JANNA MCGREGOR • STARTUP OPERATOR • 15+ YEARS IN SILICON VALLEY
Operations Consulting for Scaling Startups
I help cut through the noise so your team can execute. If you're losing momentum trying to figure out how your plans map to reality, let's talk.
Work With Me
Growing companies often hit a wall where the vision gets lost in translation, which gets expensive when it threatens commitments to customers, partners, and investors.
I've seen this play out across the startup lifecycle, from the scrappy early stage to hyper-growth, global expansion, and regulatory scrutiny. While my expertise draws from pattern-matching, I'm not selling a one-and-done framework built for a different company. I'll work with your team to understand your unique culture and circumstances, then help your operating rituals catch up with your current scale.
My skills are most useful in companies experiencing rapid headcount expansion.
Ghostwriting
The Problem: Investor updates, board decks, and all-hands scripts take hours you don't have. AI can deliver a first draft, but doesn't have the discernment to produce a polished, relevant final artifact.
The Deliverable: One-week turnaround for input gathering, two cycles of revisions, and the final draft. Optional add-on: executive briefing doc for anticipated questions.
Project Intervention
The Problem: You have a critical, cannot-fail initiative that's at risk or completely blocked. You're hearing conflicting information about when or whether it will ship, and you need answers yesterday.
The Deliverable: A fast-tracked project plan recommendation, including a clear definition of success and a realistic delivery timeline based on capacity and constraints.
Advisory
The Problem: You're not ready for a full-time hire, but need an experienced operator in your corner for a gut check on process, tools, hires, and execution bottlenecks.
The Deliverable: Regularly scheduled 1:1 calls with the founder to work through operating decisions, process questions, hiring priorities, and execution bottlenecks. Each session includes a pre-read and follow-up summary.
Fractional Operator
The Problem: You're not ready for a full-time hire, but you need someone to take ownership of your operating rhythm and link strategy with day-to-day execution.
The Deliverable: 10 hours a week of fractional support for agreed-upon priorities like running the weekly leadership meeting, organizing a planning cycle, building collaboration and reporting systems, or leading a high-stakes project.
Ghostwriting
The Problem: Investor updates, board decks, and all-hands scripts take hours you don't have. AI can deliver a first draft, but doesn't have the discernment to produce a polished, relevant final artifact.
The Deliverable: One-week turnaround for input gathering, two cycles of revisions, and the final draft. Optional add-on: executive briefing doc for anticipated questions.
Project Intervention
The Problem: You have a critical, cannot-fail initiative that's at risk or completely blocked. You're hearing conflicting information about when or whether it will ship, and you need answers yesterday.
The Deliverable: A fast-tracked project plan recommendation, including a clear definition of success and a realistic delivery timeline based on capacity and constraints.
Advisory
The Problem: You're not ready for a full-time hire, but need an experienced operator in your corner for a gut check on process, tools, hires, and execution bottlenecks.
The Deliverable: Regularly scheduled 1:1 calls with the founder to work through operating decisions, process questions, hiring priorities, and execution bottlenecks. Each session includes a pre-read and follow-up summary.
Fractional Operator
The Problem: You're not ready for a full-time hire, but you need someone to take ownership of your operating rhythm and link strategy with day-to-day execution.
The Deliverable: 10 hours a week of fractional support for agreed-upon priorities like running the weekly leadership meeting, organizing a planning cycle, building collaboration and reporting systems, or leading a high-stakes project.
About Me
I love the energy of startups and the thrill of creating something new.
I have deep experience working directly with venture-backed founders and executives to navigate high-stakes moments like rapid growth, critical launches, and regulatory firestorms. This has left me with a steady hand, calm presence, and unshakeable execution skills.
Before moving into strategic operations, my foundational expertise was in project management, where I learned how to lead at massive scale and without authority. I've built company-wide operating systems and written the executive materials that keep the whole company aligned. I'm often the person tapped when a critical initiative is stalled or under real pressure: examples range from compute cost forecasting to U.S. Senate hearing prep to external partnership operations.
I like cats, neighborhood walks, and surprise encounters with obscure historical plaques. I rebelled against my academic upbringing in the most boring way possible: for-profit work.
You can read about my work experience on LinkedIn and my philosophy on Substack.