How I Use My Business to Pay for Quarterly Travel (Without Hustling While I'm Gone)

What if your business could fund your dream vacations—without requiring you to post on Instagram while poolside?

Spoiler: It can. And it should.

In our house, travel isn’t an afterthought or a luxury. It’s a quarterly non-negotiable. We design our business around our life, not the other way around. And that includes building in the time, the budget, and the breathing room to travel once every quarter—with zero stress about cash flow while we’re gone.

This summer, we spent 10 days in Hawaii. I walked on the beach. Ate incredible meals. Laughed with my kids. And my business? It kept going.

No frantic emails. No client emergencies. No live launches.

Just automated systems, pre-planned strategy, and a travel fund built right into our business model.

Let me walk you through how we make this happen, quarter after quarter.

Step 1: We Plan for Joy First

Every 90 days, we sit down as a family and ask: Where do we want to go next?

We look at the calendar, block the travel dates, and THEN we plan our business activities around it.

Most entrepreneurs do this backwards. They plan the content, the launch, the to-dos. THEN they try to figure out when they can squeeze in rest.

Not us. And not you either, if you choose it.

We use our Quarterly Business Planner to:

• Map out life events first (vacations, school breaks, family milestones)

• Block off CEO days and downtime

• Layer business around what matters most

Step 2: Profit First, With a Travel Twist

We use the Profit First method, which means we don't just "hope there's money" for a vacation.

We allocate money to five accounts every single month:

1. Income (main business account)
2. Owner's Pay + Personal Savings (50%)
3. Taxes (30%)
4. Business Growth (10%)
5. Travel (10%)

That 10% adds up. Every month, our travel account grows without us lifting a finger.

When it’s time to book flights, hotels, or activities—we pay cash. No credit card guilt. No surprise charges. The money is already there.

And here’s the fun part:

We switched all our business spending over to the Bonvoy Brilliant Marriott Card. Every subscription, vendor payment, and supply order earns us hotel points.

So while we pay off the card in full every month (hello, discipline), we earn points toward free nights. For this Hawaii trip, our hotel was mostly covered.

Yes, your business can pay for your travel twice: once in cash and once in points.

Step 3: Launch Before You Leave

Timing matters.

We launched our biggest offer of the quarter in July, just before our Hawaii trip.

• June — Warm up your audience with value, nurture, and light visibility
• July — Launch the thing (we're talking automated emails, limited-time bonuses, and strategic urgency)
• August — Rest, allow passive income + affiliate promos to flow

Because we front-loaded the launch, revenue came in before our trip. That meant I wasn’t checking my phone hoping for sales—I already had them.

The best part? I returned from vacation with revenue still coming in and zero burnout.

Step 4: Go Anti-Social Without Going Silent

I’m not a fan of the “post every day from paradise” vibe.

So we follow our Anti-Social Strategy. It lets us take intentional breaks from social without losing visibility.

• Pause all live or time-sensitive content
• Batch and schedule 2–3 weeks of emails (focused on ONE monthly goal)
• Pre-plan evergreen blog posts or podcast episodes
• Let the automation do its thing

While I was in Hawaii, our emails kept going out, our content kept publishing, and our audience kept engaging—all without me lifting a finger.

Freedom isn’t about disappearing. It’s about building systems so you don’t have to be on 24/7.

Step 5: Let Passive Income Do the Heavy Lifting

This isn’t a fairytale. It’s strategy.

• Evergreen digital courses
• Lead magnets that feed email funnels
• Strategic affiliate partners
• Replays of past masterclasses

Each one is designed to run without me.

If you’re not sure where to start, here are some ideas you can implement now:

1. Turn your most popular freebie into a mini product. Package it with a bonus worksheet or short video. Price it between $9–29 and connect it to an email funnel.

2. Record a 20-minute workshop. Teach on a topic your audience asks about constantly. Offer a replay with a workbook or checklist, and set it to auto-sell.

3. Use affiliate links wisely. Recommend 3 tools you already use. Write a blog post, create an email sequence, or drop the links into your welcome email series.

4. Bundle old content into a paid vault. Pull together trainings, templates, or checklists you’ve already created. Put them behind a low-ticket paywall.

5. Set up an evergreen funnel. Use a lead magnet to build your list. Send a 5-part email series that educates, builds trust, and invites them to buy.

Do I check in sometimes while traveling? Sure. But it’s optional, not required.

I trust the systems. I trust the plan. And I know the revenue will flow because it’s been set up that way.

What You Can Do Next: 5 Action Steps

1. Schedule your next trip TODAY. Even if it’s just a weekend away—block it in your calendar now. Then protect it fiercely.

2. Set up your 5-account Profit First system. Open separate bank accounts if you haven’t already, and automate the transfers. Don’t skip the travel fund.

3. Choose your quarterly launch month. Pick one month per quarter to launch. Then reverse-engineer your audience warm-up and content plan.

4. Plan a 3-week anti-social strategy. Pre-schedule your emails. Plan your podcast or blog content. Communicate boundaries with clients.

5. Create (or update) one passive income product. Start small. Turn a popular freebie into a paid template. Record a mini training. Set it up to sell on autopilot.

Final Thoughts: You Deserve This

You didn’t start your business to work around the clock.

You started it to create freedom.

That dream trip? That unplugged vacation? That deep exhale at the beach?

It’s not just possible. It’s sustainable.

When you combine strategic planning, profit-first finances, and passive income systems, you get to live the life your business was built to support.

And you get to do it without apology. 

Ready to design your life-first launch strategy? Start with our Quarterly Business Planner, design your ideal schedule and then explore our Anti-Social Strategy, or DM me to brainstorm how to make your next vacation business-funded.

P.S. Want help setting up your systems? This is exactly what we coach inside the Crush the Rush Club.