Oleg GaidukovOperational CTO
Theme
Theme: Light (Light)

Decision support for established product and engineering organizations

Operational CTO

Turn an ambiguous technical mandate into one measured, production-safe change.

When ownership is fragmented or overloaded, the work moves from executive judgment to a working implementation, with evidence and guardrails the internal team can keep using.

Send the situationSee the evidence

Evidence map

The proof has to match the decision.

Each domain starts with the operating evidence needed to locate ownership and verify a bounded change. Client outcomes appear only when their source, scope, role, and disclosure are approved.

Four situations

Start with what is happening, not a service label.

Delivery and AI engineering lead the narrative. Product risk and resilience carry the same depth and decision standard.

Delivery Recovery

What you see
Roadmaps move while releases do not.
What is unowned
The constraint and decision rights break across product and engineering.
First decision
Choose the one boundary, cadence, or owner that can be changed and remeasured.
Read the Delivery Recovery problem

AI Engineering Control

What you see
Tools and pilots multiply without a reliable delivery improvement.
What is unowned
Specifications, evaluation, review, and provenance are split or absent.
First decision
Choose one workflow and the evaluation boundary that makes its output inspectable.
Read the AI Engineering Control problem

AI Product Risk & Safety

What you see
A probabilistic feature must reach production without silent harm.
What is unowned
Risk tiers and human escalation do not belong to one accountable owner.
First decision
Define where evaluation ends and human review must take over.
Read the AI Product Risk & Safety problem

Resilience & Security

What you see
A revenue-critical system fails under attack, scale, or operational ambiguity.
What is unowned
The failure path, layered controls, and monitoring decisions span too many boundaries.
First decision
Map the active failure path and name the first control and owner to verify.
Read the Resilience & Security problem

Selected cases

Four domains, one evidence standard.

Every case slot stays tied to a source-backed public record. Unapproved client metrics, names, and outcomes remain outside the page.

Feature Delivery Recovery

Delivery Recovery

Inherited platform recovery after a leadership handoff with no reliable system map.

Decision
Use a full boundary redesign instead of pretending local fixes would restore delivery.
Result
Delivery became more legible and predictable before any public metric is used.
Role
Chief Technology Officer
Read the case
Delivery Recovery

System Digital Twin

AI Engineering Control

An inherited platform was too large and undocumented for manual reasoning under deadline.

Decision
Build a textual system twin that agents could navigate progressively.
Result
The team regained an inspectable map of the system without exposing gated metrics on public surfaces.
Role
Chief Technology Officer
Read the case
AI Engineering Control

Redis P0 Before First Users

AI Product Risk & Safety

A pre-launch product safety audit treated session storage as a real attack surface.

Decision
Remove bearer tokens from Redis and add a deterministic gate that checks storage contents directly.
Result
The case stays on the storage boundary and remediation, without making broader product claims.
Role
Founding AI Product Architect
Read the case
AI Product Risk & Safety

Layered DDoS Defense Beyond the CDN

Resilience & Security

A live platform needed protection against behavior-aware attack traffic beyond generic volume.

Decision
Keep Cloudflare on the volumetric layer and add a separate application-behavior layer behind it.
Result
The case keeps the two defense layers distinct and omits unapproved metrics.
Role
Chief Technology Officer
Read the case
Resilience & Security
Review the complete case record

Activation Sprint

One operational intervention, then a stop-or-continue decision.

The paid Activation Sprint has a fixed scope and normally runs for 7–10 working days. Price is fixed after fit confirmation. It changes one real operating constraint, verifies the effect, and names the next owner; it is not a report-only audit.

How the Activation Sprint works

Method & fit

A short loop with a visible handoff.

  1. TriggerName the observable situation.
  2. ConstraintEstablish access, evidence, and a measurable baseline or proxy.
  3. DecisionChoose one narrow intervention and its guardrails.
  4. Measured changeVerify the effect and hand it to a named internal owner.

Fit

  • Access to relevant evidence and decision makers
  • A measurable baseline or explicit proxy
  • An internal owner for handoff

Not a fit

  • A free audit
  • Staff augmentation
  • Vague innovation theatre

Field Notes & About

The working record behind the decisions.

Field Notes examine the trade-offs, failures, and operating evidence behind difficult technical decisions. About connects that record to the operator responsible for the work.

About Oleg

Start with context

An unresolved situation is a valid starting point.

You do not need a polished brief or an engagement choice. Share the context or constraint; the first reply can simply say whether the problem is visible and whether Oleg can be useful.

Send the situation

Replies within one business day.