Technology Advisory | Chicagoland (USA) / Worldwide (Remote)

Steven Paul Podlecki

Chief Technology Officer | Technology Advisor & Software Architect

I help founders and engineering teams modernize platforms, scale engineering organizations, and adopt AI without disrupting the business.

As Chief Technology Officer at SK Intertainment and a long-term technology partner to The Rookies, I combine executive leadership with hands-on software architecture and engineering execution.

The stack matters - but founders hire judgment, technical leadership, and the ability to turn decisions into shipped software.

CTO, SK Intertainment Long-term Advisor & Software Architect, The Rookies
Steven Paul Podlecki

Executive leadership

I serve as Chief Technology Officer at SK Intertainment, where I lead technology strategy across multiple digital businesses. Outside of those executive responsibilities, I selectively advise founders and leadership teams on architecture, AI adoption, engineering leadership, and platform modernization.

SK Intertainment, Inc.

Chief Technology Officer

2010-Present

Full-time executive role | Promoted to CTO in September 2025

  • Define and execute technology strategy across a portfolio of high-traffic digital businesses supporting millions of customer interactions annually.
  • Build and lead multidisciplinary teams spanning consumer products, platform development, infrastructure, data, payments, media delivery, and internal systems.
  • Translate business objectives into funded roadmaps, investment priorities, and delivery plans with clear technical tradeoffs.
  • Led multi-year modernization of legacy Ruby on Rails applications into scalable Node.js service-oriented platforms while maintaining uninterrupted business operations.
  • Introduced AI-assisted engineering and workflow automation to improve delivery speed, engineering efficiency, and product development.
  • Remained hands-on through architecture reviews, production troubleshooting, critical implementations, and mentorship of engineering leaders.

The Rookies

Technology Advisor & Software Architect

2019-Present

Long-term advisory partnership | Strategy and hands-on delivery

  • Serve as a long-term technology partner, combining executive guidance with hands-on engineering leadership across product strategy, architecture, infrastructure, and AI adoption.
  • Provide strategic leadership while remaining directly involved in engineering execution.
  • Led the complete rewrite of a legacy codebase into a modern, well-tested core platform built for reliability, maintainability, and continued product growth.
  • Restructured cloud infrastructure and deployment architecture, reducing annual cloud infrastructure costs by several thousand dollars while improving deployment reliability.
  • Design, build, and deliver business-critical platform capabilities while guiding high-impact technical decisions.
  • Champion AI-assisted tools and workflows that reduce repetitive work, improve staff productivity, and accelerate delivery.

Selected outcomes

Executive leadership grounded in hands-on engineering.

Where depth shows up

Experience, sound technical judgment, and execution across leadership, architecture, and AI.

Leadership

  • Engineering Leadership
  • Technology Strategy
  • Fractional CTO
  • Technical Due Diligence
  • Organizational Design

Architecture

  • Node.js
  • TypeScript
  • AWS
  • Kubernetes
  • Distributed Systems

AI

  • AI Strategy
  • AI Integration
  • Engineering Productivity
  • Automation
  • LLM Workflows

How I create leverage

Strategy and architecture with accountability for how work actually ships.

Typical engagements

I typically partner with companies that need senior technical leadership - someone who can help shape strategy while staying close enough to execution to keep delivery moving.

Engagement models

Here's why people call - and what that work usually looks like.