Custom software · AI systems · Automation

Every business has a sidequest. We build the software and AI for it.

Active quest Stage 1 of 4

Retire the spreadsheet empire

Landscaping co. · 14 people · 3 crews Small business

  • Map every workflow
  • Prototype the crew scheduling app
  • Train an AI dispatcher on job history AI
  • Launch to the field team
1000 / 1000 XP
Reward ~11 hours a week back

The tool you wish existed. The spreadsheet that quietly runs everything. The inbox nobody can keep up with.

We design and build custom software and AI systems for individuals, small businesses and growing mid-sized teams, so you can get back to your main quest.

  • Free discovery call
  • Fixed-price quotes
  • You own the code

Choose your party

Built for parties of one to five hundred.

Same craft, different scale. Tell us who's on the quest and we'll shape the team, timeline and budget around you — not the other way around.

For founders, freelancers, creators — and the idea you can't stop thinking about.

You don't need a dev team to get real software. We turn ideas into working products, hand the repetitive parts of a one-person operation to an AI companion, and sort out the tech that's been nagging at you.

Start a solo quest

Common quests

  • Launch an MVP and test your idea with real users
  • A voice AI that answers your calls and books the work AI
  • A booking, membership or client portal
  • A research agent that preps you for every meeting AI
  • A site or store that actually converts
Typical path
Quick Quest
Timeline
2–6 weeks
Start with
A free 45-min call

For owner-run teams that have outgrown spreadsheets, sticky notes and “ask Dave, he knows how it works.”

Small businesses run on a patchwork of tools. We connect them, replace the brittle parts with software built around how your team works, and add AI where it saves real hours — not where it just sounds impressive.

Start a team quest

Common quests

  • Replace spreadsheets with a custom internal app
  • Quotes from customer photos, measured by AI AI
  • Routes and schedules that plan themselves
  • Connect QuickBooks, Shopify, Square, HubSpot & co.
  • Ongoing IT support without a full-time hire
Typical path
Quick or Main Quest
Timeline
3 weeks – 3 months
Start with
A workflow walkthrough

For growing organizations whose systems haven't kept up with the org chart.

At your size, disconnected systems cost more every quarter. We work as an extension of your team — modernizing legacy software, integrating departments, and deploying AI agents with the security, evaluation and oversight your organization needs.

Start an org quest

Common quests

  • Modernize legacy systems without a rip-and-replace
  • Agents that work the portals and systems with no API AI
  • Forecasting and predictive maintenance on your own data AI
  • Private AI on your own infrastructure, with SSO and roles
  • Fractional CTO and dedicated dev capacity
Typical path
Main Quest or Party Member
Timeline
2–6 months, then ongoing
Start with
A systems & AI audit

New party member

AI companions that actually pull their weight.

We build AI agents that join your team. They read the request, look things up in your real systems, do the work, check it against your rules — and hand anything that matters to a human for sign-off.

  • Grounded in your data Answers come from your documents and systems, with sources attached.
  • Hands on real tools Phones, cameras, your CRM and ERP, even old portals with no API. Only what the job needs.
  • Evaluated, not vibes Tested against your real cases before launch, and monitored after.
  • Supervised where it counts Risky actions wait for approval. Every step is logged.
companion.run Demo

An AI companion answers a late-night call, recognizes the customer, books the right technician and texts a confirmation, all inside your rules and logged for review.

Illustrative run · real pattern

Skill tree

Everything between “I have an idea” and “it just works.”

Great AI sits on good plumbing. HoverTap a skill to see what it builds on and what it unlocks — we handle the whole tree, so nothing falls between vendors.

Custom web apps

Portals, dashboards, booking systems and internal tools — built around the way you actually work.

Mobile apps

iOS and Android apps for customers and field crews: offline mode, scanners, AR and connected sensors.

Automation & integrations

Connect QuickBooks, Shopify, HubSpot, Google Workspace and the rest. Retire the copy-paste.

AI agents & companions

Agents that answer phones, read photos and documents, and work inside your systems. Evaluated and supervised.

Data, forecasting & dashboards

One source of truth, live dashboards, and models that forecast demand, spot anomalies and flag churn.

Websites & e-commerce

Fast, accessible sites and online stores that you can update yourself.

Cloud, security & private AI

Hosting, backups and access control, plus private AI models on your own infrastructure when data can’t leave.

Strategy & IT support

A fractional CTO for AI and tech decisions, and a help desk for everything else.

The questline

A clear path from first call to launch day.

No black boxes. You'll know what's being built, what it costs and when it ships — at every stage.

  1. Stage 01 · Free

    Map

    A 45-minute discovery call, then a written quest map: goals, scope, fixed price and timeline — including where AI will genuinely help, and where it won't.

  2. Stage 02 · 1–2 weeks

    Prototype

    A clickable prototype, or an AI pilot on your real data, so you validate the idea before paying for the build.

  3. Stage 03 · Sprints

    Build

    Two-week sprints with a live demo each time. AI features ship with evaluation suites, so quality is measured, not guessed.

  4. Stage 04 · Ongoing

    Launch & level up

    We deploy, train your team and hand over the code and docs — then monitor, improve and keep AI models current if you want us.

House rules

  • You own everything. Code, data, prompts, accounts and documentation. No lock-in, ever.
  • No surprise invoices. Fixed prices for fixed scopes. Changes are quoted before they're built.
  • AI with guardrails. Private by default, grounded in your data, supervised where it matters.
  • Only what earns its keep. If a simple automation or off-the-shelf tool wins, we'll say so.

From the quest board

From the everyday to the “wait, AI can do that?”

Every project is different, but the pattern holds: find the work that's slowing you down, and build the smallest thing that makes it go away.

Individual Quick Quest

Never miss another call

A voice AI for a solo contractor that answers every call in a natural voice, knows the price list and calendar, books the job and texts a confirmation. Tricky calls go straight to their phone.

Loot Every after-hours call answered, and more jobs booked from the same ads.

Small business Main Quest

Quote from a photo

Customers of a roofing company upload a few photos. AI measures the roof from aerial imagery, maps the damage and drafts an itemized estimate for an estimator to approve.

Loot Estimates go out the same morning instead of next week.

Small business Main Quest

Catch the defect before the customer does

A camera over a small manufacturer’s line, with a vision model trained on their own parts. It flags scratches, misprints and missing pieces in real time and learns from every correction.

Loot Every part inspected, not just a sample, and fewer returns.

Medium business Party Member

Forecast the rush

A demand model for a regional restaurant group that reads sales history, weather, local events and holidays, then drafts each location’s order and prep plan every morning.

Loot Less waste and fewer 86’d items, planned from data instead of gut feel.

Medium business Main Quest

Bottle the expert

A 30-year veteran is retiring. We interview them, capture their manuals and old tickets, and build a private assistant that answers the team with sources, in the shop and on the job.

Loot Decades of know-how, still on call after the farewell party.

Pick your path

Three ways to work with us.

Start small, scale up, or bring us on for the long haul. Every path starts with the same free discovery call.

Fixed price · 1–4 weeks

Quick Quest

Small, well-defined projects with a clear finish line.

  • An automation or integration
  • An AI pilot on one workflow
  • A website, store or prototype
  • A tech or AI-readiness audit
Plan a Quick Quest

Monthly · cancel anytime

Party Member

An ongoing tech partner for teams that need steady capacity.

  • Maintenance and improvements
  • AI monitoring and model updates
  • Fractional CTO guidance
  • IT and help-desk support
Recruit a Party Member

Tavern talk

Questions we hear a lot.

Something else on your mind? Just ask — a real person will answer.

How much does custom software cost?

It depends on scope, which is exactly why discovery is free. After the call you get a written, fixed-price quote before you commit a dollar. If an off-the-shelf tool would be cheaper, we'll say so.

Is AI actually right for my business?

Sometimes — and we'll tell you honestly. AI shines on work that's repetitive and text-heavy: triage, drafting, lookups, data entry. We pilot one workflow on your real data before anything bigger, and if a plain automation beats AI, that's what we build.

What happens to our data when you use AI?

It stays private by default. We use enterprise model providers that don't train on your data, or models hosted in your own cloud when required. Each companion only gets access to what its job needs, and every action is logged.

I'm not technical. Is that a problem?

Not at all — most of our clients aren't. You bring the knowledge of your business; we translate it into software and explain every decision in plain English.

Who owns the code?

You do. Code, data, prompts, hosting accounts and documentation are handed over in full. Maintain it yourself, hire someone else, or keep us around.

Can you work with the tools we already use?

Usually, yes. We integrate with accounting, CRM, e-commerce, payments, scheduling and most tools that offer an API — and we can often work around the ones that don't.

What happens after launch?

We train your team and hand everything over. Many clients keep us on as a Party Member for support, AI monitoring and new features — but it's always optional.

Accept the quest

Tell us about your sidequest.

A few sentences is plenty. We'll read it, think about it, and come back with honest next steps.

  1. 1We reply within one business day.
  2. 2We book a free 45-minute discovery call.
  3. 3You get a written quest map and fixed quote.

Prefer email? hello@sidequest-technologies.com

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Party size

A sentence or two helps us prepare.