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Jason Feifer.json•35.5 KiB
{
"episode": {
"guest": "Jason Feifer",
"expertise_tags": [
"Media & Press",
"Journalism",
"PR Strategy",
"Startup Growth",
"Editorial Strategy",
"Content Marketing",
"Brand Positioning",
"Entrepreneurship"
],
"summary": "Jason Feifer, Editor-in-Chief of Entrepreneur Magazine, shares comprehensive tactical advice on securing press coverage for startups and products. The conversation covers three core steps: preparation (understanding your goals and the publication's mission), identifying the right journalist or editor to pitch, and crafting compelling pitches. Feifer emphasizes that media is driven by individual humans serving their audiences, not a transactional service. He distinguishes between staff writers and hungrier freelancers, explains how to identify publication missions through content analysis, and reveals that press often yields value through social credibility rather than direct reader engagement. The discussion includes real examples of successful pitches, the role of PR agencies, and alternative approaches like expert positioning and trend-based coverage.",
"key_frameworks": [
"Three-step press strategy: Prep → Find the Right Person → Pitch",
"Understanding publication mission through content analysis",
"Press as validation/credibility tool vs. direct traffic driver",
"Freelancers vs. staff writers for media outreach",
"Problem-solving narrative structure for pitches",
"Opportunity Set A vs. Opportunity Set B",
"Human-first approach to media engagement",
"Story-as-context positioning"
]
},
"topics": [
{
"id": "topic_1",
"title": "The Volume and Reality of Press Pitches",
"summary": "Jason receives 30-50 pitches daily, mostly irrelevant mass blasts. Only 20-25% come directly from founders; the remaining 75% are from PR professionals. Most are completely automated and poorly targeted, representing a disservice to entrepreneurs paying for PR services.",
"timestamp_start": "00:05:15",
"timestamp_end": "00:07:41",
"line_start": 37,
"line_end": 57
},
{
"id": "topic_2",
"title": "When Press is Worth Pursuing",
"summary": "Press should only be pursued when you know what you need it for, similar to raising capital. Common valid reasons include driving awareness of a new product, building credibility for fundraising, positioning in a marketplace, or establishing founder authority. Pursuing press without a clear tactical goal is wasteful.",
"timestamp_start": "00:07:57",
"timestamp_end": "00:10:38",
"line_start": 61,
"line_end": 76
},
{
"id": "topic_3",
"title": "Matching Outlets to Audience Geography and Demographics",
"summary": "A hot dog vendor seeking coverage in Entrepreneur Magazine is pursuing the wrong outlet because Entrepreneur reaches a national/international audience, not local DC consumers. The lesson: match your press strategy to where your actual audience lives and consumes media.",
"timestamp_start": "00:10:55",
"timestamp_end": "00:12:38",
"line_start": 79,
"line_end": 84
},
{
"id": "topic_4",
"title": "The Three-Step Press Strategy Framework",
"summary": "Step one is prep: define your goals and craft your story. Step two is identifying the right writer or editor to pitch. Step three is executing the pitch. This structured approach helps founders navigate media in a strategic way rather than arbitrarily seeking coverage.",
"timestamp_start": "00:12:50",
"timestamp_end": "00:13:42",
"line_start": 94,
"line_end": 99
},
{
"id": "topic_5",
"title": "Understanding Media as Individual-Driven, Not Transactional",
"summary": "Media professionals care about serving their audience, not providing a service to entrepreneurs. Pitching media requires understanding what each publication does, who they reach, and how they think—similar to pitching investors. Treating journalists as service providers is fundamentally misunderstanding how media works.",
"timestamp_start": "00:14:07",
"timestamp_end": "00:15:49",
"line_start": 106,
"line_end": 115
},
{
"id": "topic_6",
"title": "Publication Mission as the Core Selection Criterion",
"summary": "Each publication has a distinct mission that determines what stories get covered. Fast Company focuses on business evolution; Entrepreneur focuses on problem-solving and counterintuitive decisions. Understanding a publication's mission through reading their content is essential before pitching.",
"timestamp_start": "00:16:00",
"timestamp_end": "00:21:13",
"line_start": 118,
"line_end": 138
},
{
"id": "topic_7",
"title": "Identifying Story Elements Relevant to Publication Missions",
"summary": "For Entrepreneur, Jason doesn't care about hiring announcements or product features; he cares about counterintuitive decisions that solve business problems. The Kitchen Concepts butter dish story succeeded because it demonstrated creative problem-solving (airport market research) rather than just product innovation.",
"timestamp_start": "00:18:18",
"timestamp_end": "00:20:41",
"line_start": 125,
"line_end": 135
},
{
"id": "topic_8",
"title": "Press Impact: Direct Traffic vs. Social Proof",
"summary": "Press coverage rarely drives significant direct traffic; stories often reach only 5,000-10,000 people. The real value is social credibility and validation—using press mentions in marketing, emails, and 'as seen in' badges. This changes how you should think about press ROI.",
"timestamp_start": "00:39:40",
"timestamp_end": "00:42:16",
"line_start": 260,
"line_end": 273
},
{
"id": "topic_9",
"title": "Finding Staff Writers vs. Freelancers",
"summary": "Freelancers are often better targets than staff writers because they're hungrier for stories—they rely on pitches to get paid. They receive fewer pitches than busy editors and are more likely to read and seriously consider relevant pitches. Identifying freelancers involves checking author bios and portfolios.",
"timestamp_start": "00:46:58",
"timestamp_end": "00:50:01",
"line_start": 293,
"line_end": 320
},
{
"id": "topic_10",
"title": "Media as Subjective, Coordinated by Individuals",
"summary": "Nothing gets covered until a single individual at a publication takes interest and pitches it internally. Media isn't coordinated; it's individuals making subjective decisions about what serves their audience. You must find 'the way in' through a single person.",
"timestamp_start": "00:51:25",
"timestamp_end": "00:52:27",
"line_start": 329,
"line_end": 339
},
{
"id": "topic_11",
"title": "Email Pitch Fundamentals and Format",
"summary": "Don't call journalists or use DMs; email is the traditional approach. Pitches should be short (3 paragraphs max) and customized to show you understand the publication and journalist. The subject line and preview text must signal that this pitch is specifically for them, not a mass blast.",
"timestamp_start": "00:52:36",
"timestamp_end": "00:57:09",
"line_start": 349,
"line_end": 401
},
{
"id": "topic_12",
"title": "Real Example: Meg O'Hara's Successful Cold Pitch",
"summary": "Meg O'Hara, a Canadian landscape painter, successfully pitched Jason with a subject line clearly referencing his show's structure, immediately explaining how her ski-resort painting business reinvented itself during COVID. She matched her pitch format to his podcast structure, demonstrating deep knowledge and a compelling problem-solving narrative.",
"timestamp_start": "00:59:42",
"timestamp_end": "01:03:12",
"line_start": 440,
"line_end": 489
},
{
"id": "topic_13",
"title": "Success in Media Requires Openness About Challenges",
"summary": "Jason values entrepreneurs who are candid about challenges and failures. Success stories aren't interesting; problem-solving stories are. If a founder presents challenges in the pitch but then minimizes them in conversation, Jason loses interest. The hero's journey with real obstacles is what resonates.",
"timestamp_start": "01:04:17",
"timestamp_end": "01:05:13",
"line_start": 503,
"line_end": 512
},
{
"id": "topic_14",
"title": "PR Agencies: When to Use and Red Flags",
"summary": "Good PR saves time but is expensive and often mediocre. Red flags: recommending traditional press releases, guaranteeing coverage, or mass blasting. Quality PR people traffic in relationships with journalists, understand your specific story, and push back when your pitch isn't right for a publication.",
"timestamp_start": "00:28:45",
"timestamp_end": "00:34:34",
"line_start": 208,
"line_end": 229
},
{
"id": "topic_15",
"title": "Examples of Highly Respected PR Professionals",
"summary": "Jason recommends John Beer (Jack Taylor PR - wellness), Hannah Lee (hospitality), Jen Sesquila, Max Borges Agency (consumer products), and Greg Delman/G3 Media (tech). These PR professionals specialize in their niches, understand the media ecosystem deeply, and have strong relationships.",
"timestamp_start": "00:34:38",
"timestamp_end": "00:35:55",
"line_start": 232,
"line_end": 240
},
{
"id": "topic_16",
"title": "Publication Selection: Competitor Analysis Strategy",
"summary": "Rather than guessing which publications to pursue, find where competitors have been featured. This reveals both the publication and the writer/editor covering your space. This targeted approach is more effective than chasing broad business publications.",
"timestamp_start": "00:36:19",
"timestamp_end": "00:38:33",
"line_start": 244,
"line_end": 249
},
{
"id": "topic_17",
"title": "Exclusivity and Embargo Windows",
"summary": "Don't play games with journalists—just be transparent. Common approaches: offer exclusive interview (if you have a compelling personality), create an embargo window (first outlet gets early access by a few hours), or give one exclusive interview while news goes everywhere. The key is upfront communication.",
"timestamp_start": "01:11:29",
"timestamp_end": "01:13:57",
"line_start": 574,
"line_end": 603
},
{
"id": "topic_18",
"title": "Predicting Press Tone and Avoiding Negative Coverage",
"summary": "Look at the publication's track record (e.g., Entrepreneur and Fast Company rarely run negative stories; they serve business-building audiences). Review the journalist's past work. If you're controversial and contacting a publication known for critical pieces, expect scrutiny. Being cagey signals you have something to hide.",
"timestamp_start": "01:14:14",
"timestamp_end": "01:16:37",
"line_start": 605,
"line_end": 645
},
{
"id": "topic_19",
"title": "The Ripple Rug Strategy: Creating Context You're Part Of",
"summary": "Instead of pitching your own company, identify a trend you're part of and pitch that trend. Fred from Ripple Rug got major coverage by pitching the Amazon-to-eBay arbitrage scam, not his cat toy. This approach works well for B2B services, surveys, or trend identification.",
"timestamp_start": "01:18:33",
"timestamp_end": "01:26:38",
"line_start": 679,
"line_end": 722
},
{
"id": "topic_20",
"title": "Final Wisdom: Being Human in Media Engagement",
"summary": "Press succeeds through human connection, not marketing speak or talking points. Write human emails, present yourself authentically in interviews, and remember that journalists appreciate genuine vulnerability. The better you are as a person, the better the story they'll tell.",
"timestamp_start": "01:27:23",
"timestamp_end": "01:28:59",
"line_start": 730,
"line_end": 741
},
{
"id": "topic_21",
"title": "Opportunity Set A vs. Opportunity Set B Philosophy",
"summary": "Opportunity Set A is what's asked of you; Opportunity Set B is what's available but not required. Growth happens in Set B. Jason's success came from pursuing speaking, podcasting, and writing without being asked, which informed his identity shift from magazine editor to entrepreneur-serving entrepreneur.",
"timestamp_start": "01:36:57",
"timestamp_end": "01:39:59",
"line_start": 878,
"line_end": 892
}
],
"insights": [
{
"id": "insight_1",
"text": "Don't treat journalists like service providers. They care about their audience, not about giving you coverage. You need to understand what they're trying to do for their readers and position your story to serve that mission.",
"context": "Foundational misunderstanding by most founders approaching media",
"topic_id": "topic_5",
"line_start": 106,
"line_end": 114
},
{
"id": "insight_2",
"text": "Press coverage rarely drives the direct traffic you expect. Most stories reach only 5,000-10,000 people. The real value is credibility—using the coverage in marketing, emails, and 'as seen in' badges on your website.",
"context": "Reframes how founders should measure and use press",
"topic_id": "topic_8",
"line_start": 260,
"line_end": 273
},
{
"id": "insight_3",
"text": "Freelance writers are significantly hungrier for stories than staff writers because they depend on pitches to get paid. They receive fewer pitches than busy editors, making your pitch more likely to get read and taken seriously.",
"context": "Tactical advantage for founders doing press outreach",
"topic_id": "topic_9",
"line_start": 293,
"line_end": 299
},
{
"id": "insight_4",
"text": "Nothing gets covered until a single individual at a publication becomes passionate about your story. Media isn't coordinated; it's made of individuals making subjective decisions. You must find your 'way in' through one person.",
"context": "Why targeting matters more than spray-and-pray pitching",
"topic_id": "topic_10",
"line_start": 329,
"line_end": 339
},
{
"id": "insight_5",
"text": "The most important thing a PR person can have is active relationships with journalists, not the ability to guarantee coverage. Good PR is about shaping your story, understanding who to pitch, and getting journalists to pay attention.",
"context": "How to evaluate PR agency quality",
"topic_id": "topic_14",
"line_start": 221,
"line_end": 227
},
{
"id": "insight_6",
"text": "Avoid hiring PR agencies that recommend traditional press releases. Press releases distributed on wires get posted to aggregator sites like Yahoo Finance where no one reads them. This creates false metrics that make founders think they got press when they didn't.",
"context": "Common PR industry scam",
"topic_id": "topic_14",
"line_start": 212,
"line_end": 219
},
{
"id": "insight_7",
"text": "Your pitch should show you understand the specific publication and journalist. Do this by referencing something they've published or the structure of their work. The best pitches feel customized, not like they came from a template.",
"context": "Email pitch strategy",
"topic_id": "topic_11",
"line_start": 389,
"line_end": 399
},
{
"id": "insight_8",
"text": "Success stories aren't interesting to journalists. Problem-solving stories are. Entrepreneurs who are open about challenges they faced and creative solutions they implemented make the best interview subjects.",
"context": "How to position yourself as a compelling story",
"topic_id": "topic_13",
"line_start": 503,
"line_end": 512
},
{
"id": "insight_9",
"text": "Instead of pitching yourself, pitch the trend or market phenomenon you're part of. This works especially well for B2B services. Position yourself as a useful example of a larger story worth covering.",
"context": "Alternative approach when direct coverage is hard",
"topic_id": "topic_19",
"line_start": 699,
"line_end": 719
},
{
"id": "insight_10",
"text": "Following writers and editors on social media before pitching them is a smart strategy. It gets them to recognize your name so that when you email them, they're more likely to open it. They know you've been paying attention.",
"context": "Low-effort pre-pitch relationship building",
"topic_id": "topic_11",
"line_start": 524,
"line_end": 533
},
{
"id": "insight_11",
"text": "When offered an exclusive, be transparent about what you're offering and why. Common approaches: exclusive interview with a notable person, embargo windows where first outlet goes first by a few hours, or one interview while news goes everywhere.",
"context": "Building trust in competitive press situations",
"topic_id": "topic_17",
"line_start": 575,
"line_end": 599
},
{
"id": "insight_12",
"text": "The more you try to control the interview or are protective, the more the reporter may take shots at you in the story. Being vulnerable and authentic leads to better coverage than being strategic and guarded.",
"context": "Relationship dynamic during interviews",
"topic_id": "topic_18",
"line_start": 665,
"line_end": 668
},
{
"id": "insight_13",
"text": "Most good journalists don't see their job as waiting for pitches. They actively hunt for stories themselves. Your pitch has to overcome their instinct to find things on their own.",
"context": "Understanding journalist mindset",
"topic_id": "topic_9",
"line_start": 296,
"line_end": 299
},
{
"id": "insight_14",
"text": "How you ask questions matters as much as what you pitch. When interviewing people (in any context), throw out a theory connecting observations they've made. This forces them to think in real-time and reveals more authentic answers.",
"context": "Interview technique for getting genuine responses",
"topic_id": "topic_21",
"line_start": 788,
"line_end": 791
},
{
"id": "insight_15",
"text": "Press should only be pursued when you know what you need it for. Similar to raising capital, you don't go seeking coverage without a clear tactical reason tied to business goals.",
"context": "Strategic framework for press decisions",
"topic_id": "topic_2",
"line_start": 71,
"line_end": 74
},
{
"id": "insight_16",
"text": "Opportunity Set B—what's available to you that no one is asking you to do—is infinitely more important for growth than Opportunity Set A (what's asked of you). Growth comes from pursuing things beyond your job description.",
"context": "Career and business development philosophy",
"topic_id": "topic_21",
"line_start": 884,
"line_end": 890
},
{
"id": "insight_17",
"text": "Publication missions aren't published anywhere; you have to read their content and identify patterns. What stories do they publish? How do they construct them? Who are they trying to reach? Once you see the pattern, you understand the instruction manual for pitching them.",
"context": "How to reverse-engineer publication strategy",
"topic_id": "topic_6",
"line_start": 151,
"line_end": 152
},
{
"id": "insight_18",
"text": "Being very human in every step of the process—from the email pitch to the interview—is key. Don't use marketing speak, talking points, or strategic positioning. Write like you're a normal person talking to another normal person.",
"context": "Tone and authenticity in media engagement",
"topic_id": "topic_20",
"line_start": 731,
"line_end": 740
},
{
"id": "insight_19",
"text": "What's interesting about your business isn't necessarily what you think it is. The real story might be a side detail or unexpected problem you solved, not your main product feature. Be creative in finding what makes your story unique to each publication.",
"context": "Story identification and customization",
"topic_id": "topic_5",
"line_start": 162,
"line_end": 170
},
{
"id": "insight_20",
"text": "For very niche or wonky B2B services, getting traditional press coverage might not be worth the effort. Consider alternative strategies like positioning yourself as an expert, writing authoritative articles, or seeking expert quotes in news stories.",
"context": "When to pursue press vs. alternative visibility strategies",
"topic_id": "topic_13",
"line_start": 554,
"line_end": 563
}
],
"examples": [
{
"id": "example_1",
"explicit_text": "I had a guy with a hot dog food truck business in Washington, DC wanting coverage in Entrepreneur Magazine",
"inferred_identity": "Unnamed hot dog vendor",
"confidence": "Low",
"tags": [
"local business",
"food service",
"target mismatch",
"wrong publication",
"geographic mismatch"
],
"lesson": "Match your press strategy to publications that reach your actual audience. A local business needs local media, not national publications.",
"topic_id": "topic_3",
"line_start": 79,
"line_end": 84
},
{
"id": "example_2",
"explicit_text": "Joelle Mertzel, who has a company called Kitchen Concepts Unlimited, and she makes a butter dish on a hinge. She conducted market research at the airport by asking travelers about butter dish preferences",
"inferred_identity": "Joelle Mertzel",
"confidence": "High",
"tags": [
"founder",
"product innovation",
"creative problem-solving",
"market research",
"bootstrap solution",
"consumer product"
],
"lesson": "Entrepreneurs who make counterintuitive decisions to solve business problems make great story subjects. The creative problem-solving approach matters more than the product itself.",
"topic_id": "topic_7",
"line_start": 125,
"line_end": 135
},
{
"id": "example_3",
"explicit_text": "Meg O'Hara, a Canadian landscape painter. When Covid hit and ski resorts shut down, she pivoted to selling paintings of skiers' favorite ski locations to people stuck at home",
"inferred_identity": "Meg O'Hara",
"confidence": "High",
"tags": [
"founder",
"artist",
"pivot",
"COVID-19 response",
"market adaptation",
"problem-solving",
"successful cold pitch"
],
"lesson": "A well-structured cold email that demonstrates knowledge of the publication and presents a compelling problem-solving narrative can land major coverage. Frame your challenge and solution clearly.",
"topic_id": "topic_12",
"line_start": 454,
"line_end": 485
},
{
"id": "example_4",
"explicit_text": "Fred from Ripple Rug, a cat toy that's basically a rug with lumps and holes made from recycled bottles",
"inferred_identity": "Fred Ruckel",
"confidence": "High",
"tags": [
"founder",
"consumer product",
"Amazon seller",
"marketplace arbitrage victim",
"trend-based coverage",
"B2B lesson"
],
"lesson": "Instead of pitching your own product when it's not a fit, pitch the broader problem or trend you're experiencing. Fred got coverage not for his cat toy but for the Amazon-to-eBay arbitrage scam affecting small sellers.",
"topic_id": "topic_19",
"line_start": 682,
"line_end": 699
},
{
"id": "example_5",
"explicit_text": "Barbara Corcoran built Corcoran Realty by creating the Corcoran Report, sales data compiled from her own transactions, and pitching it to the New York Times and New York Post",
"inferred_identity": "Barbara Corcoran, Shark Tank investor",
"confidence": "High",
"tags": [
"founder",
"real estate",
"data-driven PR",
"authority positioning",
"market analysis",
"Shark Tank",
"expert positioning"
],
"lesson": "Create valuable content (reports, surveys, data) and pitch that to media outlets. This positions you as an authority and gets your company visibility without pitching yourself directly.",
"topic_id": "topic_19",
"line_start": 701,
"line_end": 717
},
{
"id": "example_6",
"explicit_text": "John Beer from Jack Taylor PR specializes in wellness, Hannah Lee Communications specializes in hospitality, Max Borges Agency specializes in consumer products, Greg Delman from G3 Media specializes in tech startups",
"inferred_identity": "PR professionals",
"confidence": "High",
"tags": [
"PR agency",
"specialized expertise",
"media relationships",
"wellness",
"hospitality",
"consumer",
"tech"
],
"lesson": "Good PR agencies specialize in specific industries and have deep relationships in those spaces. Choose PR people who understand your niche and the journalists covering it.",
"topic_id": "topic_15",
"line_start": 232,
"line_end": 240
},
{
"id": "example_7",
"explicit_text": "Michelle Pfeiffer started Henry Rose fragrance company. She found that building a company is entirely different from making movies—the work never ends, and it took her a year to mentally adapt",
"inferred_identity": "Michelle Pfeiffer",
"confidence": "High",
"tags": [
"actor",
"founder",
"fragrance",
"founder mindset",
"business vs. entertainment",
"maintenance"
],
"lesson": "Successful founders understand that launching a company is just the beginning of the work, not the end. This shift in mindset is critical to long-term success.",
"topic_id": "topic_21",
"line_start": 866,
"line_end": 867
},
{
"id": "example_8",
"explicit_text": "A company with Mark Cuban investment offered Entrepreneur an exclusive interview with Mark Cuban while releasing the announcement broadly",
"inferred_identity": "Unnamed Mark Cuban portfolio company",
"confidence": "Medium",
"tags": [
"startup",
"fundraising",
"exclusive interview",
"founder celebrity",
"press strategy"
],
"lesson": "If you have a recognizable person (investor, founder) willing to interview, you can offer that exclusive interview while releasing news to everyone else. This gives media outlets something special.",
"topic_id": "topic_17",
"line_start": 599,
"line_end": 603
},
{
"id": "example_9",
"explicit_text": "A founder recently reached out to Jason with an interesting fintech/finance story, working out a deal for a 3-hour exclusive window before pitching other outlets like Wall Street Journal and Bloomberg",
"inferred_identity": "Unnamed fintech founder",
"confidence": "Medium",
"tags": [
"founder",
"fintech",
"finance",
"exclusive window",
"multi-outlet strategy",
"trust-based relationship"
],
"lesson": "When you have a big story, be transparent about your strategy. Offer early outlets an embargo window where they get first access by a few hours, then open to everyone else.",
"topic_id": "topic_17",
"line_start": 578,
"line_end": 593
},
{
"id": "example_10",
"explicit_text": "Zapier pitches a story every year about fastest growing business apps based on Zapier data",
"inferred_identity": "Zapier",
"confidence": "High",
"tags": [
"SaaS platform",
"data-driven PR",
"annual report",
"press strategy",
"trend identification"
],
"lesson": "If you have proprietary data or insights about trends in your space, compile and pitch them. This creates newsworthy content that gets covered while positioning you as an authority.",
"topic_id": "topic_19",
"line_start": 725,
"line_end": 726
},
{
"id": "example_11",
"explicit_text": "Jen Miller (Jason Feifer's wife) wrote a story about multiple startups all solving problems related to helping people prepare for death",
"inferred_identity": "Jen Miller, freelance writer for New York Times and Washington Post",
"confidence": "High",
"tags": [
"freelance writer",
"trend-based story",
"death preparation startups",
"pitch from startup",
"story selection"
],
"lesson": "When you pitch a trend or market phenomenon you're part of (rather than your company directly), you're more likely to get coverage because the story has broader appeal.",
"topic_id": "topic_19",
"line_start": 701,
"line_end": 702
},
{
"id": "example_12",
"explicit_text": "Jason got a pitch for a company that had just hired a new president as their news hook",
"inferred_identity": "Unnamed company",
"confidence": "Low",
"tags": [
"company",
"hiring announcement",
"bad pitch",
"irrelevant story",
"trade publication material"
],
"lesson": "Hiring announcements are not interesting to consumer or entrepreneur-focused publications. They might work for trade publications following your industry, but not general business media.",
"topic_id": "topic_6",
"line_start": 164,
"line_end": 165
},
{
"id": "example_13",
"explicit_text": "Peanut butter company (Ben and Jerry's-style peanut butter targeting millennial moms) should pitch to Cosmo in seasonal roundups, not Entrepreneur for a feature",
"inferred_identity": "Unnamed peanut butter company",
"confidence": "Low",
"tags": [
"founder",
"food product",
"consumer product",
"target audience analysis",
"publication matching"
],
"lesson": "Match your product to the publications and content formats that reach your actual customers. For a millennial mom product, lifestyle roundups at Cosmo work better than entrepreneur features.",
"topic_id": "topic_9",
"line_start": 287,
"line_end": 291
},
{
"id": "example_14",
"explicit_text": "A remote work consulting company creates surveys about top states for remote work, top companies for remote work, etc., and pitches the surveys as news",
"inferred_identity": "Unnamed remote work consulting company",
"confidence": "Low",
"tags": [
"B2B service",
"SaaS",
"consulting",
"data-driven content",
"survey strategy",
"hard to cover directly"
],
"lesson": "For B2B services that are hard to pitch directly, create valuable data or surveys and pitch those. The trend story works where a direct company pitch wouldn't.",
"topic_id": "topic_19",
"line_start": 719,
"line_end": 720
},
{
"id": "example_15",
"explicit_text": "Fast Company article about Lenny that was positive and well-received",
"inferred_identity": "Lenny Rachitsky",
"confidence": "High",
"tags": [
"founder",
"product leader",
"press coverage",
"positive story",
"Fast Company"
],
"lesson": "Publications like Fast Company and Entrepreneur aren't in the business of tearing people apart because it doesn't serve their audience. Understanding publication philosophy helps predict tone.",
"topic_id": "topic_18",
"line_start": 629,
"line_end": 630
},
{
"id": "example_16",
"explicit_text": "Jason built Money News Network podcast with Nicole Lapin, got covered in Variety, used that coverage in every subsequent pitch and partnership email",
"inferred_identity": "Jason Feifer and Nicole Lapin",
"confidence": "High",
"tags": [
"founder",
"podcast",
"co-founder",
"media coverage",
"press as credibility",
"validation tool"
],
"lesson": "Press doesn't need to drive direct traffic to be valuable. The Variety mention serves as social proof in every pitch and partnership discussion, which may have more cumulative value than reader traffic.",
"topic_id": "topic_8",
"line_start": 269,
"line_end": 273
},
{
"id": "example_17",
"explicit_text": "Adam Moss (legendary New York Magazine editor) conducted Jason's job interview by asking him to drill down on a specific neighborhood in the Real Estate section, pushing him to think in real-time about editorial choices",
"inferred_identity": "Adam Moss, editor-in-chief of New York Magazine",
"confidence": "High",
"tags": [
"interviewer",
"editorial leadership",
"interview technique",
"critical thinking",
"publication strategy"
],
"lesson": "Good interviews force people to think critically and creatively in real-time. This approach reveals how someone actually thinks versus what they've rehearsed.",
"topic_id": "topic_21",
"line_start": 794,
"line_end": 794
},
{
"id": "example_18",
"explicit_text": "Katherine Morgan Schafler wrote The Perfectionist's Guide to Losing Control, Jason interviewed her and she posed the question 'What's the point of building something if you can't maintain it?'",
"inferred_identity": "Katherine Morgan Schafler",
"confidence": "High",
"tags": [
"psychotherapist",
"author",
"perfectionism",
"anxiety",
"sustainability",
"entrepreneur mindset"
],
"lesson": "Building something unsustainable for yourself isn't worth it. This applies to press strategies too—only pursue what you can realistically maintain.",
"topic_id": "topic_21",
"line_start": 830,
"line_end": 831
},
{
"id": "example_19",
"explicit_text": "Jason uses BIGVU, a teleprompter app for phone recording that places text near the camera lens so you appear to be looking directly at the camera",
"inferred_identity": "BIGVU (product)",
"confidence": "High",
"tags": [
"SaaS tool",
"video production",
"content creation",
"productivity tool",
"founder recommendation"
],
"lesson": "Great products solve specific, painful problems efficiently. Jason's endorsement is based on genuine utility, not sponsored promotion.",
"topic_id": "topic_21",
"line_start": 800,
"line_end": 820
},
{
"id": "example_20",
"explicit_text": "Recommended books: Andrew Chen's The Cold Start Problem on network effects, Katherine Morgan Schafler's The Perfectionist's Guide to Losing Control on anxiety and perfectionism",
"inferred_identity": "Referenced authors",
"confidence": "High",
"tags": [
"books",
"education",
"network effects",
"perfectionism",
"founder reading"
],
"lesson": "Jason recommends books that directly address entrepreneur challenges—both strategic (network effects) and personal (anxiety, perfectionism).",
"topic_id": "topic_21",
"line_start": 758,
"line_end": 759
}
]
}