Insights

Articles & thinking.

Practical thinking on digital strategy, accessibility, and AI, written from the work itself: government rebuilds, audits, and the agents that run our own products.

Latest

How to measure whether an AI tool actually saved your team time

A practical before-and-after method to measure AI ROI in hours: baseline the task, count time reclaimed, and watch for hidden review costs.

Matthew Crist · Jul 20, 2026
Jul 6, 2026

Can a very small or solo business use an AI agent?

Yes. Team size is not the gate, repeatable work is. Here are the first tasks a solo business should hand to an AI agent, and how to keep it low-risk.

Matthew Crist
Jul 5, 2026

How to keep the human touch when you automate

Keeping the human touch when you automate comes down to one deliberate line: automate the repeatable task, keep people on relationships and judgment, and keep a human in the loop on the moments that need one. Done right, automation makes a business feel more personal, not less.

Matthew Crist
Jul 4, 2026

How an AI agent learns your business process

An AI agent learns your process the way a new hire does: you show it your steps, it works while you review, you correct it, and it improves with feedback, with a human in the loop throughout. A plain-terms walkthrough that takes the black box out of it.

Matthew Crist
Jul 4, 2026

Should you build or buy a tool to reclaim your team's time?

Build versus buy is really a timing decision. Here is when building makes sense, when buying gets you hours back faster, and the hidden cost of maintaining a build.

Matthew Crist
Jul 4, 2026

What does an AI agent actually do all day?

An AI agent carries out defined, repeatable tasks end to end and hands off anything outside its lane. Here is the plain-English, day-in-the-life version.

Matthew Crist
Jul 3, 2026

What to look for in a tool that frees up your team's time

A vendor-neutral buyer's guide to evaluating any time-saving tool: fit to your workflow, how it learns your process, where humans stay in the loop, setup effort, and honesty about limits. Plus the red flags to walk away from.

Matthew Crist
Jul 2, 2026

How to implement an AI agent in a small business: a week-by-week first month

A week-by-week walkthrough of the first month with an AI agent: pick one task, let it learn your way, stay in the loop, and watch the hours come back. A gradual handoff, not a disruptive rollout.

Matthew Crist
Jul 1, 2026

AI agent vs hiring a virtual assistant: which gives you more time back

An honest, criteria-based comparison of AI agents and virtual assistants, what each is good at, how cost and consistency differ, and when to use which or both to get your team's time back.

Matthew Crist
Jun 30, 2026

How to get hours back in your work week without adding headcount

A practical playbook for small teams: find the work that repeats, hand the repeatable slice to an AI agent, and keep your people on the judgment calls.

Matthew Crist
Jun 29, 2026

The everyday tasks quietly eating your team's week

A scannable catalog of the recurring tasks that drain a small team's week, with a clear call on each: a good first thing to hand to an AI agent, or one to keep human.

Matthew Crist
Jun 28, 2026

How to find where your team's hours actually go

A one-week, two-bucket method to find the repeatable work eating your team's time, and the three tasks to hand off first.

Matthew Crist
Jun 27, 2026

Questions to ask before you automate a workflow

A short, honest checklist for deciding whether a workflow is ready to hand off to an AI agent, so you reclaim time without losing accuracy or judgment.

Matthew Crist
Jun 26, 2026

How to know if your business is ready for AI automation

A practical readiness check for small teams: the honest signs you can hand one workflow to an AI agent, the signs you cannot yet, and how to start small.

Matthew Crist
Jun 25, 2026

RFP scorecard: how to evaluate a digital agency before you sign

A practical scorecard non-technical buyers can use to evaluate a digital agency: proof, references, ownership, accessibility, scope, and exit terms.

Matthew Crist
Jun 24, 2026

The hidden cost of "we will just hire someone"

Before you hire to absorb repetitive busywork, count the full cost and ask whether an AI agent could take the tasks instead.

Matthew Crist
Jun 23, 2026

Fractional CTO vs a full-time hire: a cost and outcomes breakdown for SMBs

Most SMBs and nonprofits have fractional-sized leadership needs, not full-time problems. Here is how to tell which one you need.

Matthew Crist
Jun 22, 2026

Moving off Drupal: when a CMS becomes the bottleneck

How to tell when Drupal has become your team's bottleneck, how to weigh a drupal alternative, and how to migrate without the risk.

Matthew Crist
Jun 21, 2026

Why your county website fails accessibility audits, and the cheap fixes

The most common reasons county websites fail ADA accessibility audits, and the cheap, practical fixes your team can make before the 2027 deadline.

Matthew Crist
Jun 20, 2026

Government digital transformation when the budget is tight: where to start

A practical guide for budget-constrained local and county teams on where to begin, what to skip, and what comes first.

Matthew Crist
Jun 19, 2026

What is answer engine optimization (AEO) and why it is replacing SEO for AI search

AEO is how you get your business named in the direct answers AI tools like ChatGPT and Google give, not just ranked in a list of links.

Matthew Crist
Jun 18, 2026

How to get cited by AI: a practical guide for small businesses

A plain-language guide to how ChatGPT and other AI assistants pick which businesses to cite, and what owners can do to earn those mentions.

Matthew Crist
Jun 17, 2026

Picking your first AI agent: a practical guide and what it should do

How to choose your first AI agent: pick a repetitive, rules-based, high-volume task with low judgment, then start small and keep a person in the loop.

Matthew Crist
Jun 16, 2026

How to automate back-office busywork without replacing your team

A practical guide to automating invoicing, data entry, scheduling, and reporting so your staff get their time back, not pushed out.

Matthew Crist
Jun 15, 2026

Replacing your CMS with agentic content workflows: keep the editors, lose the bottleneck

Agentic content workflows can replace the traditional CMS as your publishing hub without replacing your editors. Here is what moves to agents, what stays human, and how to start without a migration.

Matthew Crist
Jun 15, 2026

What an AI agent can take off a small business's plate this month

Not someday, not after a transformation project. A concrete list of the work an AI agent can absorb in the next thirty days, what it costs, and the two rules that keep it from becoming another job.

Matthew Crist
Jun 15, 2026

Will AI agents replace your employees?

The honest answer for small teams: no. Here is what an agent actually takes off the plate, what stays human, and how to test it with one job.

Matthew Crist
Jun 14, 2026

AI agent security: the questions to ask before you let one into your business

Before an AI agent touches your data, ask four questions about access, data handling, oversight, and failure. A practical checklist for small teams.

Matthew Crist
Jun 14, 2026

AI agents vs chatbots: the real difference for a small business

A chatbot answers questions. An AI agent takes action across your systems. Here is what that difference actually means for your team's time.

Matthew Crist
Jun 13, 2026

The ADA Title II deadline: a 2027 checklist for cities and counties

DOJ moved the web accessibility deadline to April 2027. Here is the quarter-by-quarter checklist that gets a city or county compliant without a panic rebuild, and the reasons not to treat the extension as a pause.

Matthew Crist
Jun 12, 2026

What does a fractional CTO actually cost?

Hourly rates, retainers, and the full-time comparison nobody runs honestly. Real numbers for nonprofits, local government, and small businesses trying to budget for technology leadership.

Matthew Crist
Apr 30, 2026

How Nonprofits End Up Locked In by Their Software Vendors

Nonprofit software vendor lock-in turns a routine purchase into a hostage situation three years later. Here is how the trap works, the signs you are already in it, and what to do before the next renewal.

Matthew Crist
Apr 24, 2026

ADA Title II Deadline Extended to 2027. Don't Spend the Year Waiting.

The DOJ pushed the ADA Title II web accessibility deadline to 2027 for larger public entities and 2028 for smaller ones. Here's what to do with the extra year, and why doing nothing is the wrong move.

Matthew Crist
Apr 21, 2026

Signs It's Time to Replace Your Digital Agency

Most organizations wait too long to switch agencies. Here's how to tell when it's time, and what to do about it without getting stuck.

Matthew Crist
Apr 16, 2026

Your Tech Team Doesn't Need More People. It Needs Direction.

Most organizations hire when they hit a technology wall. Six months and $180,000 later, they have more people and the same problems. The gap is almost never headcount.

Matthew Crist
Apr 6, 2026

Get an AI Audit Before You Buy Another Tool

Most companies buy AI tools without knowing what they need. An AI systems audit saves you from expensive mistakes and shows you what's actually worth building.

Matthew Crist
Apr 6, 2026

The Real Cost of Bad Technology Decisions for Nonprofits and Government

Bad technology decisions cost mission-driven organizations more than money. They cost time, trust, and mission impact. Here's what goes wrong and why it keeps happening.

Matthew Crist
Apr 6, 2026

Why Your Nonprofit Needs a Fractional CTO (Not a Full-Time One)

Most nonprofits can't afford a full-time CTO — and don't need one. A fractional CTO gives you senior technology leadership without the $250K salary.

Matthew Crist
Apr 5, 2026

What is an AI Systems Audit?

An AI systems audit is a structured assessment of your organization's operations to identify where artificial intelligence can deliver real, measurable improvements — and where it can't.

Matthew Crist
Apr 5, 2026

What is digital accessibility compliance?

Digital accessibility compliance means your website, applications, and digital services can be used by people with disabilities — and that you meet the legal standards requiring it.

Matthew Crist
Apr 5, 2026

What is a Fractional CTO?

A fractional CTO is a senior technology leader who works with your organization part-time, providing the strategic guidance of a full-time executive without the full-time cost.

Matthew Crist
Oct 12, 2025

Drupal Is More Than a CMS: Building Data Platforms and APIs That Power Real Systems

When most people hear "Drupal," they immediately think of content management: articles, pages, blocks, and menus. But what makes Drupal truly powerful isn't just how it manages content. It's how it can also model data, enforce governance, and share that data across systems.

Matthew Crist
Aug 9, 2025

Drupal is dying

Not because it is useless. Because the incentives around it push buyers away.

Matthew Crist
Jul 14, 2025

How-to host Drupal 11 on Heroku

Heroku doesn't usually come up in conversations about Drupal hosting. Most teams reach for it when building Rails apps, Node backends, or launching SaaS prototypes. But that doesn't mean it's off the table for Drupal.

Matthew Crist
Jun 25, 2024

The credibility of complexity

Complexity intensifies as internet development evolves. Remember the early days? A simple website with basic HTML and a few images was enough. But, new tech and higher standards have made it hard to make tools for users.

Matthew Crist
Mar 1, 2024

How to properly log an issue

Logging issues on your project is an inevitability. Unfortunately, so are the hassles that come with improperly logged issues.

Matthew Crist