Look Ahead, Lower Your Taxes!

Look Ahead, Lower Your Taxes!

November 03, 20255 min read

Most entrepreneurs don’t start a business because they love taxes.
They start because they’re passionate — about freedom, innovation, creating value, or solving problems no one else has solved.

Yet, every year, thousands of business owners lose out on thousands of dollars in unnecessary taxes — not because they didn’t earn it, but because they didn’t plan ahead.

In a recent Vast Voice episode, VastSolutionsGroup.com founder R. Kenner French and co-host Liliana Falconer break down this all-too-common issue. Their message?

👉 “Stop reacting to your taxes. Start directing them.”

The conversation, while just a few minutes long, packs powerful insight into what separates thriving entrepreneurs from those constantly playing catch-up with the IRS.

🔍 The Tax Trap: Why Most Entrepreneurs Pay More Than They Should

Kenner French begins by pointing out a simple but costly truth:

“Most business owners don’t prioritize their taxes until it’s too late.”

When tax season rolls around, entrepreneurs often find themselves digging through boxes of receipts, trying to remember what happened months ago. This reactive scramble doesn’t just cause stress — it kills opportunity.

That’s because by the time April arrives, almost all of your tax-saving strategies are already off the table. Your decisions — how you paid yourself, when you bought equipment, what deductions you claimed — are already baked into the year that’s passed.

In other words: you’re trying to change the outcome after the game is over.

Kenner compares it to driving through a forest while staring in your rearview mirror. You can’t see what’s coming, and you’re bound to hit a few trees along the way.

🧭 The Mindset Shift: From Reactive to Proactive

So, what’s the solution?
You have to flip your mindset — from reactive to proactive.

Instead of viewing taxes as a once-a-year event, treat them as a year-round strategy.

Liliana Falconer puts it brilliantly:

“Rip off your rearview mirrors and look ahead.”

When you look ahead, you’re not just hoping to pay less — you’re building a business that’s structurally designed to grow efficiently and sustainably.

Proactive tax planning gives you:

  • Visibility: You know what’s coming months in advance.

  • Flexibility: You can make adjustments before the deadline.

  • Confidence: You’re no longer guessing what your tax bill will be.

This approach doesn’t just save money — it saves mental bandwidth. Entrepreneurs who plan ahead spend less time worrying about taxes and more time doing what they love: growing their business.

📆 The Process: Quarterly Tax Check-Ins

Kenner and Liliana both emphasize that quarterly meetings with a tax professional are a game changer.

Each session gives you a snapshot of where you stand and what actions can be taken immediately to optimize your tax position.

Here’s what a simple quarterly rhythm might look like:

🕒 Q1: Lay the Foundation

  • Review last year’s financials and identify missed opportunities.

  • Adjust your payroll and distributions based on projected revenue.

  • Explore entity structure changes (LLC vs. S-Corp, etc.) if beneficial.

🕓 Q2: Track Cash Flow

  • Evaluate current expenses and potential deductions.

  • Consider prepaying certain expenses or contributing to retirement plans.

  • Review estimated taxes and avoid underpayment penalties.

🕕 Q3: Optimize for Growth

  • Assess hiring needs and potential tax credits (e.g., R&D or employee retention).

  • Evaluate business purchases (equipment, vehicles, software).

  • Plan ahead for year-end financial positioning.

🕘 Q4: Execute and Lock in Savings

  • Maximize contributions to IRAs, 401(k)s, or defined benefit plans.

  • Finalize year-end purchases or charitable donations.

  • Review and adjust your final tax strategy before December 31.

By meeting every quarter, you move from tax panic to tax control — a shift that can reduce your liability and smooth your financial trajectory.

💰 The Hidden Value of Looking Ahead

Planning ahead isn’t just about saving on taxes — it’s about creating stability.

When you know what to expect, you can make smarter business decisions:

  • Hire confidently, knowing your cash flow forecast is solid.

  • Invest in equipment without fearing a surprise tax bill.

  • Reinvest profits strategically to maximize deductions.

As Kenner French explains:

“If you’re preparing early, you can structure and plan — and maybe even lower your tax liability.”

This approach transforms taxes from a source of anxiety into a tool for growth.

Think of it like tuning a high-performance car — you’re not waiting for something to break before visiting the mechanic. You’re fine-tuning throughout the year to keep your business running at peak efficiency.


🧩 The Right Partner: Find a Tax Professional Who Plans, Not Just Files

One of the most overlooked decisions entrepreneurs make is choosing their tax professional.

Kenner warns that not all tax pros are created equal. Some are historians — skilled at documenting the past, but not necessarily at forecasting the future.

You need a strategic partner, someone who understands both your business goals and the tax code’s nuances.

At VastSolutionsGroup.com, the focus isn’t just on compliance — it’s on collaboration. Their advisors help clients anticipate changes, model scenarios, and implement smart financial structures throughout the year.

Because true financial strategy doesn’t happen once a year. It happens in real time.

🧭 Key Takeaways

Start early. The earlier you begin, the more opportunities you have to save.
Avoid the rearview mirror. Tax planning is about where you’re going, not where you’ve been.
Meet quarterly. Small, consistent check-ins lead to big long-term savings.
Plan for the future. Look ahead to identify deductions, credits, and cash flow strategies.
Work with pros who plan proactively. Your advisor should be a navigator, not just a note-taker.

🌟 Final Thought

Entrepreneurship is about vision — seeing opportunities before others do.
That same vision should apply to your taxes.

So, as Liliana Falconer says, “Rip off your rearview mirrors.”
Look ahead, build a plan, and watch how clarity and confidence replace the chaos of tax season.

Because when you look forward — strategically, intentionally, and consistently — you’re not just lowering your taxes…
You’re raising your potential. 🚀


Schedule Your Free Call for Growth Strategies!

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