Positioning: Go-to PR expert for AI and Web3 founders.
Voice: High-signal, narrative-driven, contrarian. Parry Headrick-adjacent.
Goal: Build authority and generate inbound leads to shilikajain.com.
Schedule: Day 1 starts Thursday, May 7, 2026. Day 30 lands Friday, June 5, 2026.
| # | Date | Theme | Hook | Concept / Angle | Key Points | Format | CTA | Lead Gen |
|---|---|---|---|---|---|---|---|---|
| 1 | Thu, May 7 | Crypto PR · Contrarian | "Most crypto founders confuse press releases with PR. That's why they get ignored." | PR is not announcements. It is narrative architecture you build over quarters. | • $80K, 12 PRs, 3 pickups: a real Series A teardown | |||
| • Shift from broadcast to story arc | ||||||||
| • 3 audit questions every founder should answer | Text post (long-form, ~220 words) | "More on building founder narrative arcs at shilikajain.com" | Soft | |||||
| 2 | Fri, May 8 | AI PR · Hot take | "Every AI startup pitching 'AGI' just made their PR 10x harder." | Buzzword inflation has killed AI's news value. Reporters now filter for substance. | • A reporter at The Information deletes any email with "AGI" in the subject | |||
| • 3 buzzwords killing your pitch in 2026 | ||||||||
| • Lead with use case, not technology | Text post | shilikajain.com/insights | Soft | |||||
| 3 | Sat, May 9 | Frameworks · Storytelling | "Andreessen has a thesis. Vitalik has a thesis. Your founder profile has 47 talking points." | Framework: the Founder Narrative Arc — Wedge, Wave, Worldview. | • Most founders skip Worldview and lose journalists by paragraph 2 | |||
| • Walkthrough using a real Web3 founder | ||||||||
| • The 1-sentence test for your wedge | Carousel (8 slides) | "Save the carousel and read the long version at shilikajain.com" | Medium | |||||
| 4 | Sun, May 10 | Crypto PR · Industry insight | "The embargo is dead in crypto. And nobody told the agencies." | Tier-stacking and exclusives now beat embargoed launches. | • Why CoinDesk, Decrypt, and The Block stopped honoring most embargoes | |||
| • A tier-stacked launch outperforming an embargo 3x | ||||||||
| • A 5-day rollout cadence that works in 2026 | Text post | shilikajain.com | Soft | |||||
| 5 | Mon, May 11 | Lead magnet drop | "I just open-sourced the pitch template that landed 4 of my clients in TechCrunch." | Free download: Crypto PR Pitch Template (Notion + PDF). | • Why most pitches die in the subject line | |||
| • The 4-line structure that gets opens | ||||||||
| • 2 anonymized examples that landed coverage | Carousel + comment unlock | "Grab it at shilikajain.com/templates" | HIGH · inbound | |||||
| 6 | Tue, May 12 | AI PR · Case study | "An AI startup with no funding got into Forbes before two of their VC-backed competitors. Here's how." | Earned media without a war chest. | • The $0 strategy: original research + a contrarian angle | |||
| • The "data drop" that got 3 features from 8 sends | ||||||||
| • What budget-rich founders get wrong | Text post (long-form) | shilikajain.com/case-studies | Medium | |||||
| 7 | Wed, May 13 | Tech media · Hot take | "Tier-1 tech media is having a midlife crisis. Founders are the new newsroom." | Substacks, founder-led media, and the death of "objectivity." | • Casey Newton, Eric Newcomer, Packy McCormick beat traditional outlets to 3 major 2026 stories | |||
| • What this means for your media strategy | ||||||||
| • 3 founder-journalists to court now | Text post | shilikajain.com/insights | Soft | |||||
| 8 | Thu, May 14 | Web3 PR · Contrarian | "Don't pitch journalists. Pitch narratives." | Reporters want stories that fit, or break, ongoing narratives. | • The 4 active narratives in crypto right now (Q2 2026) | |||
| • How to position inside or against them | ||||||||
| • A real subject line teardown | Text post | shilikajain.com | Soft | |||||
| 9 | Fri, May 15 | Storytelling · Story | "A founder I worked with got rejected by 22 reporters in a row. The 23rd put him on a magazine cover." | The power of narrative iteration. | • What changed between pitch 22 and 23 (it was not the angle) | |||
| • The "second-person" pitch rewrite that flipped it | ||||||||
| • Why most founders quit at pitch 8 | Text post (long-form story) | shilikajain.com/founder-stories | Medium | |||||
| 10 | Sat, May 16 | Lead magnet drop | "I spent 3 months building the AI Founder Media List for 2026. Today I'm giving it away." | Free download: AI Founder Media List 2026 — 120+ reporters, podcasts, substacks. | • Why most public media lists are 60% outdated | |||
| • Segmented by beat, not outlet | ||||||||
| • How to use it (with examples) | Carousel | shilikajain.com/ai-media-list | HIGH · inbound | |||||
| 11 | Sun, May 17 | Crypto PR · Case study | "When their token tanked 70% in 9 hours, I told them to do the opposite of what their lawyer said." | Crisis comms: radical transparency over silence. | • The 4-hour window that saves or kills a project | |||
| • Why "no comment" is a confession in 2026 | ||||||||
| • The 3-statement framework I deployed | Text post (long-form) | shilikajain.com/crisis | Medium | |||||
| 12 | Mon, May 18 | Frameworks | "Stop telling reporters what your product does. Start telling them what world it creates." | Framework: the Narrative Ladder — Feature, Benefit, Worldview. | • 90% of pitches stop at "feature" | |||
| • Stripe, OpenAI, Coinbase at each rung | ||||||||
| • A 3-question worksheet to find your top rung | Carousel | shilikajain.com | Medium | |||||
| 13 | Tue, May 19 | Crypto PR · Hot take | "Most crypto PR is laundered marketing. Reporters can smell it from 30 emails away." | The line between PR and content marketing in a press release costume. | • 5 phrases that tag you as "agency-written" | |||
| • Why founders write better cold pitches than agencies | ||||||||
| • The Substack-era credibility test | Text post | shilikajain.com/insights | Soft | |||||
| 14 | Wed, May 20 | Tech media · Story | "A reporter ghosted me for 2 years. Then she wrote my client's biggest feature ever. Here's what flipped it." | The long game of journalist relationships. | • The 4 touchpoints I built in 24 months (none were pitches) | |||
| • "Be useful, not promotional" is harder than it sounds | ||||||||
| • The single email that broke through | Text post | shilikajain.com | Medium | |||||
| 15 | Thu, May 21 | Lead magnet drop | "Crypto founders: when the FUD hits, you have 90 minutes to control the narrative. I built the playbook." | Free download: Crisis Comms Playbook for Crypto (32-page PDF). | • The 90-minute response framework | |||
| • 6 real breakdowns of what worked and what failed | ||||||||
| • Templates for hacks, exploits, regulator letters | Carousel + cover image | shilikajain.com/crisis-playbook | HIGH · inbound | |||||
| 16 | Fri, May 22 | AI PR · Industry insight | "The best AI founders are skipping press entirely. Their PR strategy is 3 podcasts and a Substack." | Long-form audio is outperforming press for AI category founders. | • Why 60–90 minutes of context beats an 800-word feature | |||
| • 3 podcasts every AI founder should be on, and how to get there | ||||||||
| • The Substack collaboration playbook | Text post | shilikajain.com/audio-strategy | Soft | |||||
| 17 | Sat, May 23 | Frameworks | "Pre-launch is where 80% of PR fails. And it's the only phase founders ignore." | Framework: the 90-day pre-launch narrative architecture. | • T-90: the seed conversation | |||
| • T-60: the worldview essay | ||||||||
| • T-30: the exclusives lattice | ||||||||
| • T-0: launch day is punctuation, not the sentence | Carousel | shilikajain.com/pre-launch | Medium | |||||
| 18 | Sun, May 24 | Storytelling · Personal brand | "Vitalik never hired a PR agency. He just answered every smart question in public for 10 years." | Building authority without intermediaries. | • The 3 platforms he chose, and why | |||
| • "Answering in public" as a brand strategy | ||||||||
| • What founders without 10 years can steal | Text post | shilikajain.com | Soft | |||||
| 19 | Mon, May 25 | Hot take | "Stop announcing your Series A. Nobody cares. Start announcing what you're going to build with it." | Fundraising is the worst possible PR moment to spend on. | • Funding announcements get ~40% less pickup vs 2022 | |||
| • The "roadmap unveiling" angle that works instead | ||||||||
| • A real example with numbers | Text post | shilikajain.com/insights | Soft | |||||
| 20 | Tue, May 26 | Lead magnet drop | "I shipped 14 token launches. Here's the checklist I use for every single one. Free." | Free download: Token Launch PR Checklist — 52 items, by phase. | • Phase 1: Pre-narrative (T-60) | |||
| • Phase 2: Insider seeding (T-30) | ||||||||
| • Phase 3: Public launch | ||||||||
| • Phase 4: Post-launch retention | Carousel | shilikajain.com/token-launch | HIGH · inbound | |||||
| 21 | Wed, May 27 | Crypto PR · Case study | "A DeFi protocol turned the SEC into one of its biggest narrative assets. Yes, really." | Regulatory engagement as PR strategy. | • The "transparent dissent" approach | |||
| • Why suing the SEC went from career-ending to brand-building | ||||||||
| • 3 founders doing this best in 2026 | Text post (long-form) | shilikajain.com/case-studies | Medium | |||||
| 22 | Thu, May 28 | Frameworks · AI | "There are only 7 narratives that get AI founders covered in 2026. Here they are." | Framework: the 7 narrative wedges for AI PR. | • Contrarian benchmark · cost-collapse · labor disruption · defense / national security · model-as-personality · data leverage · agentic workflow | |||
| • How to test which wedge fits you | ||||||||
| • Real examples per wedge | Carousel (9 slides) | shilikajain.com/ai-narratives | Medium | |||||
| 23 | Fri, May 29 | Storytelling · Counterintuitive | "When my client said 'no comment,' the reporter wrote a glowing piece. Here's why silence sometimes wins." | When not commenting is the strategy. | • 3 conditions where silence beats statement | |||
| • Why most PR people overstate their influence | ||||||||
| • The text I sent the reporter that reframed the story | Text post | shilikajain.com | Soft | |||||
| 24 | Sat, May 30 | Tech media · Industry insight | "The most influential tech reporter in 2026 isn't at a publication. They're a founder with a newsletter." | The founder-journalist and what it means for PR. | • 5 founder-journalists with more reach than mid-tier publications | |||
| • How to pitch them differently | ||||||||
| • The "data + access" trade | Text post | shilikajain.com/insights | Soft | |||||
| 25 | Sun, May 31 | Lead magnet drop | "I tore apart 50 press releases from Web3 companies. Only 3 were good. Here's what they did differently." | Free download: Press Release Teardown Pack (annotated PDFs). | • 11 most common mistakes | |||
| • Side-by-side rewrites | ||||||||
| • The 3 "good" ones, fully analyzed | Carousel | shilikajain.com/teardowns | HIGH · inbound | |||||
| 26 | Mon, Jun 1 | Hot take | "Your Series A isn't a story. It's a footnote in someone else's story. Act like it." | Founders mistake company milestones for industry milestones. | • The "main character syndrome" of pitch decks | |||
| • A journalist's job is the industry, not your company | ||||||||
| • How to write yourself into a real arc | Text post | shilikajain.com | Soft | |||||
| 27 | Tue, Jun 2 | Frameworks · Web3 | "Earned media in Web3 has 4 doors. Most founders only knock on the loud one." | Framework: the 4-door earned media model. | • Door 1: crypto-native press (fast, commodity) | |||
| • Door 2: WSJ, Bloomberg, FT (slow, defining) | ||||||||
| • Door 3: vertical (gaming, DePIN, RWA) | ||||||||
| • Door 4: substacks, podcasts, X (own the relationship) | Carousel | shilikajain.com/web3-pr | Medium | |||||
| 28 | Wed, Jun 3 | Storytelling · Exercise | "If you can't write your contrarian thesis in 8 words, your PR strategy is going to fail." | Exercise: the 8-word contrarian thesis. | • 5 examples (Stripe, Anthropic, Polymarket, Friend.tech, Worldcoin) | |||
| • The "agree-disagree" test | ||||||||
| • Drop yours in the comments | Text post | shilikajain.com/thesis | Medium | |||||
| 29 | Thu, Jun 4 | High-intent offer | "I'm opening 5 spots for 1:1 PR audits next month. Here's what we'll cover in 60 minutes." | Limited 1:1 PR Audits — direct conversion play. | • What we review: positioning, narrative, media list, pitch | |||
| • You walk away with a 1-page strategy doc | ||||||||
| • For founders and Heads of Comms in AI / Web3 | Text post + image | shilikajain.com/audit | HIGHEST · direct | |||||
| 30 | Fri, Jun 5 | Reflection · Soft pitch | "30 days. 30 posts. Here's what I'd tell a founder starting their PR strategy from zero." | The highest-leverage lessons from the month. | • Lesson 1: Narrative beats news | |||
| • Lesson 2: Reporters are people with deadlines, not channels | ||||||||
| • Lesson 3: Give before you ask, for 60+ days | ||||||||
| • "My door's open at shilikajain.com" | Text post (long-form) | shilikajain.com | Medium |
| # | Asset | Funnel stage | Drop day | Date | URL slug |
|---|---|---|---|---|---|
| 1 | Crypto PR Pitch Template | Top of funnel · broad reach | Day 5 | Mon, May 11 | shilikajain.com/templates |
| 2 | AI Founder Media List 2026 | Top of funnel · high relevance | Day 10 | Sat, May 16 | shilikajain.com/ai-media-list |
| 3 | Crisis Comms Playbook for Crypto | Mid-funnel · buyer intent | Day 15 | Thu, May 21 | shilikajain.com/crisis-playbook |
| 4 | Token Launch PR Checklist | Mid-funnel · operator pain | Day 20 | Tue, May 26 | shilikajain.com/token-launch |
| 5 | Press Release Teardown Pack | Top–mid funnel · credibility | Day 25 | Sun, May 31 | shilikajain.com/teardowns |
| 6 | 1:1 PR Audit (5 spots) | Bottom of funnel · direct conversion | Day 29 | Thu, Jun 4 | shilikajain.com/audit |