Private Alternatives · FINRA/SIPC Regulated

Smarter
Alternatives
for Accredited
Investors

Move beyond traditional markets — into private alternatives that generate passive income, reduce tax exposure, and build long-term wealth.

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20+
Years in Alternative Investments
What We Do

Beyond the Traditional. Built for the Sophisticated.

At True North Private Investments, we help high-net-worth individuals and accredited investors move beyond traditional markets — into private alternatives that generate passive income, reduce tax exposure, and build long-term wealth.

Whether you're completing a 1031 exchange, exploring a Delaware Statutory Trust, investing in a Qualified Opportunity Zone, or looking to reduce ordinary income through an 831(b) captive insurance strategy, we bring the expertise, the marketplace, and the relationships to guide you every step of the way.

Investment Strategies

Four Pillars of Private Wealth

Institutional-grade strategies previously reserved for family offices and sovereign wealth funds — now accessible to qualified accredited investors.

❋

Delaware Statutory Trusts (DSTs)

Transition out of active property management without triggering capital gains. DSTs allow accredited investors to own fractional interests in institutional-quality real estate — qualifying as like-kind replacement property in a 1031 exchange. Passive income. No landlord responsibilities. No management headaches.

❋

Qualified Opportunity Zones (QOZs)

Reinvest capital gains into government-designated Opportunity Zones and unlock powerful tax benefits — including deferral, reduction, and potential elimination of capital gains taxes on long-term investments. QOZs are one of the most compelling tax incentives available to accredited investors today.

❋

831(b) Captive Insurance

Reduce your ordinary business income with a fully legal, IRS-recognized captive insurance strategy. Under Section 831(b), qualifying business owners can create a privately owned insurance company, deduct premiums as a business expense, and accumulate reserves on a tax-advantaged basis — while insuring real business risks.

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Private Credit & Alternative Income

Access institutional-grade private credit opportunities unavailable through traditional brokerage accounts. Our weekly-updated alternatives marketplace surfaces curated private lending, real estate debt, and income-generating strategies designed for accredited investors seeking yield outside of public markets.

Why True North

The Difference is in the Details

01
Weekly-Updated Marketplace

New opportunities across real estate, private credit, energy, and tax-advantaged strategies refreshed every week.

02
Deep Specialization

Unmatched depth in 1031 exchanges, DSTs, QOZs, and 831(b) captive insurance strategies — not a generalist platform.

03
Collaborative Approach

We work directly with your CPA, attorney, and family office to ensure every strategy fits your complete financial picture.

04
Two Decades of Experience

20+ years navigating wealth management and alternative investments for high-net-worth individuals and families.

05
Regulated Platform

Securities offered through Great Point Capital, LLC (FINRA/SIPC). Advisory services through Great Point Advisors, LLC (SEC-registered). You invest with institutional-grade oversight.

Who We Work With

Built for Investors Who Have Outgrown the Ordinary

  • Transitioning out of active business or property ownership
  • Facing significant capital gains events — real estate sales, business exits, stock liquidations
  • Looking for passive income without the burden of active management
  • Seeking to reduce ordinary income through legal, IRS-recognized tax strategies
  • Ready to explore private market alternatives beyond stocks and bonds

"Every investor's situation is different. The right strategy depends on your goals, your timeline, and your tax picture."

Let's start with a conversation. No templates. No generic portfolios. Just a direct dialogue about what's actually possible for your situation.

Schedule a Conversation
True North Private Investments

Smarter alternatives for accredited investors. Powered by Great Point Capital.

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Corey Smith csmith@gpcchi.com (612) 968-3442 Investor Login →

Disclaimer: Securities offered through Great Point Capital, LLC. Member FINRA/SIPC. Advisory services offered through Great Point Advisors, LLC; an SEC registered investment adviser. True North Alternatives is a marketing name for promotional and informational purposes only. It does not constitute an offer to sell or a solicitation of an offer to buy any securities or investment products. All information provided on this website is for general informational and educational purposes and should not be construed as investment advice or a recommendation to buy or sell any specific securities. Visitors to this website should not rely on the information provided herein for making investment decisions.

Important Notice: Investing in securities involves risks, including the possible loss of principal. Past performance is no guarantee of future results. Before making any investment decisions, it is essential to carefully consider your investment objectives, risk tolerance, and consult with a qualified financial advisor or investment professional. True North Alternatives and its affiliates assume no liability for any inaccuracies, errors, or omissions in the information provided on this website or any actions taken based on the content of this website.

Regulatory Disclosure: True North Alternatives is a separate entity to both Great Point Capital, LLC and Great Point Advisors, LLC. Great Point Capital, LLC is a registered broker-dealer and a member of the Financial Industry Regulatory Authority (FINRA) and the Securities Investor Protection Corporation (SIPC). Great Point Advisors, LLC is an SEC registered investment adviser. True North Alternatives is not affiliated with Great Point Capital, LLC or Great Point Advisors, LLC.

Tax Advice Disclaimer: The information provided on this website and related materials is intended for general informational purposes only and does not constitute tax, legal, or financial advice. While we strive to provide accurate and up-to-date information, we are not tax professionals, and the content provided here should not be considered a substitute for professional advice. Investors should be aware that tax laws and regulations are subject to change and can vary by jurisdiction. The tax consequences of private investments can be complex and may depend on individual circumstances. Therefore, we strongly recommend that you consult with a qualified tax professional or financial advisor who is knowledgeable about your specific situation and the relevant tax laws. Any information or discussions related to taxes on this website are for educational purposes and may not be applicable to your particular circumstances. We do not assume any responsibility for actions taken or not taken based on the information provided on this website. Investors are encouraged to seek personalized tax advice before making investment decisions, as individual tax situations can significantly impact the outcomes of private investments. By accessing and using this website, you acknowledge that you have read and understood this tax advice disclaimer and that you will consult with a qualified professional for personalized tax guidance.

FINRA BrokerCheck Advisor ADV 2 Form CRS, BD Form CRS, Advisor Reg BI SEC Rule 606(a) & 607 Combined Disclosures Privacy Policy
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True North FAQ
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1031 Exchange FAQ
Investor Login
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True North Private Investments

True North Private Investments

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CONTACT US

Corey Smith csmith@gpcchi.com (612) 968-3442

Disclaimer: Securities offered through Great Point Capital, LLC. Member FINRA/SIPC. Advisory services offered through Great Point Advisors, LLC; an SEC registered investment adviser. True North Alternatives is a marketing name for promotional and informational purposes only. It does not constitute an offer to sell or a solicitation of an offer to buy any securities or investment products. All information provided on this website is for general informational and educational purposes and should not be construed as investment advice or a recommendation to buy or sell any specific securities. Visitors to this website should not rely on the information provided herein for making investment decisions. 

Important Notice: Investing in securities involves risks, including the possible loss of principal. Past performance is no guarantee of future results. Before making any investment decisions, it is essential to carefully consider your investment objectives, risk tolerance, and consult with a qualified financial advisor or investment professional. True North Alternatives and its affiliates assume no liability for any inaccuracies, errors, or omissions in the information provided on this website or any actions taken based on the content of this website. 

Regulatory Disclosure: True North Alternatives is a separate entity to both Great Point Capital, LLC and Great Point Advisors, LLC. Great Point Capital, LLC is a registered broker-dealer and a member of the Financial Industry Regulatory Authority (FINRA) and the Securities Investor Protection Corporation (SIPC). Great Point Advisors, LLC is an SEC registered investment adviser. True North Alternatives is not affiliated with Great Point Capital, LLC or Great Point Advisors, LLC.

Tax Advice Disclaimer: The information provided on this website and related materials is intended for general informational purposes only and does not constitute tax, legal, or financial advice. While we strive to provide accurate and up-to-date information, we are not tax professionals, and the content provided here should not be considered a substitute for professional advice. Investors should be aware that tax laws and regulations are subject to change and can vary by jurisdiction. The tax consequences of private investments can be complex and may depend on individual circumstances. Therefore, we strongly recommend that you consult with a qualified tax professional or financial advisor who is knowledgeable about your specific situation and the relevant tax laws. Any information or discussions related to taxes on this website are for educational purposes and may not be applicable to your particular circumstances. We do not assume any responsibility for actions taken or not taken based on the information provided on this website. Investors are encouraged to seek personalized tax advice before making investment decisions, as individual tax situations can significantly impact the outcomes of private investments. By accessing and using this website, you acknowledge that you have read and understood this tax advice disclaimer and that you will consult with a qualified professional for personalized tax guidance.

FINRA BrokerCheck | Advisor ADV 2 | Form CRS, BD | Form CRS, Advisor | Reg BI | SEC Rule 606(a) & 607 | Combined Disclosures | Privacy Policy