School of Grit
Side Hustle

Keeping Your Side Hustle Alive Through a PCS or Deployment

Corey ReiserNov 4, 20267 min read

Orders show up and the first thing most veterans do is quietly let the side hustle die. Not on purpose. They just stop posting, stop following up, stop quoting new work, and by the time they're settled at the next duty station or back from deployment, there's nothing left to restart. The business didn't fail. It got treated like a hobby the day it got inconvenient, and hobbies are exactly what people let go first.

A PCS or a deployment is one of the few disruptions in this life you can see coming months out. That's the advantage nobody uses. You don't get that kind of notice in the civilian world when a client disappears or a contract ends. Here, you know the date. The only question is whether you spend that notice building a plan or spend it avoiding the conversation.

Figure out which category you're actually in

Not every side hustle breaks the same way, so don't reach for the same fix for all of them.

  1. Hands-on work tied to your location. Lawn care, detailing, home repair, personal training in person. This stops when you leave. There's no version of "running it remotely" that's honest, and promising a client otherwise just burns the relationship instead of pausing it cleanly.
  2. Service work you can do from anywhere with a laptop. Freelance writing, design, bookkeeping, virtual assistant work, most forms of consulting. This can often keep running at a slower pace during a PCS, and depending on connectivity, sometimes through a deployment too.
  3. Content and audience-driven businesses. Coaching, courses, a growing personal brand. This rarely needs to stop completely. It needs a longer runway between posts and a way to handle messages asynchronously instead of in real time.

Most veterans try to force category one into category two or three, telling a client "I'll still be reachable" when they know the honest answer is no. The client finds out eventually, and when they do, it reads as a broken promise instead of a reasonable pause.

The three real options, in order of preference

Keep it running, slower. If your work fits category two or three, this is almost always the best option. Tell clients the pace is changing before they notice it on their own, and give them a number, two weeks instead of two days, or a monthly check-in instead of weekly. A slower business that's still alive beats a fast restart from nothing.

Hand it off. If the work has to keep happening and you can't be the one doing it, bring in someone you already trust, the way you'd think about subcontracting your overflow on a normal week. The bar is higher here because you won't be around to catch a mistake before the client sees it. A bad handoff doesn't just cost you a client, it costs you the referral that client would have sent you.

Pause it, with a date. If neither of the first two fits, say so plainly. Tell every active client the exact window you'll be gone and the date you expect to be back. This isn't the failure option. A clean pause with a real return date keeps the relationship intact in a way that ghosting never does.

THE CLIENTS YOU LOSE AREN'T THE ONES YOU TOLD THE TRUTH TO EARLY. THEY'RE THE ONES YOU WENT QUIET ON.

Protect the part that's hardest to rebuild

Income is the visible cost of a pause. The harder one to see is the trust you spent months earning, and that's the part worth protecting on purpose. If you're running this solo, you already know the risk of one client being your whole business in normal times. A move or deployment is exactly when that concentration gets dangerous, because there's no slack left to absorb a client who decides not to wait.

Before orders turn into a departure date, get ahead of the two things that quietly decide whether a client sticks around: did they hear it from you first, and do they have a real way to reach you if something comes up. Everything else, pricing, scheduling, the work itself, is secondary to those two.

What to actually do before you leave

Work backward from the date, the same way you'd plan anything else with a deadline that isn't moving.

  1. Tell clients as soon as the date is real, not when you're forced to.
  2. Decide which category you're in and pick the honest option, slower, handed off, or paused, before you're improvising it under pressure.
  3. Write down anything someone else would need to run the work, even if nobody's taking it over yet. Future you, or a future subcontractor, will need it.
  4. Set a specific return trigger, a date or an event, not "whenever I'm back and settled," which has a way of sliding another month every time.
  5. Leave one easy way to reach you, even if it's slow. A client who can send one message and get an answer in a week stays. A client who gets nothing leaves and tells themselves it was for the best.

Coming back without starting over

The move itself gets most of the attention, but the harder part is usually the thirty days after you land somewhere new or get off a plane from deployment. That's when the paused business is easiest to let stay paused, because there's a new house to unpack, a new duty station to learn, and a hundred things that feel more urgent than a side hustle that's technically still breathing.

Set the restart date before you leave, not after you're back and distracted. Put it somewhere you'll actually see it, not just in your head where "when things settle down" quietly becomes never. When that date hits, the first move isn't a new sales push, it's a short message to every client you paused or slowed down for, letting them know you're back and asking if the work still stands. Most of the people worth keeping will say yes. The ones who don't were telling you something about the relationship anyway, and now you know before you've sunk more time into it.

This is a timing problem, not a willpower problem

None of this works if you treat it as a character test, as if the veterans who keep a side hustle alive through a move are just more disciplined than the ones who don't. The real difference is almost always timing. The ones who protect it tell clients early, pick the honest option for their category of work, and set a return date before the chaos of the move swallows the decision. The ones who lose it wait until the last week to think about any of it, by which point every option left is a worse one.

You already know how to plan around a known date. A reporting date, a report-no-later-than, a mobilization timeline, these aren't new skills. The only thing different here is that the mission is your own business instead of an assignment, and it's easy to deprioritize the thing nobody's going to chase you about.

A side hustle built during your service, the kind Line of Departure is built around, is supposed to survive the moves that come with it, not get rebuilt from zero every time orders hit. The community has plenty of veterans who've run a business through a deployment or three PCS moves and can tell you exactly what they'd have done differently the first time.

You've got the notice most people never get. Use it before the clock runs out, not after.

Frequently Asked Questions

Should I just shut down my side hustle before a PCS or deployment
Only if the work genuinely can't continue without you in the room, and most service businesses aren't that. Shutting down means starting from zero again at the next duty station, rebuilding a client list and a reputation you already paid for once. Pausing or handing off keeps that work intact. Treat closing the whole thing down as the last option, not the default one.
How much notice do my clients actually need before orders hit
As soon as you have a real date, not a rumor. Thirty to sixty days is enough for most clients to plan around a pause or a handoff without feeling blindsided. The damage isn't the move itself, it's a client finding out two weeks out that the person doing their work is about to disappear. Early notice is the difference between a client who stays and one who quietly starts looking elsewhere.
What can I realistically keep running during a deployment
Anything that doesn't need your hands or your physical presence on a schedule. Content and coaching businesses often keep running with a longer posting cadence and asynchronous check-ins. A lawn care or detailing business doesn't, and shouldn't pretend it can. Be honest about which category you're in before you promise a client anything about uptime you can't deliver.
Who should I hand my clients to while I'm gone
Someone you'd trust with your name, not just someone available. A rushed handoff to the wrong person costs you a reputation you can't easily rebuild from overseas. If you don't have anyone you trust that much yet, a clean pause with a clear return date beats a bad handoff every time.
Will my clients even wait for me to come back
Some won't, and that's the real cost of this, not the lost income during the gap. The clients who do wait are usually the ones you told the truth to early and gave an easy way to stay in touch. Silence is what loses people. A plan, even an imperfect one, is usually enough to keep your best ones.
Is it worth starting a new side hustle right before a PCS or deployment
Generally no. Building the pipeline, the pricing, and the trust that makes a side hustle actually pay takes months, and a move or a deployment interrupts that exact runway. If orders are already on the horizon, it's a better use of the time to shore up what you've already built, or wait until you're settled to start something new.
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