AI & automation
Your people spend too much time moving information between systems.
Pick a real workflow, test where AI helps, and build around the parts that still need human judgment.
Put AI to work
in your company.
For owners whose team already uses ChatGPT, but nobody has given it a job.
Pick one recurring job. Fifth Nine sets it up to start without you, draft for your approval, and run on its own once it has earned it.
- 99%
- 3.65 days of downtime per year
- 99.9%
- 8.76 hours of downtime per year
- 99.99%
- 52.56 minutes of downtime per year
- 99.999%
- 5.26 minutes of downtime per year
Small decisions add up to systems you can depend on. That’s the thinking behind our name.
Annual equivalents, rounded, on a 365-day year. A definition of availability, not a service guarantee.
Fifth Nine runs on its own agents: billing, collections, bookkeeping, filings and this website. Approvals, messages in the owner's name and money out stay with a person. See how the work runs
Start with the work that’s stuck.
Explore automation work
Part-time CTO
Your team can build. You need someone to help decide what comes next.
Work through the roadmap, architecture and hiring decisions with a senior technology lead.
Product engineering
You know what needs to exist. Now it needs to get built.
Scope and build the software, integrations and internal tools your team needs to run the business.
Technical decisions.
Business context.
Fifth Nine is led by Matt Voska, a technology operator with 15+ years of experience in architecture, engineering and operations. He co-founded Flytenow, a Y Combinator company (Summer 2014), and was its CEO.
The work starts with how your company runs: where your team loses time, which systems they depend on, and what a useful result would look like. Scope and responsibilities are agreed before the build begins.
A good fit: you want senior direction and hands-on technical work, with your own team involved in the decisions.
Meet Matt VoskaBring the decision on your desk.
Talk through a technology decision on a call, or plan a free AI session using a real workflow from your team.