A Private Assistant Trained on Your Material,
Not the Whole Internet.
Your team asks the same questions every day. Where’s the latest version of the policy? What did we tell that client last spring? How do we handle this kind of claim? The answers exist, buried in shared drives, PDFs, and the head of whoever’s been there longest.
Sidestreet Private AI answers those questions from your own documents, with links back to the source so people can check the work. It runs in a private cloud environment set up for your organization. Your files and your team’s questions stay in that environment, and they aren’t used to train anyone else’s models.
And for the paperwork that eats your staff’s afternoons — intake forms, invoices, applications, contracts — we build automations that read the documents, pull out what matters, and file it where it belongs.
Two Ways to Put AI to Work
Without the Risk
Private assistants. We connect the assistant to the sources your team actually uses, like policy manuals, procedures, product specs, past proposals, and knowledge bases. It respects the permissions you already have, so a staff member only gets answers from documents they’re allowed to see. People use it in a browser or right inside the tools they already work in.
Document automation. Scanned forms, handwritten intake sheets, invoices, and contracts get read automatically. Names, dates, amounts, and checkboxes are pulled out and dropped into your CRM, practice management system, or a spreadsheet. Anything the system isn’t sure about gets flagged for a person to review, so you get speed without blind trust.
Both run on the same leading AI models behind the tools your team already likes, in an environment we configure and manage. If your data can’t leave the building at all, our on-premise AI servers do the same job on hardware in your office.
We use these tools every day inside Sidestreet. That’s how we know where they save real hours and where a human still needs to be in the loop.
What We Provide
Private Knowledge Assistants
An assistant that answers from your own documents and cites where it found the answer, with access tied to your existing permissions.
Learn moreDocument & Form Processing
Intake forms, invoices, applications, and contracts read automatically, with the data filed into the systems you already use.
Learn moreCustomer-Facing Assistants
Website and support chat that answers from your approved content, not guesses, and hands off to a person when it should.
Learn moreWorkflow Automation
Summaries, drafts, routing, and follow-ups wired into your CRM, email, and task manager, so repetitive steps happen on their own.
Learn moreUsage Policy & Staff Training
A plain-language AI policy your leadership can adopt, plus hands-on training so your team uses the tools well and knows the limits.
Learn moreOn-Premise Option
For data that can’t leave your office at all, the same capabilities on a private server we install and manage on-site.
Learn moreCommon Questions
Straightforward answers to what we hear most from Sidestreet private ai clients.
No. The assistant runs in a private environment set up for your organization. Your documents and your team’s prompts stay there, and they aren’t used to train the underlying models or shared with anyone else.
Two big ways. First, it answers from your documents, with citations, instead of from the general internet, which makes it far more useful for questions about your own business. Second, your data stays in an environment you control, with access tied to your permissions, instead of in individual employees’ personal accounts.
The cloud environment can be configured to support regulated workloads, and we build access, logging, and retention around your compliance program. For offices where the answer has to be that nothing leaves the building, period, we recommend our on-premise AI servers instead. We’ll help you figure out which one your situation calls for.
Very good on clean, typed documents and good on most handwriting. It’s never perfect, so we build every automation with confidence checks. Fields it’s unsure about get flagged for a person to review rather than silently filed. You decide how strict those checks are.
There’s a setup project to connect your sources, build the workflows, and train your team, then a monthly plan that covers usage and support. Usage is billed at actual cost, so a light month costs less. We quote it after a short conversation about what you want the AI to handle.
Anywhere in the US — the build is remote, and we’re based in Spartanburg, South Carolina, for clients who want on-site training. The full list of areas we serve is at the bottom of this page.
0
Contract clients who stayed 1+ year and had a negative ROI — zero, ever
400%+
E-commerce revenue growth for a Columbia-area manufacturer
150%
Social media engagement boost for a Carolinas church
15+
Years of senior-level marketing, web, and production work
Let’s Find the Hours
AI Can Give Back.
Tell us where your team loses time to searching and paperwork. We’ll show you what a private assistant or an automation would actually do about it.
Start the conversation