Free 30-minute discovery call

Book a 30-minute working session.

Pick a slot to walk through your goals, constraints, and timeline. You'll leave with an honest read on feasibility plus the first steps toward delivery.

Free to meet

Decade of delivery experience, tailored to your project.

I've spent 10+ years shipping regulated healthcare, fintech, and legal software. This call is where we map your critical path, outline risk, and confirm whether Ollieware is the right fit. We start with the business challenge first, then decide which technology moves actually matter.

  • Walk away with a sequenced action plan, even if we don't end up working together.
  • Talk directly with the operator who is simultaneously your CTO, Lead Engineer, and Head of Product — no handoffs or sales scripts.
  • Get scheduling certainty: once you pick a slot, the meeting is confirmed and an invite is sent immediately.
Book your free discovery call

Opens Cal.com in a new tab. 30-minute Google Meet.

What we'll cover together

Context. Give me the outcome you're chasing, stakeholders who matter most, and the timeline you're aiming for.

Reality check. I'll outline risks I see, trade-offs, and how we can ship fast without cutting corners.

Next steps. Leave with a 48-hour follow-up that includes priorities, sequencing, and any intros I can make.

Need something else?

Prefer to reach out before booking? I respond within one business day.

Ready when you are

Skip the intake form and go straight to the calendar. Grab a slot that works for you and bring your top priorities.

Duration
30 minutes (Google Meet)
Focus
Goals, constraints, current build, and near-term roadmap.
Follow-up
Receive a written recap with the sequence of next steps within 48 hours.
Go to calendar
Bring these details

Having a few bullets ready helps us jump right into decision-making.

  • Critical outcomes for the next 90 days.
  • Known constraints (compliance, integrations, hiring freeze, etc.).
  • Links to anything you want reviewed: decks, demos, repos.