You are an advocate, an educator, a counselor, a guide, a consultant.
You work face-to-face with the people who need your expertise.
Something's telling you "AI" could help you help more people.
(Or help them better)
(Or get you back some joy in doing the work)
(Or maybe just help you get a bit more rest—that's okay too!)
You don't know where to start.
We're here to help you help.
If you don't already have a reliable chatbot, we'll shop for one together. ChatGPT, Claude, and Gemini each do different things well. We'll test-drive all three to see which fits your work needs.
Through targeted coaching and guided practice between sessions, you'll quickly discover what's possible.
Need more time discovering what's possible? Deeper coaching. Already put in your hours and ready to build beyond what consumer tools can do?
Over and over, helpers report spending two hours on indirect work for every one hour face-to-face with the people they serve. That indirect work is the prep they do, the deliverables they build, and the basics they repeat constantly—for every person they help. We want to flip that ratio.
Ground rules:
No one needs to tell you what you want or need.
Different helpers bleed time and energy in different places. 1) Prep work before you can help. 2) Repetitive basics that crowd out expert time. 3) Core deliverables that take too long manually. 4) Follow-through after the helping is done. You probably feel one or two more than the others. That's a good place to start.
You can probably do more than you think with a $20 subscription.
Incremental progress beats waiting for perfect solutions.
AI isn't an oracle that knows everything or a servant that does what you say. Try thinking of it as a collaborator and see what happens.
Prompting can feel hard because it exposes unclear thinking. Wrestling with how to express what you need—testing, failing, refining—is how you develop real capability. The work is figuring out what you need.
AI can't help if it can't understand you. That 500-page PDF or 10,000-line .csv? Too big. Those handwritten forms? Need digitizing. Those videos? Need converting. Making progress means learning what these tools can actually work with and adapting your systems.
Learning what these tools can't do well (or are pretending to do) is as important as learning what they can. Pack your bullshit detector for the trip. And make sure it has a fresh set of batteries.
We have no stake in whether you use generative AI tools or not. Sometimes the lesson learned is that the current state of the tech isn't there—and may never be. Don't use those features to do that task.
Try making the tools you wish you could have. And mark your progress the way a rookie woodworker does: in sawdust made, not pieces sold.
New products and features appear daily. You can't track them all and shouldn't try. It's our job to keep up, not yours.
The mouse. The web. Mobile. This is the next chapter in a tech story we've been living through together. Each leap removed a barrier between you and what you needed to know. Now you don't even need to know where the data lives or what tool to use—you just need to ask it the right way.
Those terms exist to make it easier to extract value from you. We're not interested in spending our days that way.
The work you do—and how and why you do it—is what matters. The technology is invisible when it's working and we're using it the right way.
Relationship-intensive, personalized work changes lives. Period.
Software bought from above squeezes more from the ones below. Tools and workflows you build and control let you choose: serve more people, breathe easier, go home on time. Your call.
We tend to think of data as rows and columns in spreadsheets. But real knowledge (think: "context") often lives in handwritten assignments, audio recordings, PDFs, Jira tickets, institutional knowledge buried in old formats. It's all data.
The more you work with AI, the more you'll think: "There really should be a tool for that." The next thing you know you're awake at 2am wondering if you could make it. Guiding that notion from impulse to reality is what Building Proofs of Concept is all about.
We're Jude and Dave.
Jude spent 25 years in marketing—co-founding companies, leading data teams, translating complexity into business value. Dave has built his career around language—screenwriting, playwriting, teaching, and producing.
When LLMs emerged, we saw tools that could think with us, not for us.
We're mission-driven. (Try as you might, you can't take the Wesleyan out of us.) But we're also practical. We've created work, scaled businesses, managed teams, shipped products. We get things done.
Two to One exists because we think helpers should expect more. You deserve partners who respect your work, understand your constraints, and succeed when you do.
Let's go.
COMING SOON
We work on a sliding scale. A volunteer benefits counselor and a corporate consultant shouldn’t pay the same for the same help. Our coaching doesn’t change based on what you pay—same structure, same support, same depth. Let’s talk about what makes sense for you.
We also work with small groups. Helpers can pool resources and benefit from learning and building together.