The Generalist's Guide to Prioritization

Why "everything is Priority 1" is killing your impact as an operator.

Hi! Welcome to another issue of Force Multipliers, your weekly briefing from Regina Gerbeaux, where Silicon Valley's behind-the-scenes operators get battle-tested frameworks for their toughest challenges, from putting out chaotic fires to managing strong personalities.

Picture this: you're the operator on duty, and three different executives are pinging you at the same time.

The CEO needs a board deck by Friday.

The VP of Sales wants you to fix the lead routing system that's been broken for weeks.

The Head of Product needs help with the new hiring pipeline because they're drowning.

Everyone says their thing is "urgent." Everyone thinks their thing is "priority 1."

This is the daily reality for most operators I know.

Here's the thing about being a generalist operator: you're essentially the fire department for your company. But unlike real firefighters, you're getting calls for both actual fires burning down buildings AND fire drills where the alarm is just going off.

If you have a limited crew (spoiler: you always do!), you better learn the difference fast.

Today's issue is dedicated to the operators who are tired of being busy without being impactful.

Let's talk about how to actually prioritize when you don't own a single, clean domain like your product manager or sales leader colleagues.

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Dear Regina,

I feel like I'm constantly putting out fires, but I'm not sure I'm working on the right fires. My CEO says everything is "critical." My VP of Engineering needs help with hiring. The Head of Sales wants me to streamline our customer onboarding process.

As an operator I think one has to be a generalist and have a 360° perspective of the company, but this also brings many topics and tasks on the table. What is the best framework you have used to prioritize and organize all those projects?

How do I figure out what actually deserves my attention when everything feels urgent?

(Ops Manager, Pre-PMF company, 11-50 people)

Dear Operator,

The "everything is priority 1" problem isn't just annoying - it's professionally dangerous. You can burn out so easily from it.

When everything is priority 1, nothing is actually a priority. You become reactive instead of strategic. You end up being the person who's always busy but never quite sure if you're moving the needle.

I've seen operators burn out because they never learned to distinguish between fire drills and real fires. I've also seen operators get promoted because they mastered this exact skill.

The difference: a framework that actually works for generalists.

Here’s the one I use.

The Operator's Playbook on Prioritizing

Step 1: The "Top Goal" Reality Check 💡

Before you can prioritize anything, you need to force clarity from your leadership team.

I learned this the hard way: most executives don't actually know what their real priorities are. They think they do, but when push comes to shove, they're just as reactive as everyone else.

Here's what I do with every CEO I coach: I force them to pick just three things max to focus on per quarter. Not five. Not seven. Three.

This comes from the "Top Goal" concept: you choose no more than three priorities per quarter, and you spend two hours every day working on those things until they're done. I check progress every two weeks during our coaching calls.

But you don't need me to coach you on doing this. You need accountability - and you can get accountability pretty much anywhere.

👉  Your action: Schedule a 30-minute meeting with your CEO or direct manager.

Ask them: "If you could only accomplish 3 things this quarter, what would they be?" Write them down. Then ask: "Based on this, I think my priorities should be X, Y, and Z to help you reach your goals even faster. What is your feedback for me?"

Force the choice. Make them pick.

Step 2: T-Shirt Size Everything 👕 

Now that you know what the company actually cares about, you need to assess your own work using what I call operator t-shirt sizing.

For every project or request that comes your way, ask two questions:

  • How big is the impact? (XS, S, M, L, XL)

  • How big is the lift? (XS, S, M, L, XL)

Always choose big impact, low lift first. Then big impact, higher lift.

But here's where most operators mess up: they don't know how to assess "impact" when they don't own a single domain.

To know impact, you have to know what the company cares about and what will make a measurable difference.

Every company will have something different that matters: Is it revenue? Number of users? Customer pipeline? Progress on building a physical thing? Number of stores opened?

Once you're clear on what the company cares about, ask yourself how your operational work is in service of that goal.

Real example: At On Deck, whether I liked it or not, the company's goals were number of fellowships launched. They wanted revenue numbers to raise a big round. So I made it my priority to help launch all the fellowships leadership wanted, and at a very high bar of execution. Every fellowship launched was profitable from day 1, and it got us the numbers we needed to raise $20M.

I didn't work on the stuff that felt important to me. I worked on the stuff that was important to the company's survival and growth.

👉  Your action: Write down what your company cares about most this quarter. Then audit your current projects. Which ones directly advance that cause? Which ones are just... busy work?

Step 3: Master the Art of Strategic "No" 🛑 

Here's where operators get into trouble: they think saying "no" to leadership will hurt their career.

Wrong. Saying "yes" to everything will hurt your career. You'll become known as the person who's always overwhelmed and never quite delivers excellence.

But saying no doesn't always have to sound like a no. Here are the scripts I use.

☝️ Iceboxing it: "Not now. Let me put this on our roadmap for next quarter."

☝️ This, then that: "Once we're done with X, I can tackle this. For Y to happen, we need to finish X first."

☝️ Seeking clarity: "Help me understand where this fits with our top 3 priorities. What am I missing that makes this more important than [current priority]?"

☝️ Delegating: "Actually, [name] would be better suited for this. They have more context on this area than I do."

Notice none of these sound like rejections. They sound like someone who's thinking strategically about resource allocation.

👉 Your action: Practice one of these scripts this week. Pick a request that's not aligned with your top 3 priorities and try the "seeking clarity" approach.

Step 4: The Weekly Reality Check  

Most operators are terrible at auditing their own time. They think they're working on strategic stuff, but they're actually just responding to whoever pings them most recently.

You need a weekly review process.

I recommend using project-based syncs on a weekly or bi-weekly basis. Use my Weekly Memo Template to update on what's on track, what's in danger, and what's fallen behind. Include a "Things I Need" section to get people to give you what you need to move forward.

But more importantly: use your managerial 1-1s to solicit feedback on whether you're working on the right things.

Most operators expect their managers to run their 1-1s. Wrong move. You should manage up by having an agenda. That agenda should include: "Review my projects and tell me whether I'm working on the highest leverage stuff."

👉 Your action: In your next 1-1, ask your manager: "Looking at how I spent my time this week, what would you change? What am I missing that's more important?"

Step 5: The Political Capital Budget 🫰 

Here's what they don't teach you in business school: time, energy, and political capital are all finite resources.

Every time you push back on a request, you're spending political capital. Every time you say "this doesn't make sense," you're making a withdrawal from your relationship bank account.

You need to budget this just like you budget your time.

🔼 High political capital moves: Challenging the CEO's pet project, saying no to a board-level request, pushing back on something the executive team already agreed on.

🔽 Low political capital moves: Suggesting a better process, declining a non-urgent request from a peer, asking for clarity on priorities.

👉 Your action: Before you push back on anything this week, ask yourself: "Is this worth the political capital? What am I trying to preserve my capital for?"

Putting It All Together

The best operators I know follow this exact process:

  1. They force clarity on what the company actually cares about (not what it says it cares about)

  2. They t-shirt size everything based on real impact to company goals

  3. They say no strategically using scripts that don't burn bridges

  4. They audit their time weekly and course-correct quickly

  5. They budget their political capital like any other finite resource

The bottom line: Your job as an operator isn't to do everything. Your job is to do the right things exceptionally well.

When you master prioritization, you stop being the person who's always busy and start being the person who gets promoted.

Until next time,

P.S. Want the templates mentioned in this post? You can download my Weekly Memo Template and other free resources at Coaching Founder.

P.P.S. What did you think of this framework? Hit reply and let me know which part resonated most with you. I read every response.

And if you’re reading this - you're already ahead.

Because you know where to find the stuff that’s actually good. Like my templates and resources, and this newsletter.

Resources Mentioned 📌 

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About Regina Gerbeaux

Regina Gerbeaux was the first Chief of Staff to an executive coach who worked with Silicon Valley’s most successful entrepreneurs, including Brian Armstrong (Coinbase), Naval Ravikant (AngelList), Sam Altman (OpenAI / Y Combinator), and Alexandr Wang (Scale).

Shortly after her role as Chief of Staff, then COO, she opened her own coaching practice, Coaching Founder, and has worked with outrageously talented operators on teams like Delphi AI, dYdX, Astronomer, Fanatics Live, and many more companies backed by funds like Sequoia and Andreessen Horowitz.

Her open-sourced write-ups on Operational Excellence and how to run a scaling company can be found here and her templates can be found here.

She lives in the Pacific Northwest with her partner, daughter, and dog, and can be found frequenting 6:00AM Orangetheory classes or hiking trails nearby.

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