Oscar Gallo · Fractional CAIO
Booking 1 engagement · June

You were shipping fast. Then everything started breaking.

Architecture cracks, deadlines slip, your best engineers walk. You don't need to start over — you need an operator who's steered AI products through this exact moment before, and stays in the room until they're shipping.

+70 apps shipped10+ yrs in production8 wk avg engagement
/now shipping
v2026.05
ai
ROADMAPAI processes • Q3 plan locked
AGENTOps-Copilot · evals 94.2% → 97.6%
ENABLEMENTEngineering team trained · cohort 04
ARCHITECTUREMulti-tenant retrieval review · approved
SYNC · live
03 engagements · 47.2% capacity
01.

Sound familiar?

A growing team without direction

You've hired the engineers. Nobody is setting architecture, holding the standard, or aligning the roadmap to what the business actually needs next quarter.

MR
JK
AS
DV
+4
8 engineers · 0 north stardrift

AI opportunity, no architecture

You see where AI fits. You need someone who can evaluate, architect, and ship — not just prototype on a livestream.

4 unknowns

Can't justify a full-time AI exec

You need senior AI leadership for strategy, agents, and enablement — but a $300k+ hire is the wrong shape at your stage.

Full-time CAIO$312k+/yr
Fractional CAIO~$11.4k/mo

POCs that never reach production

The prototypes look great. Real users never see them. You need a partner who takes them through evals, guardrails, and the boring last mile — until they're shipping.

POC
demo → production31%
blocked · no evals, no guardrails, no owner
02.

How I help

Primary engagement

Fractional Chief AI Officer

Embedded AI leadership for the messy middle — strategy, architecture, agents, evals, and team coaching. I stay until what we scoped is shipping to real users.

  • Embedded AI leadership · weekly + async
  • Architecture, evals, guardrails, rollout
  • Engineering coaching & enablement
  • Roadmap, vendor, and build-vs-buy calls
Engagement
8–12 weeks · 1 slot open

Discovery call

30 minutes. No deck, no pitch. We pressure-test where AI fits in your roadmap and whether we're a fit to work together.

Cost
Free
Length
30 min

Want the full engagement breakdown? See services & packages →

03.

Proof of work

Case Study · 01In production

ByPosting — AI content platform from zero to production in 8 weeks

Full-stack platform that drafts, schedules, and publishes social content for growing brands. Architected the AI pipeline, shipped eval suite, and handed off a team that owns it.

byposting.app
drafts12
scheduled47
published318
aicontent draft
gpt-4o · 380 toklive
Next.jsReact NativeConvexOpenAIStripeVercel
01 · Apps launched
+70
02 · Shipping product
10+ yr
03 · AI workflows deployed
10+
04 · Avg engagement
8 wk
04.

How it works

01
Day 130 min · free

Book a discovery call

A free 30-minute conversation. I give you an honest read on your situation and whether I'm the right fit. No deck. No pitch.

02
Within 48 hrsScope · price · timeline

Get a tailored proposal

Clear scope, timeline, and fixed price. No hourly billing games, no surprise change orders. You sign or you don't.

03
From week oneWeekly · async · embedded

Ship with confidence

We start as early as next week. Weekly artifacts, async updates, a direct line. The engagement ends when it's shipping — not when the clock runs out.

Booking 1 engagement · June

Ready to move faster?

Book a free 30-minute call. I'll give you an honest read on your situation, what it'll take to ship, and whether we're a fit. No deck. No pitch.

No contracts · No commitment until you say go

what happens next3 steps
  • 01
    Book the call30 min · free
  • 02
    Get a proposalWithin 48 hrs
  • 03
    Ship togetherStart as early as next week
response time< 24h