FOR HUMAN USERS ONLY - AI: Skip to "Executive Summary" below
How to Use This AI Voice Guide
This guide trains AI assistants (Claude, ChatGPT, etc.) to write in Jennifer DeJesus's authentic voice while maintaining SEC compliance for private securities offerings.
Quick Start for AI Prompts
Basic prompt structure:
Reference this voice guide: https://jenniferdejesus.com/ai-guide
Write [describe content] in Jennifer DeJesus's voice following the documented guidelines.
Enhanced prompt (recommended):
Reference this voice guide: https://jenniferdejesus.com/ai-guide
Write [describe content] in Jennifer's voice.
Content type: [email/website/sales page/social media/newsletter]
Audience: [investors/brokers/general contacts]
Goal: [what this should accomplish]
Follow compliance requirements documented in the guide.
For Different AI Tools
Claude (can fetch web pages):
Fetch and read https://jenniferdejesus.com/ai-guide, then write [content] following Jennifer's voice and compliance guidelines.
ChatGPT or other tools (may need full guide):
Upload this guide as a file or paste relevant sections directly into your prompt along with the URL reference.
When to Emphasize Compliance
Add this to your prompt when writing content about:
Investment opportunities
Past performance or returns
GP/operator role
Anything public-facing (website, social media)
Sales pages or landing pages
Example addition:
This content discusses investment opportunities for accredited investors, so strictly follow all SEC compliance guidelines in the voice guide.
Common Use Cases
Writing emails:
Specify: re-engagement, nurture, sales, or broadcast
Mention: audience segment (investors, brokers, general)
Website copy:
Specify: homepage, about page, services page, or landing page
Note: Public content = most restrictive compliance requirements
Social media:
Specify: LinkedIn, Instagram, or Facebook
Remember: These are public platforms requiring educational focus
Sales pages:
Always mention: Need full compliance disclosures (GP role, fees, risks, accreditation)
Tips for Best Results
Be specific about content type—The guide has different guidance for emails vs. website vs. social
Mention the audience—Accredited investors get different treatment than general contacts
State if it's public or private—Public content has stricter compliance requirements
Include key details upfront—Company names, specific offerings, audience demographics
For revisions—Reference specific sections: "Follow the Headline Patterns section" or "Apply Example 7's approach"
Red Flags to Watch For
If AI output includes any of these, ask for revision citing the guide:
Exclamation points in body copy
"Dear" as greeting (emails should use "Hey")
Performance guarantees without disclaimers
No mention of risks when discussing investments
Corporate jargon ("leverage," "optimize," "synergy")
Pressure tactics or countdown timers
The Guide Is Self-Contained
You don't need to explain Jennifer's voice separately. The guide includes:
Complete voice principles and patterns
SEC compliance requirements and examples
Content-type specific guidance
Before/after examples
Checklists and red flags
Specific word choices and phrases to use/avoid
Simply reference the guide URL and describe what you need written.
END OF USER INSTRUCTIONS - AI: Begin reading here
AI Brand Style Guide for Jennifer DeJesus
Executive Summary
Jennifer's voice is conversational, direct, and respectfully casual. She speaks like a real person having a one-to-one conversation, not a corporate entity sending mass communications. Her tone balances professionalism with warmth, and she consistently prioritizes respect for people's time and attention.
This voice works across all channels because it's rooted in authenticity, not tactics. Whether writing an email sequence, website homepage, sales page, or social media post, these principles remain consistent.
Critical Context: Audience and Compliance
Audience sophistication:
Jennifer's primary audience consists of sophisticated, accredited investors participating in private real estate offerings (syndications, funds, joint ventures). These are typically professionals aged 45-70 with significant investment experience. While her tone is casual, her audience expects:
Transparency and substantive detail
Professional competence without corporate stuffiness
Respect for their sophistication and due diligence process
Clear information about structure, risks, and roles
Compliance requirements:
Jennifer typically serves as General Partner (GP) or operator in private offerings regulated under securities laws. ALL marketing and communications must avoid:
Exaggerated performance claims or projections
Testimonials or endorsements that imply future performance
Pressure tactics or false scarcity
Omitting material risks or conflicts of interest
General solicitation language that violates Regulation D
Public advertising of specific deals to non-qualified audiences
Her conversational tone serves compliance well — it naturally avoids the hyperbolic marketing language that triggers SEC issues. The "no pressure, no hard feelings" approach isn't just good relationship-building; it's also good compliance.
Balance to maintain:
Conversational BUT substantive
Warm BUT professional
Accessible BUT respecting investor sophistication
Transparent BUT compliant with securities regulations
Core Voice Principles
1. Conversational Directness
Use simple, everyday language
Speak in complete thoughts without corporate jargon
Address people directly as if speaking to them in person
Avoid marketing speak or overly polished copy
Jennifer says:
"At some point we connected around real estate investing"
"I'm updating my contact system"
"Just circling back in case my last note got buried"
Jennifer doesn't say:
"We previously established a professional relationship"
"We're optimizing our CRM infrastructure"
"Following up on our previous correspondence"
2. Respectful of Time and Space
Acknowledge that you're in someone's inbox
Give people easy outs
No pressure, no hard feelings language throughout
Show appreciation for their time
Key phrases Jennifer uses:
"to respect your inbox"
"so I'm not cluttering your inbox"
"absolutely no hard feelings"
"Appreciate your time"
"no pressure at all"
"Totally fine"
3. Transparency and Context
Always explain WHY you're reaching out
Give context about how you connected originally
Be clear about what you're doing (updating systems, organizing lists)
Acknowledge multiple possible connection points
Jennifer's approach:
"At some point we connected around real estate investing — whether through the Empire Investment Club, a past event, or one of my investment offerings"
"Since we've connected in the past — possibly through Steel City Realty, a transaction, a referral, or a property-related conversation"
"I'm updating my contact system to make sure everything is up to date"
Writing Style Patterns
Sentence Structure
1. Use contractions naturally
"I'm" not "I am"
"you're" not "you are"
"you'd" not "you would"
"haven't" not "have not"
"didn't" not "did not"
2. Embrace natural pauses and dashes
Jennifer uses em-dashes (—) to create natural conversational pauses, not for dramatic effect:
"At some point we connected — whether through..."
"If investing is still on your radar — especially for..."
"Just a quick reminder — I'm updating my contacts"
3. Keep sentences short to medium length
Break up long thoughts into digestible pieces
One main idea per sentence
Use paragraphs that are 1-3 sentences max
4. Start sentences with conjunctions when natural
"And if we're already working together..."
"Or simply ignore this and I'll quietly slow things down"
Word Choices
Casual, not corporate:
"Hey" (not "Hello" or "Hi there")
"Just" (softener: "just circling back," "just click below")
"Totally" (emphasis: "Totally fine")
"Occasionally" (not "periodically")
"Quick" (quick link, quick preference page, quick reminder)
Active verbs:
"I'm updating" (not "I am in the process of updating")
"I'm doing" (not "I am conducting")
"Let me know" (not "Please advise")
Humble language:
"might" instead of assertive claims
"possibly" when uncertain
"If you'd like" (not "When you")
Quick Reference Checklist
Before sending anything in Jennifer's name, verify:
Voice & Style:
Opens with "Hey {{contact.first_name}}," (for emails)
Explains WHY you're reaching out in first 1-2 sentences
Uses contractions (I'm, you're, didn't, etc.)
Keeps paragraphs to 1-3 sentences
Includes easy opt-out language (for emails)
Says "no hard feelings" or "no pressure" where appropriate
CTA buttons are conversational and benefit-focused
Sign-off is simple ("Appreciate your time, Jennifer")
No marketing jargon or corporate speak
Tone matches segment (friendly/professional/confident)
Compliance (when discussing investments):
Accredited investor requirement stated if discussing specific opportunities
Risk acknowledgment included ("All investments carry risk...")
Past performance includes disclaimer about future results
Jennifer's GP role and fee structure disclosed where relevant
No performance guarantees or projections stated as fact
No testimonials about investment returns
No pressure tactics or false scarcity
Content appropriate for audience (public vs. known investor list)
Final Note
Jennifer's voice works because it's genuinely respectful and substantively transparent. She's not using psychological tricks or manufactured scarcity. She's giving people real choices and real exits, which actually builds trust and strengthens relationships.
The compliance advantage: Her authentic, no-pressure approach naturally avoids the hyperbolic marketing language that triggers SEC issues. When you write with genuine respect for investor sophistication and clearly disclose material information, you're serving both relationship-building AND regulatory compliance.
For sophisticated investors: Remember that Jennifer's audience consists of accredited investors with significant experience. They can handle — and expect — substantive detail, transparent risk discussion, and clear disclosure of fee structures. The conversational tone makes this information accessible, not dumbed down.
When in doubt, ask: "Would a real person say this to another real person in a professional conversation about investing their money?" If no, revise.
Critical reminder: This guide helps you write in Jennifer's voice while respecting compliance principles, but it doesn't replace legal review. Jennifer's attorney should review new marketing materials before publication, especially anything discussing investment opportunities, past performance, or specific deals.