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šŸ”„ Raising Capital? Read This BEFORE You Pitch Your Next Investor! šŸ”„

  • Cassandra Hendriks
  • Apr 22
  • 6 min read

Most people think raising capital is just about finding the right investor and asking for money. WRONG. 🚫


āŒĀ Pitching the wrong way canĀ kill your dealĀ before it even starts.

āŒĀ Failing to understandĀ SEC regulationsĀ can get you into legal trouble.

āŒĀ If your dealĀ doesn’t cash flow on day one, expect a tough sell.


šŸ’”Ā The investors you WANT aren’t just looking for flashy numbers—they want STRATEGY, COMPLIANCE, and RISK MITIGATION.


Do you know the difference betweenĀ 506(b) and 506(c)?Ā šŸ¤”


Are you documentingĀ EVERY interactionĀ with potential investors? šŸ“


Is your deal structured withĀ cash flow, built-in equity, and a clear exit strategy?Ā šŸ’°


Before you approach another investor,Ā READ THIS.Ā šŸ‘‡


šŸš€Ā Your next deal depends on it.




The Art of Raising Capital: What Investors Actually Want & How to Secure It


Raising capital isn’t just aboutĀ getting the money—it’s aboutĀ understanding the landscape, knowing the rules, and speaking the right languageĀ to the right people. Whether you're launching aĀ business, scaling real estate investments, or structuring a syndication, mastering the art of capital raising is what separates those who struggle from those who secure the funding they need.


šŸ’”Ā But here’s the thing:Ā Not all money is good money. Not every pitch works for every investor. And most importantly—if you don’t know the rules, you can easily cross the line from legitimate fundraising into legal trouble.


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What Investors Actually Want: Commercial Real Estate Capital Priorities

Most serious commercial real estate investors aren’t just looking for flashy pitch decks or high projected IRRs. They want deals that are backed byĀ fundamentals, real numbers, and risk-mitigated strategies.

šŸ“ŒĀ Cash Flow Positive on Day One:Ā Investors aren’t interested in speculative appreciation—they want assets that generate revenue from the start.Ā If it doesn’t cash flow on day one, it is more challenging to sell.

šŸ“ŒĀ Buying Below Replacement Cost / Built-In Equity:Ā Investors loveĀ built-in equity from the start, whether it’s through a discounted purchase price, distressed asset repositioning, or a value-add strategy. If your acquisition cost is higher than the cost to build new,Ā you may be overpaying.

šŸ“ŒĀ Asset Market Metrics Matter:Ā Investors don’t just buy properties—they buyĀ market conditions.Ā Key metrics they want to see:Ā 

āœ”Ā Job & population growth → Sustained rental demandĀ 

āœ”Ā Supply & demand fundamentals → Vacancy rates, absorption ratesĀ 

āœ”Ā Cap rate trends → Are investors paying premiums or discounts?Ā 

āœ”Ā Debt market conditions → Interest rates, loan-to-value (LTV) metrics, financing options

šŸ‘‰Ā Understanding these priorities will make or break your ability to raise capital from sophisticated investors.


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506(b) vs. 506(c): Know the Rules Before You Raise a Dime

When raising capital underĀ SEC Regulation D, two common exemptions apply:Ā 

506(b) and 506(c).Ā Understanding the difference is crucial to ensuring compliance.

506(b): The Relationship-First Approach

āœ”Ā Pre-existing relationships required – You cannot publicly advertise a 506(b) deal. Instead, you must have aĀ substantive, pre-existing relationshipĀ with your investors before presenting them an opportunity.Ā 

āœ”Ā Allows up to 35 non-accredited investors – You can raise funds from non-accredited investors, but theyĀ must be sophisticatedĀ (meaning they understand the risks).Ā 

āœ”Ā No general solicitation – This means no social media posts, email blasts, or public marketing to unknown investors.


506(c): Public Marketing, But Only for Accredited Investors

āœ”Ā General solicitation allowed – You can advertise the deal publicly, including on social media, websites, and webinars.Ā 

āœ”Ā Accredited investors only – You must verify investor status using tax returns, brokerage statements, or third-party verification.

šŸ’”Ā Definition of an Accredited InvestorĀ To qualify asĀ accredited, an investor must meet one of the following:Ā 

šŸ“ŒĀ $1M net worth (excluding primary residence)Ā 

šŸ“ŒĀ $200K annual income ($300K with spouse) for the last two years, with expectation of the same in the current yearĀ 

šŸ“ŒĀ Other qualifications based on professional experience or certifications (e.g., Series 7, Series 65 license holders)Ā 

āœ”Ā [SEC Accredited Investor Guidelines]


🚨 Key SEC regulations every capital raiser must know:

āœ”Ā Regulation D (Rule 506b & 506c):Ā Defines who can invest, how they can be approached, and whether public solicitation is allowed. [SEC Regulation D]

āœ”Ā Accredited vs. Non-Accredited Investors:Ā Private placements often require investors to meet strict financial criteria. [SEC Accredited Investor Guidelines]Ā 

āœ”Ā Regulation A Offerings:Ā "Mini-IPOs" that allow raising up toĀ $75M from the publicĀ under scaled-down SEC requirements. [Reg A Details]Ā 

āœ”Ā State Compliance (Blue Sky Laws):Ā Even if an offering is SEC-exempt, individual states may require filings or disclosures. [NASAA Guidelines]

Why Documentation is Critical

For both 506(b) and 506(c),Ā proper documentationĀ is key:Ā 

āœ”Ā Investor questionnaires – Keep records of accredited investor verification (506c) or pre-existing relationships (506b).Ā 

āœ”Ā Subscription agreements – Clearly outline investor terms, risk disclosures, and projected returns.Ā 

āœ”Ā Communications & Disclosures – Record interactions through some means—emails, written notes, call recordings (where legal), or CRM logs.Ā 

Cover your ass.Ā Documentation protects both parties and ensures compliance.


Ā 


Due Diligence: More Than Just the Deal

Before investing, due diligence must go beyond the asset itself. Investors should also vet theĀ GP teamĀ just as thoroughly as they evaluate the property.


Asset-Level Due Diligence

āœ”Ā Location matters – Look at job growth, population trends, and demand drivers in the market.Ā 

āœ”Ā Market saturation – Are there too many similar assets competing for the same tenants?Ā 

āœ”Ā Demographics & income projections – Can the target tenant baseĀ afford the rents?

āœ”Ā Job growth – Are businesses expanding, or is the area losing jobs? This directly impacts tenant stability.

GP-Level Due Diligence

āœ”Ā Track record & experience – Has the GP successfully executed similar deals before?Ā 

āœ”Ā Skin in the game – Is the GP personally invested, or are they only using investor funds?Ā 

āœ”Ā Alignment of interests – Are they incentivized to perform well over the long term, or just collect fees up front?Ā 

āœ”Ā Reputation & references – Speak to past investors and partners. A strong teamĀ reduces riskĀ as much as a strong asset does.


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GP vs. LP: Understanding Your Role in a Deal

When raising capital for syndications, there are two primary investor roles:


General Partner (GP) – The Operator & Deal Manager

šŸ“ŒĀ Finds the deal, negotiates terms, secures financingĀ 

šŸ“ŒĀ Oversees property management, business plans, and operationsĀ 

šŸ“ŒĀ Takes on most of the risk & liabilityĀ 

šŸ“ŒĀ EarnsĀ fees and a share of profits, depending on deal structure


Limited Partner (LP) – The Passive Investor

šŸ“ŒĀ Provides capital butĀ does not participate in day-to-day managementĀ 

šŸ“ŒĀ ReceivesĀ distributions and profit splits based on deal structure (all returns are projected, not guaranteed)Ā 

šŸ“ŒĀ Risk is limited to their investment—no personal liability for loans

šŸ’”Ā Think of it like a pilot and passengers:Ā 

✈ GPs fly the plane – They manage the deal, navigate risks, and control execution.Ā 

✈ LPs enjoy the ride – They invest, expect projected returns, and let the GPs do the work.

šŸ‘‰Ā Understanding these roles is crucial when structuring a deal or deciding how to invest.


Market Trends: Stay Ahead or Fall Behind


If you want toĀ raise capital effectively, you must stay ahead ofĀ economic trends, debt markets, and investor sentiment.


šŸ“ŠĀ Top financial news sources to monitor:Ā 

šŸ“ŒĀ Bloomberg – Global finance & investment news.Ā 

šŸ“ŒĀ Wall Street Journal – Economic updates & capital markets.Ā 

šŸ“ŒĀ Forbes – Business insights & investor strategies.Ā 

šŸ“ŒĀ SIFMA Research – Market data & financial trends.


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The Bottom Line: Capital Raising is an Art & a Science

Whether you'reĀ raising money for a real estate deal, scaling your business, or structuring a syndication, mastering capital raising is about:

āœ…Ā Speaking the right language to the right investors.Ā 

āœ…Ā Understanding time-sensitive communication.Ā 

āœ…Ā Following SEC regulations to stay compliant.Ā 

āœ…Ā Staying ahead of market trends.Ā 

āœ…Ā Providing cash flow, built-in equity, and strong market fundamentals.Ā 

āœ…Ā Building trust through thorough due diligence & investor transparency.


šŸ’”Ā Do it right, and you don’t just secure funding—you build credibility, long-term investor relationships, and what financial freedom looks like for you.


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šŸ”¹Ā Disclaimer:Ā The information provided is for educational and informational purposes only and should not be construed as legal, tax, investment, financial, or other advice. All investments involve risk, including the potential loss of principal. Investors should conduct their own due diligence and consult with licensed professionals before making any investment decisions.


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