Windlass AI builds practical automations for Maine businesses: quoting, invoicing, timesheets, reports, and follow ups. You review everything before it moves. You just stop doing the tedious part.
Book a workflow auditOr write to piner@windlassai.com. Based in Portland, serving all of Maine.
"We do the tedious 80%. You keep the judgment."
Every small firm we know runs on one or two overworked people holding it all together. The work below is real, it is expensive, and almost all of it can draft itself.
Reconstructing the week from memory. The hours you forget are revenue that quietly disappears.
Draft invoices, edits, client formats, partner review. One to three weeks of skilled time, every month.
Every estimate rebuilt by hand from the last one, when the details already live in your notes and emails.
Invoices go out late, follow up is manual, and cash sits in other people's accounts while you wait.
Prototype in week one, so you see your own data moving before we go further.
Quarterly strategy reviews and staff office hours included.
We map where your firm loses time: intake, quoting, scheduling, invoicing, reporting. Each opportunity gets scored on hours consumed, error cost, and difficulty.
We build the highest payoff automations first and prove value in days, not months. Every build ends with measured before and after numbers.
Tools change monthly. On retainer, we keep your systems current, train your people, and keep finding the next win.
of backlogged timesheets reconstructed from calendar, calls, and email, then reviewed and filed in a single sitting.
in one company's system audited automatically. Only 8 were actually in use. A cleanup nobody had time to face became a same day report.
gone wrong had one company ready to abandon their software. Careful diagnosis found the exact cause and stabilized the account before the next run.
Results from systems built by the founder in professional services delivery work. Every engagement starts by measuring your baseline, so your results are yours.
Nothing reaches a client, a timesheet, or your books without a person signing off. The dangerous step is never automated.
Automations run in your own accounts wherever possible. If we ever part ways, your systems keep working.
Every output can be traced to its source. No black boxes, because you cannot sign off on math you cannot see.
The person who runs your office becomes more central, not less. We take the retyping, they keep the decisions.
I'm Piner Markovchick. I work daily with professional services firms, accounting, consulting, architecture, engineering, and IT services, on the software that runs their operations: time, billing, projects, and payments. I know what these firms measure, where their margins leak, and how their people actually adopt new tools.
Along the way I started building AI automations for my own workload: systems that reconstruct timesheets from the digital trail a week leaves behind, turn signed contracts into ready to run projects, and write the follow up paperwork a client call creates. They worked well enough that colleagues asked for them. Windlass AI exists to build them for you.
Windlass AI LLC is based in Portland and works on site across Greater Portland, and virtually across Maine.
A workflow audit takes a few days, costs a flat fee, and hands you a ranked roadmap with real numbers attached. If you never spend another dollar with us, you'll still know exactly where your time is going.
Book your audit callPrefer email? piner@windlassai.com