Three-time CEO · Product builder

New playbookThe AI playbook for acquired software companies48 levers · 5 companies · 10 chaptersRead the playbook

Three-time CEO · Product builder

I build products and turn them into companies.

I started as a software engineer at Microsoft, shipped products at Microsoft, Groupon and Amazon, then ran three companies as CEO across public markets, private equity and venture. The job was the same each time: build the product, commercialize it, create enterprise value. Right now the technology is AI, and I write about what it changes in the product and the operating model.

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Nasdaq-listed CEOPE platform transformation0-to-1 AI-native founderProduct leader · Microsoft · Amazon · Groupon14 products shipped across six companiesBoard chairman

The three chairs

Transformation across ownership models.

Public markets

Kaspien · Nasdaq: KSPN · CEO 2019–2022

$2 → $52

Share price

Revenue from −28% to +20% growth
Built the software platform that became the margin engine
Four consecutive profitable quarters
$1B+ lifetime marketplace sales
Became CEO of the Nasdaq-listed parent

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Private equity

Beckett · PE-backed · CEO 2022–2024

10x → 25x

EBITDA multiple

$200M+ capital secured
Five products launched: Collect, Vault, data platform, beckett.com, NFT
~$40M SaaS ARR built
Recurring revenue mix 5% → 20%+
Card-grading share 5% → 10%
Three acquisitions

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Venture

Certivo · CEO 2024–Present

$6.3M

Raised

Investors: Fortive, Suffolk Technologies, Pioneer Square Ventures, AI Studio Fund
Built CORA, the AI compliance assistant, from the first line

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$270M+ raised across debt and equity · 5 acquisitions · Amazon, Microsoft, Groupon and Unikrn before that.

Covered in

Business WireGeekWireTech StartupsThe Spokesman-ReviewPR NewswireGlobeNewswireCNBCThe record

Core point of view

AI will reorganize the enterprise — not simply automate its tasks.

AI and industrial transformation

Building AI-native products

Building technology companies through change

Featured insights

Ideas from the work in progress.

GSD Venture Studios

Turning AI from a pilot into a measurable driver of enterprise value

Where the profitable automation projects actually sit in a physical-industry company: the unglamorous back-office workflows, starting with supply-chain compliance, and how to run them to the P&L.

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Boring AI

AI makes bookkeeping cheap for tiny firms, but credit follows records someone can verify

Two studies of informal markets, the line between hard and soft information, and the verification layer that decides who gets credit.

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kunal-chopra.com

Waiting on compliance rules can pay, but waiting on supplier data never does

Real options and the bad-news principle, applied layer by layer to a manufacturer's compliance program, for the board deciding whether to fund it now.

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All insights

Current work

Building the intelligence layer for product compliance.

CEO · Certivo · 2024–Present

Building Certivo, an AI-native platform helping manufacturers transform product compliance from a manual process into an intelligent operating system.

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Selected engagements

I build products and turn them into companies.

Transformation across ownership models.

AI will reorganize the enterprise — not simply automate its tasks.

AI and industrial transformation

Building AI-native products

Building technology companies through change

Ideas from the work in progress.

Turning AI from a pilot into a measurable driver of enterprise value

AI makes bookkeeping cheap for tiny firms, but credit follows records someone can verify

Waiting on compliance rules can pay, but waiting on supplier data never does

Building the intelligence layer for product compliance.

A practical voice for consequential moments.

Speaking

Board & governance

Strategic advisory

Investor conversations