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Risk Tolerance Revealed I The Hidden Factor That Can Make or Break Your Investments

October 26, 2025

The laptop is open, the ocean breeze is perfect, and your out-of-office reply reads, "working remotely." Welcome to the age of the workcation — where professionals blend business and leisure from beaches, mountain cabins, or boutique hotels around the world.

But here's the real question: is it freedom with a Wi-Fi signal, or a financial free fall in disguise?

As tempting as it sounds to type away from Tuscany or Zoom into meetings from Maui, the cost of blending work and travel can quickly turn that dream trip into a budget nightmare. The key is balance — and a plan that keeps your money working as hard as you are.

Let's explore how to make your next workcation inspiring, sustainable, and financially smart.

Begin With Intention, Not Impulse

A successful workcation starts with clarity. It's not about escaping your daily routine — it's about redesigning how and where you work while maintaining stability and focus.

Ask yourself a few key questions before booking:

  • What is my goal for this trip — rest, creativity, or productivity?
  • Can I realistically maintain my professional responsibilities while traveling?
  • How does this fit into my personal and business budget?

By defining your purpose early, you'll make smarter financial decisions and ensure your travel supports — rather than disrupts — your long-term goals.

Build a Workcation Budget That Supports Your Lifestyle

Workcations can blur financial lines because they're part work, part play. To stay in control, plan with intention and treat it like an extended working arrangement, not a spontaneous getaway.

Start by clearly separating work-related expenses — such as coworking memberships, upgraded Wi-Fi, equipment, or client travel — from personal costs like meals, excursions, and leisure activities.

Structure your budget around three pillars:

  • Fixed costs: accommodation, workspace, and transportation
  • Variable costs: food, local travel, and entertainment
  • Savings buffer: a 10-15% cushion for unexpected expenses such as medical needs or currency fluctuations

Track your spending with tools like Mint, YNAB, or TravelSpend to stay on course and avoid dipping into your savings.

Select a Destination That Fits Your Work and Financial Goals

Your location sets the tone for both your productivity and your expenses. Choosing the right destination means balancing lifestyle, cost, and infrastructure.

Consider factors such as:

  • Internet reliability and workspace access
  • Time zone alignment with clients or teams
  • Cost of living and availability of essentials

Many countries now offer digital nomad visas that allow extended stays for remote professionals. Just remember to review potential tax implications before you go — working abroad can sometimes trigger local tax obligations or reporting requirements.

If you prefer to stay domestic, even a new city or a nearby coastal town can provide a change of scenery without the added travel complexity or cost.

Leverage Tax Efficiency — the Smart Way

Depending on your profession or business structure, certain travel expenses may be tax-deductible. For example, costs related to coworking spaces, client meetings, or professional events can often qualify as legitimate business expenses.

Documentation is critical — keep receipts and note the business purpose for each expense. If part of your trip is purely personal, separate those costs clearly.

Before you depart, consult your accountant or tax advisor to ensure your trip is structured correctly. Proper planning can turn a workcation into a financially optimized experience.

Safeguard Your Income and Financial Stability

Travel introduces new variables — and with them, potential financial risks.

Before you leave, take steps to protect your income and peace of mind:

  • Maintain a three- to six-month emergency fund.
  • Confirm your health and travel insurance cover your destination.
  • Keep multiple payment methods available (credit, debit, and digital).

Scheduling automatic bill payments while you're away can also help prevent late fees. A few minutes of preparation can save hours of stress later.

Maintain Productivity and Structure

A workcation's success ultimately depends on one thing: consistent productivity.

Establish a clear work routine — set regular hours, secure a reliable workspace, and minimize distractions. Tools such as Trello, Notion, or Clockify can help you stay organized and accountable. Maintaining structure not only supports your income stream but also makes your leisure time more rewarding.

Don't Neglect Home-Base Costs

One of the most common financial pitfalls is double spending — paying for life at home while also funding life abroad.

If you'll be gone for an extended period, consider:

  • Subletting your apartment or renting out your home short-term
  • Pausing memberships or subscriptions (gyms, streaming, etc.)
  • Negotiating flexible arrangements with utility providers or property managers

Reducing fixed expenses at home prevents your workcation budget from ballooning unnecessarily.

Design for Sustainability — Not Escape

The goal of a workcation isn't to get away from your routine, but to enhance it. It's an opportunity to create a work-life rhythm that's both energizing and financially balanced.

If this lifestyle resonates with you, explore how it might fit into your long-term financial strategy. Could you plan one or two structured workcations each year? Could your business operate more flexibly?

Sustainability comes from intention — and aligning your travel habits with your financial framework.

Learn From Common Mistakes

Even seasoned travelers encounter challenges. Avoid these frequent pitfalls:

  • Overestimating productivity: Time zones, travel fatigue, and distractions can limit efficiency.
  • Mixing expenses: Keep business and personal transactions separate for clarity.
  • Ignoring exchange rates or transaction fees: Small charges can add up quickly.
  • Overscheduling: You don't have to do everything — prioritize balance.

Awareness is the first step toward preventing these financial missteps.

Balance, Not Burnout

A workcation offers a chance to rethink how you engage with work and travel — not to escape one for the other, but to find a productive middle ground.

By approaching it with structure, discipline, and financial foresight, you can enjoy the benefits of travel without compromising your financial health.

Ultimately, the goal isn't just to work from anywhere — it's to live and work with greater freedom, purpose, and financial control.

Workcations aren't just a trend — they're part of the future of flexible work. The secret to making them sustainable is simple: keep your finances intentional, your budget balanced, and your Wi-Fi strong.

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About the author

Guest Author

Securities offered through Kestra Investment Services, LLC (Kestra IS), member FINRA/SIPC. Investment advisory services offered through Kestra Advisory Services, LLC (Kestra AS), an affiliate of Kestra IS. oXYGen Financial is not affiliated with Kestra IS or Kestra AS. Kestra IS and Kestra AS do not provide tax or legal advice.

Investor Disclosures: https://bit.ly/KF-Disclosures

The opinions expressed in this commentary are those of the author and may not necessarily reflect those held by Kestra Investment Services, LLC or Kestra Advisory Services, LLC. This is for general information only and is not intended to provide specific investment advice or recommendations for any individual. It is suggested that you consult your financial professional, attorney, or tax advisor with regard to your individual situation.

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Securities offered through Kestra Investment Services, LLC (Kestra IS), member FINRA/SIPC. Investment advisory services offered through Kestra Advisory Services, LLC (Kestra AS), an affiliate of Kestra IS. oXYGen Financial is not affiliated with Kestra IS or Kestra AS. Kestra IS and Kestra AS do not provide tax or legal advice. https://Bit.ly/KF-Disclosures

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