Episode #115: [AI in Action] How to Save Time by Automating Pinterest Scheduling with Tailwind

Pinterest is one of the most effective platforms for driving long-term, evergreen traffic to your website, digital products, or services. Unlike social media posts that disappear in a matter of hours, a well-optimized pin can continue generating views, clicks, and engagement for months, sometimes even years.

But let’s be honest: manually pinning every single day? That’s a recipe for burnout. No thanks.

If you’ve ever felt like keeping up with Pinterest is too much work, you’re not alone.

The good news? Tailwind can completely transform the way you manage Pinterest, saving you time while maximizing your reach.

With Tailwind’s AI-powered automation tools, you can schedule Pinterest content in bulk, optimize your pinning strategy, and even repurpose high-performing pins automatically… all without spending hours glued to your computer.

Instead of constantly posting and guessing what works, you can create a streamlined, data-driven system that grows your business with minimal effort. And you can do it all in just a handful of hours each month.

In this post, I’ll walk you through:

• Why Pinterest is more than just social media and how it acts as a visual search engine
• How Tailwind’s AI tools help you schedule, repurpose, and optimize your content effortlessly
• Step-by-step setup instructions to get Tailwind working for you
• The secret to avoiding Pinterest’s “spam” penalties while maximizing visibility
• How to use Tailwind Create, SmartLoop, and Ghostwriter to automate your Pinterest marketing

By the end of this guide, you’ll have a clear Pinterest strategy that runs itself, freeing up time to focus on creating and scaling your business.

Pinterest is a Visual Search Engine

A common mistake people make when approaching Pinterest is treating it like a typical social media platform.

But unlike Instagram, TikTok, or Facebook, where posts are fleeting and engagement is largely based on real-time interactions, Pinterest is actually a visual search engine designed to help users find content months or even years after it’s posted.

Here’s what makes Pinterest different:

• Evergreen content wins. A well-optimized pin can drive traffic for years, while an Instagram post disappears in 48 hours.
• Users come with search intent. People don’t just scroll mindlessly—they’re actively searching for ideas, inspiration, and solutions.
• Pinterest prioritizes fresh, high-quality content. Unlike traditional social media, where algorithms favor the latest posts, Pinterest continues showing users relevant pins long after they’re published.

Because of this, Pinterest rewards consistency. If you’re showing up, pinning new content on the regular, your pins are more likely to be seen.

Beware though, it also punishes what it considers “spammy” behavior, like over-pinning the same content too frequently. This is why automation is key: you need to keep a steady flow of fresh pins without crossing into spam territory.

In order to continue to show up consistently without burning out, using a tool like Tailwind is the key to long-term Pinterest success.

How Tailwind Automates Pinterest for You

If you’ve ever tried to keep up with Pinterest manually, you know how much time it can take to create new pins, schedule them throughout the day, and analyze what’s working.

Tailwind removes the guesswork and automates the entire process, ensuring that your content is published at optimal times without you having to constantly log in.

Here’s how Tailwind makes Pinterest marketing effortless:

• Bulk Scheduling: Instead of pinning manually every day, you can upload and schedule your content weeks or even months in advance. Tailwind automatically posts at the best times for engagement.
• SmartLoop: This feature recirculates your best-performing pins so they continue driving traffic without you having to manually repin them.
• AI-Powered Insights: Tailwind analyzes your pin performance, helping you refine your strategy based on real data.
• Tailwind Create & Ghostwriter: These built-in AI tools help you design fresh pins quickly and generate SEO-friendly descriptions without starting from scratch.

With just a few hours of effort per month, you can keep your Pinterest strategy running smoothly without constant manual work.

Step-by-Step: How to Set Up Tailwind for Pinterest

Step 1: Sign Up & Connect Your Pinterest Account

Start by signing up for Tailwind and linking your Pinterest business account. A business account gives you access to analytics and rich pins, both of which are essential for growth. (Using the link in this blog post will also give you a $30 credit when you sign up!)

Once connected, you’ll see Tailwind’s Smart Schedule, which automatically suggests the best posting times based on when your audience is most active.

Step 2: Schedule Your First Pins

To schedule pins in bulk:

1. Upload your pin images (you can create them in Canva or Tailwind Create).
2. Add SEO-optimized descriptions and keywords to help Pinterest surface your content in search results.
3. Select the boards you want to pin to (PRO TIP: relevant, niche boards perform best)
4. Use Tailwind’s scheduler to spread out your pins over time instead of posting them all at once.

Pinterest prefers consistency over volume, so it’s better to pin a few times a day, every day, rather than flooding the platform all at once.

Step 3: Automate Pin Recirculation with SmartLoop

Pinterest prioritizes fresh content, but that doesn’t mean you have to start from scratch every day. SmartLoop helps you recirculate your best-performing content without violating Pinterest’s spam policies.

With SmartLoop, you can:

• Keep evergreen content in circulation without manually repinning
• Automatically reshare seasonal content (holiday sales, back-to-school guides, etc.)
• Optimize the timing of your repins for better engagement

If you’re wondering why you don’t see SmartLoop in your Tailwind account, simply message Tailwind’s support team, they’ll enable it for free.

Step 4: Create Fresh Pins with Tailwind Create & Ghostwriter

Pinterest rewards new content, so even if you’re linking to an old blog post, you’ll get better results by creating a fresh pin design for it.

Tailwind Create makes this easy by:

• Generating multiple pin variations in seconds
• Applying your brand colors, fonts, and styles automatically
• Suggesting high-performing headline ideas for your pins

If writing pin descriptions isn’t your strong suit, Ghostwriter, Tailwind’s AI-powered copy tool, helps you generate keyword-rich descriptions that boost discoverability.

How to Track Your Pinterest Growth with Tailwind Analytics

Understanding how your Pinterest strategy is performing is just as important as creating and scheduling pins. It’s all about using the data to make data-based decisions!

Without tracking your results, you won’t know what’s working, what needs improvement, or where to focus your efforts. That’s where Tailwind’s Insights Dashboard becomes invaluable.

Tailwind provides in-depth analytics that allow you to see which of your pins are driving the most traffic, which boards are performing the best, and which content is resonating most with your audience. Instead of guessing what works, you’ll have clear data to guide your strategy.

One of the most important metrics to monitor is outbound clicks, which shows how many people are actually clicking on your pins, leaving Pinterest, and visiting your website.

High outbound clicks indicate that your content is compelling enough to drive action.

Another key metric is saves, which tells you how many users found your content valuable enough to revisit later. A high number of saves suggests that your pins are providing lasting value and can continue generating traffic over time.

Finally, impressions show how many users have seen your pins, giving you insight into how well Pinterest is distributing your content.

By regularly reviewing these analytics, you can refine your approach, optimize your content, and focus on the strategies that bring the best results. If you notice certain pins gaining traction, you can create variations of them or repurpose them into new formats.

If a specific board is performing well, you might consider adding more related content to keep the momentum going.

Tailwind’s analytics provide a clear picture of what’s working, allowing you to strategically scale your Pinterest marketing without wasting time on ineffective tactics.

Instead of throwing content out into the Pinterest void and hoping for the best, you’ll be making data-driven decisions that maximize your reach and impact.

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Final Thoughts: Take Your Pinterest Marketing to the Next Level

Pinterest is one of the most powerful long-term traffic sources, but manually managing it can be overwhelming.

That’s why automating your Pinterest strategy with Tailwind is a game-changer. Instead of spending hours every week pinning, you can create a streamlined system that:

• Schedules pins at the best possible times for engagement
• Recirculates high-performing content without feeling spammy
• Designs Pinterest-optimized graphics in minutes
• Saves time and effort while driving consistent traffic to your business

Most importantly, automating your Pinterest marketing means you’ll spend less time manually pinning and more time focusing on what truly matters: growing your business.

When you remove the stress of daily content management, you free up space to focus on creating valuable resources, engaging with your audience, and scaling your brand with confidence.

Pinterest is one of the most powerful platforms for long-term, evergreen traffic, and when you combine it with the efficiency of Tailwind, you create a marketing system that works for you (without demanding all of your time and energy).

If you’re ready to take your Pinterest strategy to the next level, start with Tailwind and see how automation can transform your results.

Resources and Links

Affiliate Disclosure: Some of the links below may be affiliate links, which means I may earn a small commission if you purchase through them — at no extra cost to you. I only recommend tools I personally use and love!

• 📌 Sign up for Tailwind here and get a $30 credit!

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