Collective VFO
June 5, 2025 | Sterling Hirsch
Why One-Size-Fits-All Planning Around Real Estate Gains Can Be a Costly Oversight

Many clients assume a 1031 exchange is the only strategy for managing real estate gains — but that can lead to missed opportunities and costly mistakes. At Collective VFO, we go beyond one-size-fits-all solutions to coordinate strategic, tax-efficient planning that aligns with your goals. Learn how clarity and collaboration can transform your next big transaction.

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June 4, 2025 | Sterling Hirsch
High-Income Planning Isn’t Straightforward: Here’s How to Avoid the Maze

For high-earning business owners, building wealth isn’t the challenge — it’s keeping it. Traditional retirement vehicles like 401(k)s and IRAs often fall short when income levels push past contribution limits and expose more dollars to tax inefficiency. That’s where strategic, forward-looking planning becomes essential. In this guide, we’ll walk through why common retirement plans may not work for high-income professionals — and how to navigate around the most common traps using business entity planning, defined benefit strategies, and advanced tax-aware tools.

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May 31, 2025 | Sterling Hirsch
Relax — When You Plan Ahead, You Stay Ahead

Proactive tax planning helps you take control before deadlines take control of you. Most tax strategies show up too late. Instead of scrambling at year-end, proactive tax planning allows business owners to make informed, timely decisions that reduce stress and open up opportunity. Here's how year-round planning keeps you ahead of the game.

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May 30, 2025 | Sterling Hirsch
The Trajectory of Transformation: Why Implementation Is the Game-Changer
Great ideas get eaten alive without execution.
We’re all surrounded by inspiration, strategies, and bold visions—but only action creates outcomes. This post explores how even imperfect progress leads to transformation. You don’t have to have it all figured out. You just have to move. Take the next step.
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May 26, 2025 | Sterling Hirsch
Small Business Tax Extensions Aren’t Ideal—But They’re Often Necessary

Still in tax season? You’re not alone. Many business owners are on extension—still finalizing 2024 returns. Here’s how to make the most of where you are and build momentum for a stronger 2025.

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May 24, 2025 | Sterling Hirsch
Why Traditional Diversification May No Longer Be Enough

Traditional diversification strategies are being challenged by rising market volatility and stock-bond correlation. This article explains why high-net-worth families are rethinking portfolio structure and turning to holistic wealth planning. Learn how proactive, tax-efficient strategies—coordinated across financial, legal, and estate advisors—can help protect assets and build resilience. Discover how Collective VFO helps unify your advisory team to prepare for uncertainty and create a future-ready plan.

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May 13, 2025 | Sterling Hirsch
Virtual Family Office vs. Traditional CPA: Which One Delivers Better Tax Planning?

When it comes to managing your wealth, taxes are the name of the game. And let's be honest—nobody wants to overpay Uncle Sam. If you're a high-income earner or business owner, choosing the right financial advisor can mean the difference between smart tax planning and missed opportunities. That's where the debate between a Virtual Family Office and a traditional CPA starts heating up.

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May 6, 2025 | Sterling Hirsch
Why Siloed Advice is Costing Successful Clients Opportunities

Success is a wonderful thing—until it isn't. At Collective VFO, we've seen firsthand how "success" can sometimes trap high-net-worth individuals in a maze of siloed advice without them even realizing it. You might have the top CPA in town, a rockstar financial advisor, and a sharp estate attorney—but if they're all working in isolation, you could be losing out on significant opportunities for wealth preservation and growth.

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April 29, 2025 | Sterling Hirsch
Beyond Compliance: How to Collaborate with a Team for Proactive Financial Planning

Picture this: You've got a CPA, a financial advisor, an estate attorney, and maybe even a business consultant. They're all brilliant, all talented—and none of them are talking to each other. What could go wrong?

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April 22, 2025 | Sterling Hirsch
The Business Sale Tax Trap – And Why You Need a Strategic Advisory Team Now, Not Later

When it comes to selling your business, the surprise isn’t how much you make—it’s how much you lose.

At Collective VFO, we’ve seen it all too often: entrepreneurs work for decades to build a successful business, only to lose millions to avoidable taxes when it’s finally time to exit. The root issue? Most business owners start exit planning too late—and they do it without the right advisory team around them.

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April 19, 2025 | Sterling Hirsch
A Generational AI Opportunity — Before It Goes Public?

A rare pre-IPO opportunity in AI? With 400M+ users and $11.6B projected revenue, this private tech disruptor isn’t available on public markets — but accredited investors may still have time to explore access. Learn what makes this AI equity window unique and why it’s generating serious attention.

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April 18, 2025 | Sterling Hirsch
Year-Round Tax Planning: How to Stay Ahead Instead of Playing Catch-Up

Many business owners treat taxes like an annual chore. But if you're only addressing tax strategy when filing deadlines approach, you're likely missing valuable opportunities. The key to long-term financial efficiency is simple: year-round tax planning.

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April 16, 2025 | Sterling Hirsch
The High-Net-Worth Business Owner's Guide to Tax-Efficient Retirement Planning

If you're a high-net-worth business owner, chances are you've spent years (or decades) building your empire. But what happens when it's time to step away? Without proper high-net-worth consulting, you could be leaving money on the table—or worse, handing more to the IRS than necessary.

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April 14, 2025 | Sterling Hirsch
Countdown in 2025: How High-Net-Worth Individuals Can Outpace the Tax Law Sunset with Strategic Planning

The clock is ticking. With 2025 well underway, high-net-worth individuals, entrepreneurs, and family offices face a rapidly evolving tax landscape. Key provisions from the 2017 Tax Cuts and Jobs Act (TCJA) are on track to expire by year-end, and without proactive planning, many are poised to face higher tax bills, reduced exemptions, and missed financial opportunities.

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April 9, 2025 | Sterling Hirsch
Why Aren’t More CPAs Providing Advisory Services?

The tax and accounting industry is at a critical inflection point. As tax laws continue to shift, client expectations evolve, and technology accelerates, many business owners are left wondering: Why isn't my CPA helping me with proactive advisory services like tax planning, business strategy, or legacy planning?

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