Portrait of Greg Konush

Software architect & fractional CTO for AI teams.

Greg Konush partners with founders to turn prototypes into durable products, combining systems thinking, pragmatic AI, and hands-on engineering leadership.

Previously led platform modernization and marketplace launches at Flexport, delivered zero-trust security products at Illumio, and now ships resilient cloud platforms that keep AI features measurable and compliant.

Currently
Partnering with founders as a fractional CTO
Based in
San Francisco Bay Area
Focus
Resilient platforms, AI-assisted workflows, product velocity

How I help teams

From founder-led startups to enterprise platforms, I translate complex requirements into fast, observable, and secure systems. These are the lanes where I usually drive outcomes.

Platform modernization

Migrate legacy stacks to cloud-native architectures that stay fast, observable, and cost-aware.

Cut Flexport infrastructure costs by 25% while improving p99 latency from 20s to 500ms.

AI-enabled workflows

Design secure data flows and AI integrations that keep humans in the loop and operations compliant.

Built ML-powered automation for fraud and risk teams, saving thousands of support hours annually.

Founder partnerships

Translate product strategy into shipping roadmaps, leading small teams from prototype to durable release.

Helped Truewind close Top 50 accounting firms and raise Series A by delivering critical product modules.

Recent impact

Selected highlights from the last few years that show how I approach product velocity, platform rigor, and AI adoption.

Multi-market logistics launches

Led integration of Deliverr at Flexport, shipping multimodal freight and FTL marketplace offerings that expanded coverage.

Security and reliability at scale

Built vulnerability analysis tooling at Okta and zero-trust segmentation products at Illumio to harden enterprise stacks.

Data-first product thinking

Pair hands-on engineering with product feedback loops to keep AI features measurable, governable, and user-friendly.

Temporal Bun SDK hits 0.3.0

Announcing the @proompteng/temporal-bun-sdk 0.3.0 release with Effect powered workflows and Bun native examples.

Vercel AI SDK with Next.js

Shipping real-time AI flows in Next.js while keeping latency low, UI snappy, and observability first-class.

Rails with GraphQL

Combining the Rails toolkit with GraphQL schemas to speed up internal tooling, and how to keep it maintainable.

Work

  • Truewind logo

    Truewind

    Founding Software Engineer

    Aug 2024 - Present
  • Flexport logo

    Flexport

    Staff Software Engineer

    Jul 2021 - Jul 2024
  • Illumio logo

    Illumio

    Senior Software Engineer

    Jul 2019 - Jul 2021
  • Okta logo

    Okta

    Senior Software Engineer

    Aug 2018 - Jul 2019
  • Eventbrite logo

    Eventbrite

    Software Engineer

    Sep 2017 - Aug 2018
  • Ticketfly logo

    Ticketfly

    Software Engineer

    Mar 2017 - Sep 2017
  • Narvar logo

    Narvar

    Software Development Engineer in Test

    Sep 2015 - Mar 2017
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What I’m building

Engagements and experiments that keep my curiosity sharp.

Tools I rely on

The stack that keeps the work calm, fast, and resilient.

Editor

Neovim with AstroNvim. Codex and Claude Code as agents

Stack

TypeScript, Go, Kubernetes, Python, NextJS, PostgreSQL

Workflow

Shape Up work ahead, do deep focused sessions after