Category Archives: Alternative Investments

Alternative Investments, Chicago Area Investment Advisor, Chicago Area Private Wealth, Family Office, Fiduciary Advisor, Financial Planning, Hinsdale Investment Advisor, Private Wealth, Real Estate, Real Estate Sale, Selecting a Private Wealth Investment Advisor, Selecting an Investment Advisor, Selling a Business, Wealth Management, Western Chicago Suburbs Investment Advisor

Unlocking Your Real Estate Windfall: Why an Investment Advisor is Your Essential Partner

Posted on by Bill Seyfarth
29
Sep

 

Selling a real estate asset – be it a strategic rental property or a bustling commercial building – is more than just a transaction. It’s often a transformative financial milestone, representing years of dedicated equity building, meticulous planning, and unwavering hard work. The substantial proceeds from such a sale are a testament to your efforts.

But here’s the critical question: What comes next? The decisions you make with this newfound capital are just as vital as the sale itself. Navigating the intricate landscape of taxes, identifying lucrative investment opportunities, and securing your long-term financial stability demands a level of expertise many of us don’t possess. This is precisely where the seasoned guidance of an experienced investment advisor becomes not just valuable, but essential.

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Alternative Investments, Endowments, Endowments and Foundations, ESG, Fiduciary Advisor, Foundations, Nonprofits, Selecting an Endowment or Foundation Investment Advisor, Selecting an Investment Advisor

Choosing the Right Investment Advisor for Your Foundation or Endowment

Posted on by Matthew Rice
13
Sep

Choosing an investment advisor for your foundation or endowment is a pivotal decision that shapes both your organization’s mission and its enduring legacy. The strength of your investment portfolio fuels your ability to deliver on that mission, making it essential to have a partner who can steer through an increasingly complex and often unpredictable market. While many institutions default to large, national firms, an increasing number of foundations and endowments are recognizing the advantages of working with boutique investment advisors. These specialized firms often provide direct access to their most senior professionals, nimble decision-making, and a deeper alignment of interests—benefits that can be difficult to replicate within larger organizations.

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Alternative Investments, Chicago Area Investment Advisor, Family Office, Fiduciary Advisor, Hedge Fund Strategies, Hedge Funds, Private Equity, Private Wealth, Selecting a Family Office Investment Advisor, Selecting a Private Wealth Investment Advisor, Selecting an Investment Advisor, Selling a Business, Wealth Management

Selling Your Small Business: A Roadmap to a Successful Exit

Posted on by Bill Seyfarth
12
Sep

 

Selling the business you’ve poured your heart and soul into is a monumental decision. It’s a moment that can redefine your financial future, secure your legacy, and open doors to new adventures. Yet, it’s also a complex journey, fraught with potential pitfalls if not navigated carefully.

Whether you’re dreaming of retirement, eyeing a new entrepreneurial challenge, or adapting to changing life circumstances, preparing your business for sale demands strategic thought, meticulous planning, and flawless execution. This guide is designed to walk you through the essential considerations every small business owner should weigh before putting their cherished venture on the market.

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Alternative Investments, Fiduciary Advisor, Private Equity, Private Wealth, Selecting a Family Office Investment Advisor, Selecting a Private Wealth Investment Advisor, Selecting an Investment Advisor, Wealth Management

How RIAs and Bank Trust Departments Are Elevating Their Investment Game Through Outsourced CIO Solutions

Posted on by Matthew Rice
05
Sep

 

In today’s fast-changing financial services landscape, Registered Investment Advisor (RIA) firms and Bank Trust Departments face a critical challenge: delivering sophisticated investment strategies and outstanding client service—often with fewer resources than large national competitors. To remain competitive and cultivate sustainable growth, many forward-thinking firms are partnering with an outsourced Chief Investment Officer (OCIO). This solution provides institutional-quality investment management at a fraction of the cost—typically $180,000 to $230,000 annually, according to Cornerstone Research—compared to hiring an equally skilled in-house CIO and support team. For these agile firms, the shift isn’t just about keeping pace; it’s about strategically positioning themselves to outperform and compete well above their weight class.

 

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Endowments, Fiduciary Advisor, Foundations, Nonprofits, Private Equity, Selecting an Endowment or Foundation Investment Advisor, Selecting an Investment Advisor

Securing Tomorrow, Today: The Indispensable Role of Private Equity in Endowment & Foundation Portfolios

Posted on by Sean McEvilly
04
Sep

 

Endowments and foundations are entrusted with a monumental responsibility: to steward capital in a way that not only preserves but robustly grows purchasing power for generations, supporting vital missions in perpetuity. In a landscape marked by market volatility, persistent inflationary pressures, and evolving return expectations, the asset allocation decisions made today are foundational—they will echo for decades. Increasingly, private equity (PE) has emerged as an indispensable cornerstone strategy for institutions seeking to meet these challenges head-on and secure their future. Here’s why investment committees should unequivocally give private equity a prominent place at the table.

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Alternative Investments, Family Office, Fiduciary Advisor, Private Equity, Selecting a Family Office Investment Advisor, Selecting an Investment Advisor, Wealth Management

Family Offices: Ditch the Talent Hunt and Hire an Expert Contractor

Posted on by Matthew Rice
25
Aug

 

For ultra-high-net-worth families, your private wealth management firm—the family office—is at the heart of your financial strategy. As direct investing and complex portfolio oversight become the norm, the demand for top-tier investment talent has never been greater. Yet, many family offices are finding that the hunt for a world-class, in-house investment analyst is a struggle.

It’s not just about competing with Wall Street salaries. The challenges are often structural, cultural, and economic. But what if the solution isn’t to compete for talent you can’t get, but to hire the experts you need?

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Alternative Investments, Covered Call Strategies, Selecting a Private Wealth Investment Advisor, Selecting an Investment Advisor, Tax-Loss Harvesting, Wealth Management

Breaking Free from Concentrated Stock Positions: Advanced Tax Strategies That Transform Your Portfolio

Posted on by Sean McEvilly
24
Aug

For many successful executives, entrepreneurs, and long-term investors, a concentrated stock position is a testament to their hard work and success. It’s also a paradox: a source of tremendous wealth that can feel impossible to diversify without facing a devastating tax bill.

If you’ve built substantial equity through stock options, inherited a large position, or simply held a winning investment for years, the question remains: How do you break free and reduce your risk without triggering massive tax consequences?

Traditional tax-loss harvesting often falls short when dealing with positions that have substantial embedded gains. When your cost basis is near zero and your wealth is tied up in a single stock, the conventional wisdom of “just sell and diversify” is financially devastating.

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Alternative Investments, Family Office, Investment Strategy, Private Equity, Private Wealth, Selecting a Family Office Investment Advisor, Selecting a Private Wealth Investment Advisor, Selecting an Investment Advisor, Wealth Management

Preserving and Amplifying Dynastic Wealth: The Strategic Imperative of Private Equity for Ultra-High-Net-Worth Investors and Family Offices

Posted on by Bill Seyfarth
23
Aug

 

For ultra-high-net-worth (UHNW) investors and family offices, the mandate extends beyond mere capital growth; it encompasses the sophisticated preservation and intergenerational amplification of dynastic wealth. In an investment landscape characterized by unprecedented market dynamics, persistent inflationary pressures, and a demand for superior, uncorrelated returns, the strategic allocation of capital today will define legacies for decades to come. Increasingly, private equity (PE) has transitioned from an alternative allocation to an indispensable core strategy for discerning investors seeking to navigate these complexities and secure their financial future. Here’s why private equity warrants a preeminent position within your diversified portfolio.

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Alternative Investments, Chicago Area Investment Advisor, Chicago Area Private Wealth, Family Office, Fiduciary Advisor, Hedge Fund Strategies, Hedge Funds, Hinsdale Investment Advisor, Private Equity, Private Wealth, Real Assets Investing, Selecting a Family Office Investment Advisor, Selecting an Investment Advisor, Selling a Business, Wealth Management, Western Chicago Suburbs Investment Advisor

From Business Owner to Investor: Charting Your Course After a Business Sale

Posted on by Bill Seyfarth
22
Aug

 

Selling your business is a monumental achievement, marking the culmination of years of hard work and dedication. But as one chapter closes, another exciting, albeit complex, one begins: transitioning from the steady income of an active business to living off the total return of an investment portfolio. This shift blends excitement, uncertainty, and a new set of financial considerations.

Here’s what every entrepreneur should consider to ensure a smooth and successful journey from business owner to thriving investor.

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Alternative Investments, Endowments, Endowments and Foundations, ESG, Fiduciary Advisor, Foundations, Nonprofits, Planned Giving, Selecting an Endowment or Foundation Investment Advisor, Selecting an Investment Advisor

The Enduring Legacy: How Planned Giving is Revolutionizing Nonprofit Endowments

Posted on by Matthew Rice
20
Aug

 

The world has changed dramatically in recent years, and with it, the landscape of philanthropy. The pandemic, while presenting immense challenges, also illuminated the critical importance of long-term financial stability for nonprofits. This has shone a spotlight on planned giving and legacy gifts, recognizing them not just as a bonus, but as indispensable cornerstones for building robust endowment funds.

So, how are forward-thinking nonprofits seizing this moment, and what truly motivates donors to secure an organization’s future for generations to come?

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