I’m going solo in this episode to share eight key strategies and lessons I’ve picked up over the past month. I walk through a high-performing apartment locator ad campaign, what I’ve learned from cold DMs on Instagram, and why I believe custom home builders are perfect targets for newsletter advertisers. I even show how I used ChatGPT to craft outreach messages that are already turning into real deals.

I also dive into email engagement tactics—like why simply asking subscribers to reply “Yes” can dramatically boost response rates—and how I’m using tools like SparkLoop to help monetize at scale. I break down performance across several city-based newsletters and why I’m now seeing that slower growth often leads to better open rates and higher list quality.

In the final segment, I share an idea I’m really excited about: turning newsletters into multi-channel local media brands using small, ad-heavy print magazines. I’m rethinking the economics of print and exploring how even lightweight physical media can strengthen brand visibility and bring in real revenue.

Want to get in touch?

Email: [email protected]

Website: https://localnewsletterinsider.com

Twitter: https://twitter.com/tjlarkin

#LocalNewsletters

#EmailMarketing

#NewsletterGrowth

#DigitalAdvertising

#InstagramOutreach

#MediaMonetization

#NewsletterTips

#SparkLoop

#PrintMarketing

#NewsletterStrategy

Brian Skinner joins TJ Larkin to break down the growth strategy behind Marin Buzz, his successful local newsletter. The two discuss how local content can open doors in business, community involvement, and influence, even without a clear long-term plan. Brian credits a single podcast for sparking his idea, and within weeks he launched a brand that's now a growing asset in his local ecosystem.

They explore how Brian structured his early content around weekend events and slowly added segments like "Pet of the Week," “Marin History,” and “Zillow of the Week.” The discussion reveals how Brian focused on sustainability and community engagement over perfection and how this strategy paid off with inbound advertisers and high open rates.

For those interested in local media, Brian offers actionable advice on using Instagram as both a growth and sales channel. He shares his outreach method using Instagram DMs and AI-assisted tools to identify and contact potential advertisers. His products, YapOver and TwistAI, are designed to reduce friction in content creation and monetization.

Check out Brian’s work:

Newsletter: https://www.marinbuzz.com/

Instagram Tool: https://www.yapover.com/

AI Tools & Services: https://www.twistai.com/

#LocalNewsletter

#CommunityMedia

#EmailMarketing

#SmallBusinessTips

#ContentStrategy

#InstagramGrowth

#AIForCreators

#DigitalMonetization

#StartupStories

#LocalMarketing

Jas from Winnipeg Digest returns to talk growth, revenue, and diversification. In just three months, he's scaled up recurring events, coffee parties, and brought in steady advertising revenue—without burning out. He shares tactical insights into acquiring subscribers at under $1 through Facebook ads and optimizing creatives to keep costs low.

Jas also previews his next business move: launching a Christmas lights installation company, built off the trust and reach of his audience. He explains how audience alignment and a seasonal services model open up new monetization paths without needing more advertisers.

You’ll hear tips on maintaining creative freshness in paid ads, handling advertiser churn, and why content quality and trust remain the core of everything Jas builds.

Contact Info:

Jas – Winnipeg Digest

Instagram: @winnipegdigest

Email: [email protected]

#LocalNewsletters

#NewsletterGrowth

#WinnipegDigest

#CommunityEvents

#EmailMarketing

#FacebookAdsTips

#MonetizationStrategy

#CoffeeParties

#SmallBusinessMarketing

#CreativeTesting

Want to grow a local newsletter without waiting months to recoup ad spend? Louis Nicholls, co-founder of SparkLoop, breaks down “zero-day payback” tactics—mixing paid recommendations, trip-wire offers, and high-value local lead-gen deals—to help operators turn every 50-cent subscriber into immediate profit.

Louis shares real-world tests (including his own) that combine three monetization layers on the thank-you page and in the first 24 hours, plus tips for negotiating $10-$100 per lead with home-service pros, gyms, and even med-spas. He also explains why sending two welcome emails the first day actually boosts engagement and weeds out the wrong readers. 

Key takeaways: focus on arbitrage cheap Facebook leads, create irresistible “free money” offers, and don’t fear higher send frequency.

Connect with Louis: growmynewsletter.com (newsletter, YouTube & resources) • Twitter/X @louisnicholls • Explore SparkLoop at sparkloop.app

#Newsletters #EmailMarketing #LocalMedia #SparkLoop #LeadGeneration #Monetization #LouisNicholls #MediaBusiness #SubscriberGrowth #DigitalPublishing

In this episode, TJ Larkin sits down with Jacob Espinoza from What’s Happening Salem to unpack how Jacob built a thriving local media presence using Instagram, newsletters, and a podcast. Jacob breaks down his process of launching a local brand from scratch just over a year ago and how he's since scaled to 35k+ Instagram followers and 10k newsletter subscribers.

Jacob shares specific tactics that helped him succeed—such as green screen announcements, short-form video strategies, and hyperlocal memes—and emphasizes the importance of blending education with entertainment. He also explains how he differentiates Instagram content from newsletters to reach distinct audiences, and why a visible social presence gives you instant credibility with advertisers.

The conversation moves into monetization and Jacob’s innovative approach to ads, like showcasing businesses through engaging content rather than traditional promos. He also details how he hosts local events and highlights the power of face-to-face branding. Whether you're looking to grow a local audience or monetize effectively, Jacob delivers clear, replicable tactics.

📍Learn more about Jacob at https://jacobespinoza.com/

📱Twitter: https://twitter.com/MrJacobSB

#LocalMedia

#InstagramMarketing

#NewsletterGrowth

#ContentCreatorTips

#ShortFormVideo

#CommunityNews

#SmallBusinessMarketing

#LocalInfluencer

#SocialMediaStrategy

#JacobEspinoza

What’s the real opportunity behind building online directories? In this insightful interview, Frey Chu outlines how he built multiple passive income streams from niche directories using SEO and strategic content design. TJ and Frey also unpack how these learnings can be applied to local media—especially newsletters.

Frey explains how local directory builders can shortcut growth by scraping data, optimizing for Google, and testing monetization strategies like sponsored listings, lead generation, and ad bundling. He also shares how directories become even more powerful when paired with newsletters or social audiences, as a way to open conversations with advertisers and deliver proven ROI.

This episode is packed with practical insights for anyone interested in local business, media, SEO, or building “boring but beautiful” internet assets that compound over time.

📍 Connect with Frey Chu:

• Website: Ship Your Directory
  

• YouTube: Frey Chu
  

• X (Twitter): @freychu

#OnlineDirectories

#LocalMedia

#SEO

#LeadGeneration

#PassiveIncome

#DigitalMarketing

#NewsletterBusiness

#FreyChu

#DirectoryBusiness

#ShipYourDirectory

Geoff Matthews of North Shore Now joins TJ Larkin to unpack the real story behind launching a successful newsletter in a small geographic niche. Geoff candidly shares the challenges of selling local ads, testing paid subscriber models, and staying motivated despite uncertain ROI. With refreshing honesty, he outlines what worked, what flopped, and why feedback from his community keeps him going.

From curating events across 100+ websites to running giveaways and launching merchandise, Geoff’s grassroots approach to content and engagement offers tons of lessons for creators in any market. He also breaks down his ad strategy evolution, from failed cold emails to drastically improving performance with expert help.

Whether you're building your first audience or thinking about monetizing a niche project, this conversation is loaded with valuable insight. Want to connect with Geoff? Head to https://snowballclub.com/ to learn more about his private founder community.

#NewsletterBusiness

#LocalMarketing

#EmailMarketingTips

#ContentStrategy

#DigitalEntrepreneur

#NorthShoreNow

#CommunityBuilding

#MetaAds

#MonetizingContent

#VancouverBusiness

In this episode, TJ Larkin interviews Justin Gordon, the creator of two high-impact newsletters: Just Go Grind and LA Grind. Justin shares how his journey began with a podcast back in 2018, eventually transitioning into newsletters focused on startup founders, investors, and the LA tech scene. He walks us through how he built up an audience of over 20,000 for Just Go Grind and used his unique positioning and risk tolerance to go full-time as a creator.

We dive into the strategy behind LA Grind, a hybrid local newsletter tailored to LA’s startup and VC community. Justin reveals how segmentation, events, and a deep understanding of his audience drive growth and monetization. He also touches on paid ads, social media, and how he maintains high open rates while cleaning his list regularly.

Key takeaways include how to test newsletter concepts efficiently, monetize through sponsorships, and use events as an in-person moat against AI disruption. If you're building a newsletter or local media business, this episode is packed with actionable insights.

👉 Connect with Justin at https://justgogrind.com and https://thelagrind.com. For serendipity calls and event access, check the top of each newsletter edition.

#NewsletterMarketing

#StartupCommunity

#JustinGordon

#JustGoGrind

#LAGrind

#FounderEvents

#B2BMarketing

#NewsletterGrowth

#LocalNewsletters

#VCandStartups

In this episode, TJ Larkin chats with Matt Deal, the creator of Eating Baltimore, a growing local newsletter focused on food, events, and community in the Baltimore area. With a background in financial newsletters and wine club marketing, Matt shares how he transitioned into building a hyperlocal media product from scratch.

Matt dives deep into his strategies for acquiring subscribers—like using Facebook ads, giveaways, and leveraging Beehive. He explains how he built a restaurant directory using Replit for only $6, sourced thousands of listings with Outscraper, and is now using SEO and backlink campaigns to drive traffic and monetization.

Listeners will gain actionable insights into building in public, testing content strategies, using local sentiment to drive engagement, and creatively pursuing revenue with limited resources. Matt’s transparency about subscriber growth, ad performance, and experimentation provides inspiration for anyone looking to build a local media brand.

Guest Info:

Website: https://eatingbaltimore.com

Twitter: https://x.com/realMattDiehl

#LocalNewsletters

#NewsletterGrowth

#EatingBaltimore

#IndieMedia

#NewsletterMarketing

#Replit

#DigitalMonetization

#BuildInPublic

#LocalSEO

#BootstrapStartup

TJ welcomes Alec Kremins, Beehive's Partnership Manager and founder of the JLM Scoop, a local Jerusalem newsletter with nearly 6,000 subscribers. Alec shares his journey of starting the newsletter while onboarding at Beehive, how he validated the idea in a new city, and why local newsletters can open doors—even beyond revenue. From sponsor negotiations to delegation and audience building, this episode is packed with real-world tactics.

Alec offers deep insight into his monetization strategy, explaining how he secures sponsors like a real estate firm, manages a lean operation with freelance help, and focuses on sustainable growth. He also reflects on the limits of local newsletter revenue when treated as a side hustle and explains why ownership and strategic partnerships are crucial.

Tune in for ideas on expanding into lead gen, launching agency services, testing audience segmentation for monetization, and even using newsletters to support local matchmaking and events.

Reach Alec at:

🔗 Website: beehive.com/partners

💬 LinkedIn: Alec Kremins

🐦 Twitter/X: @AlecKrem

#LocalNewsletter

#NewsletterGrowth

#BeehiveNewsletters

#MonetizeYourNewsletter

#EmailMarketing

#JerusalemStartups

#SideHustleSuccess

#ContentMarketing

#NewsletterTips

#DigitalEntrepreneur