What happens on a discovery call?

We spend 30 minutes learning how your business runs — your tools, workflows, and pain points. No pitch, no pressure. By the end, you'll know whether there's a fit and what working together looks like.

How long does a typical engagement last?

Discovery takes two weeks. From there, build timelines follow your roadmap. Our average engagement is over a year — most clients stay on for ongoing development and support.

Do I need to know anything about AI before we start?

No. We start with discovery — we learn your business, then show you exactly where AI and automation will save you time and money. We handle the technical side.

What kinds of businesses do you work with?

Small and mid-size businesses across industries — luxury retail, insurance, SaaS, and professional services. If your business runs on workflows that should be faster or smarter, we'll make them that way.

For businesses that can't afford to fall behind.

AI strategy, automations, and technical leadership

We learn how your business operates to build AI-powered automations and software, so you can do more with less.

Book a Discovery Call See how it works

Abaxx✦ European Watch Company✦ Elemnts✦ ReservesPro✦ DegreeBridge✦ Sunereum Labs✦ Lynden Lane✦ MAS✦ Laravel News✦ Sol Dev✦ Abaxx✦ European Watch Company✦ Elemnts✦ ReservesPro✦ DegreeBridge✦ Sunereum Labs✦ Lynden Lane✦ MAS✦ Laravel News✦ Sol Dev✦

AI is everywhere.
Clarity isn't

The businesses winning with AI aren't using the flashiest tools. They're the ones who figured out where it actually fits. In their workflows, their operations, their day-to-day. That's what we help you find.

Summarize this 40-page lease agreement Sort 200 support tickets by urgency Write SOPs for onboarding Draft a follow-up for every open proposal Which customers haven't ordered in 90 days? Auto-tag all new inventory SKUs Summarize this 40-page lease agreement Sort 200 support tickets by urgency Write SOPs for onboarding Draft a follow-up for every open proposal Which customers haven't ordered in 90 days? Auto-tag all new inventory SKUs

Pull line items from these 12 invoices Compare these two vendor contracts Build a weekly KPI report from our CRM Generate a project brief from this Slack thread Rewrite this job posting for LinkedIn Categorize last month's expenses Pull line items from these 12 invoices Compare these two vendor contracts Build a weekly KPI report from our CRM Generate a project brief from this Slack thread Rewrite this job posting for LinkedIn Categorize last month's expenses

Turn our meeting transcript into action items Flag inventory below reorder threshold Score these inbound leads by fit Reconcile these two spreadsheets Draft an RFP response from our template Create a training guide from this doc Turn our meeting transcript into action items Flag inventory below reorder threshold Score these inbound leads by fit Reconcile these two spreadsheets Draft an RFP response from our template Create a training guide from this doc

Talk to us

What we do

What working with us looks like

From understanding your business to running the tech behind it.

Discover

2 weeks

In two weeks, you'll know exactly where AI and automation can save you real time and money. We learn how your business runs, map your workflows, and hand you a prioritized roadmap of what to build first.

Operations deep-dive Workflow mapping AI opportunity analysis Prioritized roadmap

Build

Per roadmap

We build the automations, tools, and integrations your roadmap calls for. Everything ships to production, ready for your team to use.

Custom web apps AI-powered automation Platform migrations Integrations

Scale

Ongoing

Your systems keep getting better, not stale. We stay on to ship improvements, support what's running, and make sure your technology grows as fast as your business does.

Ongoing development AI & workflow training Technical leadership Embedded partnership

Case study

A legacy platform was costing them six figures a month

European Watch Company knew they were leaving money on the table. Their platform couldn't keep up, manual workflows were slowing the team down, and opportunities were slipping through the cracks. We migrated their entire system and built their insurance platform from scratch.

Could this be you?

Monthly revenue unlocked

$300K

BeforeAfter

Assets insured in year one

$30M+

Q1Q2Q3Q4

Full migration

Legacy platform to modern, scalable architecture.

Insurance platform

Built from scratch, $30M+ insured in year one.

AI optimizations

AI-powered workflows layered into daily operations.

Continuous growth

Still finding new ways to drive the business forward.

Sound familiar

Problems we solve every day

"Our software is holding us back."

Legacy systems that can't scale or support the way you work today. We replace them with modern tools that grow with your business.

"We don't have anyone who understands technology."

You shouldn't have to hire a CTO and three engineers just to keep up. We plug in as your technology partner without the full-time overhead.

"Everyone's talking about AI but I don't know what's real."

Most of the AI hype is noise. We cut through it and show you exactly where AI can have a measurable impact on your business.

"We've tried agencies before. It didn't work."

Dev shops hand you a deliverable and disappear. We stick around. Our average engagement is over a year because we're building a partnership, not checking a box.

Based in Houston and Boston

Meet Matt and Nick

We started Markham Square in 2022 because we kept seeing great businesses held back by technology they couldn't build or manage on their own.

Since then we've helped businesses unlock hundreds of thousands in revenue, automate the workflows eating up their time, and turn AI into something their teams actually want to use.

All of that, from a team of two. We're small on purpose. It's how we stay close enough to your business to actually move it forward. When you work with us, you work with us.

Let's talk about your business

Tell us a little about what you're working on. We'll get back to you within 24 hours to set up a call. No pitch. No pressure.

Name

Company

Company Website

What's the biggest thing slowing your business down?