwidth, not just dollars
Dhanji R. Prasanna: "The savings and costs that there might be in replacing a vendor tool by something you build in-house is probably not worth it in the mental bandwidth that you've lost." Focus technical bandwidth on core competencies, not recreating vendor tools.
Update your priors constantly
Aparna Chennapragada: "The models couldn't do some things one year ago. My impression of it from trying it a few months ago - that prior needs to be updated. The baby just grew up to be a 15-year-old in a month." Re-test assumptions about what technology can do every few months.
Bet on abstraction layers
Asha Sharma: "You really need to bet on a platform or some app server type layer that allows you to swap things in and out and not really be beholden to any one technology." Invest in modularity as the AI stack evolves.
AI guardrails don't work
Sander Schulhoff: "AI guardrails do not work. If someone is determined enough to trick GPT-5, they're going to deal with that guardrail. When these guardrail providers say 'We catch everything,' that's a complete lie." Be skeptical of AI security vendor claims.
Use the tools yourself
Dhanji R. Prasanna: "I would say really try and use these tools yourself. We learn a lot about how our own workflow can change." Solve a specific, personal problem with new tools to understand their true strengths.
Context drives AI value
Jeanne Grosser: "Because this whole space is so nascent, often your own esoteric context, your content, your workflow is really key to unlocking the power of the agent." For AI agents, building internally often beats buying.
Questions to Help Users
- "What specific problem are you trying to solve with this technology?"
- "Is this technology stable enough for production, or still experimental?"
- "What's the mental bandwidth cost of building vs maintaining a vendor relationship?"
- "When did you last test your assumptions about what this technology can do?"
- "How will you swap this out if something better comes along?"
- "Have you actually used this tool to solve a real problem yourself?"
Common Mistakes to Flag
- Tool bias - Picking tools because you've used them before, not because they solve the problem
- Binary build vs buy thinking - Missing the opportunity to buy 90% and build the strategic 10%
- Outdated priors - Making decisions based on what technology couldn't do six months ago
- Vendor lock-in - Betting on specific tools without an abstraction layer for future flexibility
- Trusting security marketing - Believing AI guardrail vendors who claim to 'catch everything'
Deep Dive
For all 27 insights from 22 guests, see references/guest-insights.md
Related Skills
- AI Product Strategy
- Building with LLMs
- Platform Strategy
- Vibe Coding
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