- Force Multipliers
- Posts
- Executing a reorg without the drama
Executing a reorg without the drama
How to roll out reorgs without breaking trust or burning people out.
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.
Preface
Reorgs. It sounds like a bad word, doesn’t it?
Whether you’re growing, shrinking, or merging, the minute you announce an org change, the energy in the company shifts. People get nervous, questions start flying. Whispers in Slack, side conversations over coffee, a sudden uptick in "just checking in" calendar invites.

As an operator, you have two choices: let reorgs be a drama fest powered by the gossip mill, or lead it intentionally with purpose.
There are three primary reasons reorgs happen:
You’re growing
(natural part of scaling a company)You’re laying off
(reorgs needed to restructure when key leaders and middle management are reduced through a RIF - reduction in force)You’ve merged or acquired a company
(merger / acquisition can lead to bringing two teams together and figuring out reporting structures + eliminating redundant positions - e.g.: you might not need four financial auditors)
Each scenario brings its own set of emotional landmines. And if you don’t navigate those with care, you’re going to break trust, burn people out, and lose some of your best cultural carriers along the way.
I’ve outlined the playbook for all three scenarios below on how to execute a reorg skillfully, without leaving a trail of resentment behind you.
The Playbook on Handling Reorgs 🤝
Growth-driven Reorgs 📈
A growth-driven reorg is the best-case scenario, primarily because you’re leveling up the company to meet demand, as the company is growing so quickly, you have to make the org structure make sense to accommodate the influx of customers.
This is a happy scenario! But it is stressful.
👉️ Core concern: People jockeying for titles, prestige, and positional power. Beware the ladder climbers who care more about "where they sit" than the actual work.
🧰 How to handle it:
Create clarity around levels and roles.
If you don’t have a clear leveling framework, people will fill in the gaps themselves. Make sure it’s unambiguous what it takes for someone to be at a certain level, to the best of your ability.
Promote cultural carriers, not just executional talent.
Don’t forget to take into account the whole person! You want to put leaders at the top that are not only good at their jobs, but who also embody the culture you want your company to have.
Practice radical listening before the reorg.
If someone’s gunning for a Director, VP, or C-Suite title but you can’t give it to them, ask why they want it. Often it’s not the title; it’s what the title represents: bigger projects, deeper ownership, more strategic influence. Show them a path to those things. You will want to have any hard conversations before the reorg is announced, since these might be sensitive conversations.
TLDR: People can handle change if they feel heard, seen, and respected. Titles matter to people - not because they’re vain, but because they’re signals. Figure out what the signal means to them, and you’ll know how to lead them through it.
Layoffs and Reorgs 📉
This one is tough and unfortunately the most common reason reorgs are done. Too many people, burn is too high, too many underperformers - these are just a few of the reasons a company might choose to pursue layoffs.
It’s a shitty situation, but as in any emergency, stop the bleeding before it kills you (and your company.) Better to lose a limb than die.
👉️ Core concern: Distrust, burnout, reputational damage (internally and externally).
🧰 How to handle it:
Decide the new org before you announce layoffs for best chance at seamless execution.
Don’t fire first and figure it out later. People need to see that you have a plan. (This is not a post about layoffs, but there will be a dedicated post in a few weeks on how to layoff properly - including a template too.)
Cut deeper if you must - but make the cuts clean.
Keeping low performers or toxic culture carriers only prolongs the pain. You’re better off facing short-term discomfort than long-term dysfunction.
Therefore, when figuring out who is impacted, consider performance ability and cultural fit. BOTH should be good at a high level, not just one or the other. Don’t retain people who you don’t want to see in your new chapter culturally, and don’t retain low performers.
When executing layoffs, meet with every remaining team member 1:1 after the announcement.
Your remaining team will be understandably upset from seeing their coworkers and friends’ jobs get impacted. Your managers must show up. Not to "fix" people’s feelings, but to hold space.
Again, radical listening is important here - you’re not here to solve their discomfort or sad feelings; you simply need to be there for them and show compassion / understanding that they’re still reeling, even if they know it’s what’s best for the company.
Rally the team around a clear mission. Make sure your leadership shares the same narrative consistently across the board.
If you’re not clear about why this painful step was necessary - and what comes next - people will fill the void with their own (usually worse) stories. All leaders in the reorg must share the same message and it has to be clear that the layoffs and reorg were painful but a necessary move to help the company survive and thrive.
Bring the team together, physically.
Create space to reconnect, recommit, and remind everyone that the company still has a future worth fighting for. I highly recommend having a rallying event like an offsite with the remaining teammates to solidify the remaining team’s bond.
*****
Through all of this, the mission has to be explicit and clear. All leaders in the reorg must share the same message and it has to be clear that the layoffs and reorg were painful but a necessary move to help the company survive and thrive. You all now have a responsibility to do your best work at the company to honor those who had to leave, to continue carrying the torch despite it being wartime.
M&As 🤝
This one is probably the least frequent in tech companies, but it still happens nonetheless.
When it does, you are combining two cultures and two leadership teams, and it’s usually inevitable that a reorg of some sort is needed, even when the acquired team is small. Where will they go, who do they report to?
This is especially tricky if the M&A includes acquiring the founders of the acquired company - how to get them to be OK without being the main person in charge, if that’s the decision?
👉️ Core concern: Who gets to lead, who feels like "second-class citizens," and whether the merged team believes the company actually has their back.
🧰 How to handle it:
Pick leaders based on trust rather than tenure.
You don’t need a 50/50 split across both companies. You need the right people - the ones others trust and follow.
Empower grassroots ambassadors.
The most effective culture carriers aren’t always execs. Sometimes it’s the respected IC who’s been there since day one. Identify these people, and have them do listening tours.
It helps if you give them a narrative they can authentically champion after practicing radical listening and sowing seeds of trust. These people don’t have to be top dog leaders - in fact, the closer to the boots on the ground they are, the better. Think of it like a union worker hearing from another union worker that things are good, versus hearing it from “the top.” It’s more likely to win trust because they have more in common.
Don’t wait for people to come to you - go to them.
Ideally, leaders at the top would also do check-ins with everyone. I’ve seen a lot of CEOs that announce some big change and then say, “I’m available if you want to chat, just message me.” But, saying "my door is open" isn’t enough.
Leaders are in a position of power - they should be the ones to pursue the conversations. People won’t voluntarily put themselves at risk. Sometimes, you must pursue them and really hear them for them to open up to you.
Be intentional about integration. Pair teammates across companies. Mix seating charts. Kill the "us vs them" dynamic early. If you let silos form, they calcify fast.
👉️ For the acquiring company, reiterate that you are ONE TEAM - no discrimination against the acquired company. You likely have “people people” on both sides who can help forge these bonds and identify who will like whom. If you’re in a physical office, make sure you’re seating people in a mixed manner versus siloing people into “acquired company” versus “acquiring company” - that just strengthens the divide.
👉️ For the acquired company, it’s important for the trusted leaders on the team to show enthusiasm for joining the main company. Show that there’s a common mission, and show how being a part of this new company will help advance their mission further and get them farther than they could on their own.
Define the new culture before Day 1.
Cultural integration is the hardest. Decide what the new culture will be before acquiring the company and make sure you know how likely an acquired company will adopt this new culture before making the offer.
If you’re hoping to "figure it out as we go," you’re already behind. Know what stays, what goes, and what’s negotiable.
*****
Lastly, if there are layoffs that must happen as part of the M&A, do them quickly before the integration. Otherwise, you will have teammates (both retained and department) feel burned in the process. Give people soft landings and generous severance.
Final Thoughts

Every reorg tests your leadership more than your strategy. Most leaders I’ve talked to don’t like this, because thinking about strategy can feel more logical and straightforward. With leadership, it can feel messy, given that you have to deal with peoples’ feelings.
But this is the most important moment where you get to decide: are you a confident leader that practices radical listening and extreme ownership? Or are you someone who is more intent on staying comfortable and blaming others?
Yes, the org chart matters. But how you communicate, how you listen, and how you lead through uncertainty is what people will remember.
You’ve got this.
And if you’re staring down an upcoming reorg and need a sanity check, you know where to find me.
Until next time,

Was this newsletter forwarded to you? Are you here for the first time? If so, remember to subscribe below…
Want more operational content?
Check out Coaching Founder for over a dozen free, downloadable Notion templates to use at your company, and tons of write-ups on how to level up your execs, your teams, and yourself.
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 Lucas and dog Leia, and can be found frequenting 6:00AM Orangetheory classes or hiking trails nearby.
Reply