Steve Aikins Online

How to Build Succeeding Newsletters & Monetization Tactics With the Help of AI

Newsletters are not just back, they are booming. From solo creators to startups and enterprise brands, newsletters have become one of the most reliable channels for audience growth, engagement, and monetization. But here is the truth: a newsletter that succeeds is not just about blasting updates. It is a strategic blend of engaging content, platform fit, and intentional revenue tactics.

In this piece we will walk you through how to build a newsletter that does not just exist, but thrives. We will explore how to create high-performing content, choose the right email platform, and layer in smart monetization strategies from ads and affiliate links to paid subscriptions and sponsored issues. You will also discover how tools like ChatGPT, Beehiiv, Substack, Kit, and Jasper can support you every step of the way.

Nail the Newsletter’s Purpose and Format First

Every successful newsletter starts with one key decision: What is the job of this newsletter? Are you building community, driving sales, growing a brand, or simply monetizing your audience?

You need clarity on your content lane and the transformation your reader gets from subscribing. Is it curated insights? Tactical how-tos? Entertaining deep dives? Pick a tight niche and format—and stick to it.

A solo creator writing a newsletter on emerging AI trends does not need the same structure as a company delivering weekly product updates. If you are unsure, ask ChatGPT to help brainstorm value-driven newsletter angles based on your niche. You can prompt it with: “Give me 10 engaging newsletter content formats for an audience interested in small business marketing.”

Once you have your core angle, test formats early—3-bullet briefs, long-form commentary, Q&A style, visual-first, etc.—and let reader feedback shape your direction.

Write Emails People Actually Want to Open

Let us be honest; everyone’s inbox is cluttered. Your subject line is your first and only chance to stand out. Tools like Copy.ai and Jasper help craft irresistible subject lines in seconds, generating multiple versions based on tone, urgency, and curiosity hooks.

For body content, do not ramble. Lead with a hook. Respect your reader’s time. Give real value, whether that is a tactic, a mindset shift, or an offer. Inject voice and point of view. Generic newsletters die fast.

With Jasper, you can feed your old newsletters into its memory and ask it to rewrite new issues in your tone. You can even prompt it to optimize content based on click-through goals or affiliate conversions. It is like having a copywriting partner who works at light speed. And do not forget design. Platforms like Beehiiv offer clean, responsive templates built for readability and mobile-first design—no coding needed.

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Pick the Right Platform for Growth and Monetization

Your email platform is not just a sending tool—it is your distribution engine. Choosing the wrong one can box you in fast.

  • Beehiiv is perfect for creators and startups looking to monetize with ads, referral programs, and subscriptions. It is built by ex-Morning Brew folks, so it is newsletter-native from the ground up.
  • Substack is a strong choice if you are going heavy on writing and want built-in discoverability. It handles both free and paid subscriptions easily, and you can launch without any technical lift.
  • Kit offers powerful automations and tagging systems, great if you are running a multi-segment list or combining product sales with newsletter content.

Do not get too fancy at first. Start lean, pick a platform that matches your monetization path, and scale features as your audience grows.

Monetization Tactics That Actually Work

Once you have built consistent open rates and reader trust, monetization gets much easier. But you have got to match tactics to your audience and list size.

1. Sponsored Issues

Brands will pay to be in front of your audience. Once your open rate and list size are strong (think: 3,000+ subs with >35% opens), you can pitch sponsors or list your newsletter on platforms like Paved or Swapstack. These marketplaces connect advertisers with newsletters in relevant niches.

2. Affiliate Links

Use affiliate offers in your content—tools you use, books you recommend, products you trust. The key is relevance. If you are writing a newsletter about email growth, do not drop a random VPN link. Instead, promote tools like Beehiiv or Jasper with affiliate links.

ChatGPT can help you frame affiliate recommendations by writing soft-sell intros or product comparisons that feel organic—not forced.

3. Paid Subscriptions

If your content delivers consistent, unique value (think: deep research, exclusive interviews, tactical templates), people will pay for it. Both Substack and Beehiiv allow easy gated content setups for paying subscribers.

The trick is to over-deliver for free first, then offer deeper or earlier access to paying readers.

4. Ads and Cross-Promos

Beehiiv has a built-in ad network, and Kit offers Creator Network features where you can cross-promote with others. These bring in revenue and grow your audience at the same time.

Grow Your List Without Burning Out

Monetization means nothing without growth. You need to actively build your list through organic and paid channels.

Start with SEO-friendly content on your blog, podcast, or YouTube channel. Then capture emails using freebies—checklists, guides, templates—that match your newsletter topic.

Use SurferSEO to optimize landing pages where you collect emails. Want to make those opt-in bribes faster? Ask ChatGPT to generate a quick “5-Step Email Welcome Flow” or “AI Tools Cheat Sheet” and turn it into a downloadable lead magnet.

And do not forget referral systems. Beehiiv’s built-in referral engine can reward readers for sharing your newsletter with friends, offering exclusive content, shoutouts, or freebies for milestone referrals.

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Final Thought: Play the Long Game

A successful newsletter is not built in a week but the compound growth is real. When you focus on value-first content, align it with the right monetization strategy, and use tools like ChatGPT, Jasper, Beehiiv, and Substack, you remove 90% of the friction.

Treat your newsletter like a product: test it, iterate it, grow it, and monetize it with intention. Because when done right, a newsletter is not just a side project—it is a media asset that grows while you sleep.

The author, Stephen Aikins, has over two decades of experience working in various capacities in financial and business management, government, and academia. As a seasoned financial and management professional with a wealth of experience spanning diverse industries, he provides AI-powered digital solutions with data-driven insights to help enhance business growth. Additionally, he has prior experience offering strategic guidance and practical solutions to address a wide range of challenges and opportunities, including auditing and financial analysis, business planning, and organizational development.

The information presented in this blog is based on the author’s independent research and is for educational purposes only. At the time of writing, the author is not affiliated with any vendors of the AI tools and platforms mentioned in this blog. The links to these AI tools and platforms have been presented in the blog to enable readers to access, research, and make their own informed decisions.