Chad Quakenbush

Chad Quakenbush

Practical automation, AI, and custom software for small businesses in the Indianapolis area.


I help small and mid-sized businesses on the northwest side of Indianapolis — Zionsville, Whitestown, Brownsburg, Lebanon, and across the metro — put modern technology to work on the parts of running a business that nobody enjoys: invoice processing, data entry, customer follow-ups, and the reports someone rebuilds by hand every Friday.

I spent five years at an Indianapolis MSP working closely with small businesses, then moved into AI, software, and program management roles, including at American Express. These days I lead automation and AI at a 400-person company in Zionsville. I take on a single outside project at a time so that each one gets real attention from someone who does this work full-time.

Email: [email protected]

I usually reply within a day or two. If you're not sure whether what you have in mind is a fit, send it anyway — I'll tell you honestly.

What I help with

"Someone on our team spends most of Monday processing invoices."

Invoice intake, coding, approvals, and getting them into your accounting system is one of the most automatable workflows in a small business — and one of the most common places where a part-time admin's worth of hours gets quietly burned every week. It's a good fit for businesses that have outgrown doing it by hand but don't have the volume to justify a full AP platform.

"Our field guys never update the CRM, so we never actually know what's going on."

If your team is in trucks, on job sites, or in customers' offices all day, getting them to log notes in Salesforce or HubSpot at the end of the day is a losing battle. I've built voice-enabled tools that let someone talk through a site visit on the drive back and have it land in the CRM cleanly. It's the kind of thing that sounds like science fiction and turns out to be pretty straightforward.

"Leads come in through five different places and we don't always follow up fast enough."

Email, web form, Facebook, a referral text, a voicemail — most small businesses have inquiries landing in four or five inboxes that no one's watching consistently. I build small systems that pull all of that into one place, qualify what's actually a real lead, and either follow up automatically or tell the right person to call within an hour.

"Someone quoted us $40,000 for an AI thing and we don't know if that's right."

A lot of small businesses are getting pitched expensive AI projects that don't make sense at their size. I'm happy to look at a proposal and tell you honestly whether it's worth doing, whether it's worth doing differently, or whether it's worth doing at all. No charge for that conversation.