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VP Marketing & GM | Enterprise AI, Cloud & SaaS

Turning complex platforms into category narratives, growth engines, and revenue outcomes.

Transformative AI marketing and business executive with a track record of scaling cloud and SaaS businesses at public and venture-backed companies, especially where the business is building its next growth motion.

$300M→$5B+ Revenue Scaled
4x Revenue Growth
Microsoft · Slack
Atlassian · VMware
Companies Shaped
60+ Org, $20M+ Budget
Ashmi Chokshi — VP Marketing and GM

An operator who builds at the intersection of AI, cloud, and enterprise GTM.

Over two decades translating complex technology into clear positioning, category narratives, and global go-to-market that drives adoption and revenue.

I'm a VP/SVP Product Marketing and GM-style operator who has scaled enterprise AI, cloud, and SaaS businesses from $300M to $5B+. Former Microsoft Azure GM (VP-equivalent), with leadership roles at Slack, Atlassian, VMware, and IBM.

I translate GenAI/LLM and cloud platform innovation into clear positioning, category narratives, and global GTM that drives adoption. Over 12+ years across IBM and VMware, I built innovative products and $1B+ businesses before leading growth and category shaping at Slack, Atlassian, and Microsoft Azure.

I deliver results at the intersection of AI, cloud platforms, enterprise GTM, developer/IT audiences, and executive storytelling. Today I'm leading B2B marketing at Udemy Business while exploring the right next full-time VP/SVP leadership role and selective interim operating mandates.

Stanford University — MS, Computer Science The Wharton School — MBA

Build for Business Impact

Connect product strategy, positioning, and GTM execution to revenue, adoption, and market share.

Translate Tech to Customer Value

Turn complex cloud and GenAI capabilities into business outcomes, differentiated proof, and sales-ready messaging.

Build the Growth Engine

Set GTM strategy, cadence, and metrics across PMM, demand, lifecycle, and brand. Hire and lead strong demand-gen/ABM leadership to drive pipeline.

Develop Business Leaders

Build and coach AI-curious teams who drive outcomes, not activity.

Two decades of building and scaling enterprise technology.

From software engineering at IBM to GM at Microsoft Azure — a path of category creation, IPOs, and billion-dollar growth.

2026 — Present

VP, B2B Marketing

Udemy Business

Interim VP Marketing for Udemy Business ($500M+ ARR), leading global B2B marketing across solutions, demand, regional, and brand. Own quarterly pipeline creation, GTM operating model, and org alignment during Coursera integration.

2024 — Present

SVP Marketing & Product (Interim)

Chokshi Advisory

Selectively partnering with cloud/SaaS CMOs and CEOs on interim operating mandates — defining AI narratives, building AI-powered brand and demand engines, and designing AI-curious marketing teams. Current mandate: Udemy Business ($500M+ ARR). Building best practices and playbook for AI adoption on marketing and GTM teams.

2020 — 2023

General Manager, Azure

Microsoft

VP-equivalent GM role for Azure AI Applications + developer platforms. Drove multi-billion dollar global growth, managed 60+ people and $20M+ annual budget. Achieved 3x TAM growth, 4x revenue growth, and sustained >50% YoY revenue growth. Launched multiple cloud, AI, and DevOps products that grew to $250M+ each. Represented Azure AI in global keynotes at Microsoft Build, Ignite, and Inspire.

2018 — 2019

Head of Product Marketing, Enterprise

Slack (pre-IPO)

Recruited pre-IPO to incubate Slack's PLG-to-enterprise motion. Achieved $100M+ enterprise ARR target within 1 year ($200M→$400M company ARR). Built the PLG-to-SLG flywheel and expanded reach to CxO and IT decision-makers.

2017 — 2018

Head of Product Marketing, Enterprise

Atlassian

Recruited post-IPO to incubate Atlassian's PLG-to-enterprise motion. Achieved $100M+ B2B ARR target within 1 year ($600M→$1B company ARR). Built the product-led to partner-led flywheel and grew enterprise awareness 50% YoY through ABM.

2015 — 2017

CEO & Founder

Agora — B2B Marketplace

Founded and built a vertical B2B marketplace and SaaS platform for mid-sized companies. Finalist at NFX, Alchemist, and StartX accelerators.

2013 — 2015

Senior Director, Product Marketing

Tidemark / insightsoftware

Early member of Tidemark's leadership (A16Z/Greylock-backed). Spearheaded category transformation for AI/ML innovation in the Office of the CFO. Achieved Gartner MQ debut as "Visionary" and drove 311% ARR growth. Launched new products earning Cloud Computing's "Product of the Year."

2007 — 2013

Senior Manager, Product Marketing

VMware

Early member of VMware's marketing and product org during its run from $300M to $5B+. Led market strategy development, product management, and go-to-market across multiple new cloud products over 6 years.

2003 — 2007

Outbound PM & Software Engineer

IBM

Recruited from Stanford by IBM's San Jose site senior executive. Multiple roles as architect, patent owner, engineering team lead, and outbound product manager.

Numbers that define the work.

Quantified outcomes across category creation, revenue growth, and organizational leadership.

$5B+ Scaled multi-product portfolios from $300M by aligning product, sales, and partners around clear narratives and repeatable plays
4x Revenue growth at Microsoft Azure, with sustained >50% YoY across multiple product lines
3x TAM growth through new business and global go-to-market at Microsoft Azure
$150M+ Annual marketing-sourced pipeline targets managed at Udemy Business
60+ Person organization with $20M+ annual marketing budget at Microsoft Azure, recruited from Microsoft, Amazon, and VMware
311% ARR growth at Tidemark, with Gartner MQ "Visionary" debut and Cloud Computing "Product of the Year"
100K+ Views on Azure AI keynotes at Microsoft Build, Ignite, and Inspire — elevating Microsoft's position as the innovation partner for CIOs

Recent thinking on AI, marketing, and leadership.

Perspectives on AI product marketing, the changing enterprise buyer journey, and how teams can practically adopt AI in their day-to-day work.

Interim operating leadership for at-scale companies.

Defined interim operating mandates at $200M+ revenue scale — during leadership transitions, mergers and integrations, or AI growth inflection points.

Through Chokshi Advisory, I take on defined interim operating mandates — not advisory engagements. The work is hands-on: leading marketing organizations through transitions, integrations, and growth inflection points at $200M+ revenue scale.

Current mandate: Udemy Business ($500M+ ARR), leading global B2B marketing during Coursera integration. Areas of focus include GenAI/LLM/agentic AI, AI product marketing (narrative, positioning, category creation), AI/cloud/SaaS go-to-market, GTM operating models and metrics (PLG to enterprise), and monetization strategy.

I'm also actively pursuing the right full-time VP/SVP leadership role at a scale-stage cloud or SaaS company.

Udemy Business ($500M+ ARR): Leading global B2B marketing across solutions, demand, regional, and brand. Own $150M+ quarterly pipeline creation, GTM operating model, and org alignment during Coursera integration.

Pre-IPO Cybersecurity: Unblocked new AI product GTM that had stalled across product, sales, and marketing.

Legacy Cloud Data Company: Accelerated exit through new market positioning and refreshed GTM strategy.

AI Adoption Playbook: Building best practices and playbook for AI adoption on marketing and GTM teams — positioning, launches, enablement, and day-to-day execution.

Let's build the next growth motion.

Open to permanent VP/SVP Product Marketing or GM roles at scale-stage cloud or SaaS companies, and available for defined interim operating mandates at $200M+ revenue scale during leadership transitions, integrations, or AI growth inflection points.