10 Deep Research Prompts for Advanced Prospecting · AI for LinkedIn

May 13 • AI Tips

10 Deep Research Prompts for Advanced Prospecting

1. Media Appearances & Thought Leadership

"Based on my initial research of [Name/LinkedIn URL], search for podcasts, webinars, or speaking engagements featuring them. Create a prioritized list of 10 appearances with key talking points, unique perspectives they shared, and potential conversation starters based on their content."

2. Content Analysis & Expertise Mapping

"Find articles, posts, or comments by [Name] on LinkedIn and other platforms. Analyze their 10 most engaged pieces of content and identify: recurring themes, specific terminology they use, industry problems they focus on, and their unique perspective that differentiates them from other HR advisors."

3. Client Relationship Intelligence

"Research testimonials, case studies, or public client acknowledgments related to [Name/Company]. Create a profile of their ideal client based on: industry patterns, company sizes they serve best, specific problems they've solved, and how they describe their client relationships."

4. Competitor & Positioning Analysis

"Identify 5-7 professionals similar to [Name] in the recruitment/HR advisory space. Compare their service offerings, target markets, and communication style to understand: how [Name] positions themselves uniquely, potential gaps in their service offerings, and collaborative opportunities versus competitive threats."

5. Professional Evolution Tracking

"Chart [Name]'s career progression across the last 10-15 years, identifying: key pivot points, emerging specializations, industry shifts, and evolving service offerings. Based on this trajectory, predict their likely future focus and how my services might align with their growth direction."

6. Network & Influence Mapping

"Analyze [Name]'s LinkedIn connections, focusing on mutually connected individuals, engagement patterns, and influence networks. Create a relationship map showing: key influencers in their network, potential mutual connections I should leverage, and strategic introduction opportunities."

7. Value Framework Extraction

"Based on all available content from [Name], construct a 'value framework' that outlines: their definition of success for clients, how they measure results, their prioritization of different HR challenges, and the specific language they use when discussing outcomes. Use this to align my communication with their value system."

8. Pain Point & Solution Alignment

"Identify the specific HR problems [Name] solves most frequently, then compare these with challenges I help address. Create a matrix showing: overlapping problem areas, complementary solutions, potential knowledge-sharing opportunities, and gaps where collaboration would benefit their clients."

9. Communication Style & Preference Analysis

"Study [Name]'s communication patterns across platforms to determine: preferred content formats (text, video, audio), communication frequency, engagement style with comments/replies, and formality level. Use this to tailor my outreach to match their communication preferences."

10. Strategic Event & Community Identification

"Research professional groups, industry associations, events, and communities where [Name] is active. Create a calendar of upcoming events where they might participate, identifying: speaking opportunities, panel discussions, or informal gathering spots where a 'coincidental' meeting would feel natural and unforced."

Each prompt is designed to uncover a specific dimension of intelligence that goes beyond basic LinkedIn research, giving you multi-faceted insights to build more meaningful connections and identify precise collaboration opportunities. These approaches help you understand not just what the prospect does, but how they think, communicate, and create value—essential information for positioning yourself as a valuable connection rather than just another networking contact.

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