Tailwind Review & Tutorial: How Useful Is This Pinterest Marketing Tool?

Tailwind Review

Pinning images to Pinterest can be tiresome.

Adding a cute kitten or a favorite recipe on its own is manageable.

But when you start to use Pinterest as a marketing tool to drive traffic to your blog, then you need help.

In this article, you’ll learn how Tailwind can help you to discover and publish relevant content, maximize your reach, and measure your Pinterest performance.

What is Tailwind?

Tailwind is probably best-known as a scheduling tool for Pinterest, but it’s more of an all-in-one marketing toolkit.

Using Tailwind, you can:

  • Upload images quickly
  • Schedule your pins at the optimal time
  • Measure and analyze how your pins are performing
  • Reach new audiences via Tailwind Communities

Also, it’s worth noting that although Tailwind now includes Instagram scheduling and publishing, the majority of features are geared towards Pinterest, and that’s the network we’ll focus on for this review and tutorial.

Let’s get started.

Note: This post contains affiliate links, which means we may receive a small commission, at no cost to you, if you make a purchase through a link.

Scheduling and publishing

The scheduling and publishing features in Tailwind are a great time-saver. Instead of pinning one pin at a time, you can upload all your content in bulk and then use the Tailwind scheduler to spread your posts.

Uploading images

The first step is to upload your content into Tailwind. Using the handy web browser extension, you can save images from anywhere on the web. For instance, if you were reading a blog post and wanted to share the post on Pinterest, instead of pinning the image directly to Pinterest you could save the image to Tailwind.

So where’s the time-saving?

Well, when you share an image on Pinterest, you’ll probably post it to a few boards, including group boards, so you have to repeat the pinning process several times. On the other hand, when you post to Tailwind, then you can do it once.

You could save it to your drafts folder and come back to it later. Or you could post it straight to several boards immediately. Or you could schedule it to post to several boards over several days.

Let’s look at a scenario:

I’m reading a post on Blogging Wizard and I want to share to share the post on Pinterest.

But I have several Pinterest boards where this would fit including Backup, Technology, WordPress, Blogging, and Content Marketing.

In total, I could share it on 15 boards. (And that’s without mentioning Tailwind Communities, which we’ll come to later).

Now let’s compare our two options:

Option A – Social sharing button

I can use the standard social sharing button, and share it on Pinterest:

Standard Sharing

But if I wanted to share it on all 15 boards that’s a minimum of 45 clicks. As there’s no scheduling involved, the image would be shared 15 times in quick succession. And that might come across as a little spammy.

Option B – Tailwind

I can use the Tailwind web browser extension, and save the image to Tailwind:

Schedule Now Later

If I select the ‘Save for Later’ option, Tailwind saves the image in my Drafts folder. This is another useful time-saver because you can then have a ‘dedicated Pinterest scheduling session’ when you decide what and when you will be pinning for the next week.

If I select the ‘Schedule Now’ option, then I can choose which boards I want to publish on:

Schedule Boards

The Schedule Now option also lets me specify a minimum time interval – ranging from 10 minutes to 90 days – between each post:

Schedule Time Interval

The web browser extension is just one method of uploading images into Tailwind. You can also bulk upload images directly into Tailwind from your computer, or automatically create pins from Dropbox, or schedule repins straight from Pinterest.

Defining your schedule

The next step after uploading and saving your images to Tailwind is to work on your publishing schedule.

At the heart of Tailwind is the Smart Scheduler where you specify the days and times your pins will be published. You can have as many time-slots each day as you wish:

Weekly Pinning Schedule

To start with, Tailwind suggests the optimal publishing times, based on their analysis of when people are most active on Pinterest.

The dotted time-slots are smart suggestions from Tailwind. These recommendations are a tremendous help when you’re getting started, as you probably don’t know what times will work best.

When you accept a suggested time-slot, it turns green. You can also add your own time slots, and these are colored gray.

You can change your schedule whenever you wish, increasing or decreasing the frequency of your content posting. Over time, you can regenerate a new smart schedule based on your Tailwind data.

Viewing your scheduled pins

In our scenario above, we either added an image to the schedule or saved it as a draft. At the top of the screen you can see there’s 1 Draft Pin and 205 Scheduled Pins:

Publisher 1

Underneath the header is a list of the Scheduled Pins. Each row shows a snapshot of the image and the Pinterest board that it will be published on. The padlock symbol indicates the Pin is locked-in to that time-slot. But you can unlock it and move it you wish.

Publisher 2

Over on the right-hand side, there’s a consolidated calendar view of your schedule. If you want to reorder the schedule, you can unlock the padlock and then drag-and-drop the pin to a new time-slot.

Publisher 3

Board Lists

A Board List is a group of boards in the same category; e.g. blogging, that you schedule the same pin to with one click. In the scenario above I didn’t have to select eight separate blogging boards. Using my Blogging List, I scheduled the pin to eight ‘blogging related’ boards in one click:

Board Lists

Analytics and reporting

Using the official Pinterest API, Tailwind has built powerful Pinterest analytics into its dashboard so you can measure and analyze your performance. You can track trends at the profile, board, and individual pin level.

Profile performance

At the top level you can see weekly totals for Pinterest Followers, Pins, Repins, and Comments:

Profile Performance 1

Underneath you can analyze Virality and Engagement levels over time to ensure your Pins are resonating. These results show your current scores, your 30-day average, and your 30-day high:

Profile Performance 2

Board Insights

The Board Insights tab brings you similar details at Pinterest board level. There are filters to choose between individual, group, and private boards. You can see the Total and Last 7 days insights for Pins, Followers, and Repins or Comments, followed by the Virality and Engagement scores:

Board Insights 1

You also have the option to sort the data by each column. For example, sorting by the most Pins puts the group board Blogging Pros Group Board at the top:

Board Insights 2

But sorting by Engagement places the regular board Cloud Storage and Backup at the top:

Board Insights 3

From each board you have the option to see the board on Pinterest or Find Similar Content:

Suggested Content

Pin Inspector

The Pin Inspector lets you drill down into the performance of individual pins. Like the Board Insights, the data is displayed in table format.

The table holds everything you’ve ever pinned:

Pin Inspector 1

You can click on any of the columns – Board, Pin, Repins, Comments, and Date Pinned – to sort your pins as you wish:

Pin Inspector 2

You can search for any pin from the thousands stored in the table using the search bar at the top:

Pin Inspector 3

There’s also a set of filters to help narrow your search by category, board, or your website:

Pin Inspector 4

Plus there’s a filter by date period, too, which is most helpful as the table includes all your pins since you started using Pinterest:

Pin Inspector 5

The right-hand column of the table gives you three possible actions for each pin:

  • Reschedule the pin – using the Tailwind scheduler
  • Add the pin to one of your Community – see below
  • Find similar content – as above with the Board Insights
Pin Inspector 6

Weekly email reports

In addition to the Tailwind dashboard, you also get a free high-level performance summary delivered to your inbox every week:

Email Summary

Tailwind’s analytics and reporting functionality make it so much easier to understand how your Pinterest content is performing. Plus you have the opportunity to take immediate action by adding more of the same content or repinning your best performing content.

Pinterest monitoring

Connecting Google Analytics to your Tailwind account allows you to monitor your domain so you can track how your content performs organically on Pinterest.


The Insights tab shows the daily average of Pins and Pinners from the past 7 days. (The Potential Impressions data is available as an Enterprise feature):

Insights Tab

Organic activity

The Organic report shows the performance of your latest pins. The Repin and Comment buttons take you straight to Pinterest:

Organic Activity

Also useful is the Word Cloud, which identifies common keywords and topics used with your content and helps you with your Pinterest optimization:

Word Cloud

Referral traffic

The Referral Traffic report shows the daily average of Visits, Visitors, Pageviews, and Revenue:

Referral Traffic

Tailwind Communities

The idea behind Tailwind Communities is to encourage a friendly, collaborative, and spam-free community where like-minded people share each other’s content.

With over 4,000 Tailwind Communities to choose from, it’s easy to meet new influencers and work together to activate your community.

Tailwind Communities solves two key challenges that bloggers and marketers face every day:

  • Finding a steady supply of high-quality content to share, and
  • Getting your content seen by the right people

Finding a Tailwind Community

Finding great Tailwind Community for everything you create content about is the key to succeeding with Tailwind Communities. The Find a Tailwind Community tab allows you to search for Tailwind Community by keyword, category, or tag:

Find A Tribe 1

For example, enter the term ‘blogging‘, and you have 297 communities to choose from:

Find A Tribe 2

Before you request to join a Tailwind Community, you can check if it’s a good match by previewing:

  • The content of the Tailwind Community
  • The total number of Community Member
  • The Tailwind Community rules
  • The number of re-shares on content added to the Tailwind Community
Find A Tribe 3

Note: Alisa Meredith, Tailwind’s Content Marketing Manager, recommends that “you should aim to join at least one strong Tailwind Community for every topic you regularly create content about.” This will help you find content, build relationships, and reach new and receptive audiences in your niches.

You can also create your own Tailwind Community on any topic that’s important to you:

Create Tribe

Inside a Tailwind Community

Once you’re accepted into a Tailwind Community, you can view the Tailwind Community members and the pins they’ve shared:

Inside Tribe

Adding content to Tailwind Communities

As we saw earlier, the Tailwind Browser Extension makes it easy to schedule Pins from the web. But you can also use it to add the same content to your Tailwind Communities:

Tribe Content 1

If the pin has already been added to one of your Tailwind Communities, then you’ll see a warning symbol:

Tribe Content 2

Weekly Tailwind Community Report

Each week, Tailwind sends you a Tailwind Communities Weekly Digest, which gives you a performance overview of you and your Tailwind Communities. Here’s a snapshot of the information inside:

Tribes Report 1

Even if you only share 1 Pin, you can reach a large audience:

Tribes Report 2


Tailwind is available for Bloggers and Small Business (up to 100 employees) starting at $9.99/month billed annually (Pro Plan). The price includes all the features above, plus access to five Tailwind Communities, and 30 monthly community submissions, with the option to buy more if required.

If you’re running a larger brand or agency, then you can get the Advanced or Max plan which has the same features however more access to Tailwind Communities and more posts.

You can start with their Forever Free plan which allows you to publish 20 posts per month on Pinterest and Instagram.

Tailwind pro’s and con’s


  • Create multiple posts at once from any page on the web with the Browser Extension
  • Upload new content from various sources including iOS and Dropbox
  • Use the Smart Queue to help you pin at the optimal times
  • Schedule pins faster with Board Lists
  • Join like-minded people in your Community to share relevant content and grow your audience
  • Measure followers, engagement trends, and virality by pin, board or category


  • The user interface is not as sharp as the functionality in Tailwind and would benefit from an update.
  • Scheduling page gets quite slow once you have a lot of pins scheduled.


Not only has Tailwind taken the pain out of posting regular content to Pinterest, but they’ve also created a complete toolkit that helps bloggers and marketers drive relevant traffic to their site.

The insights pulled from Pinterest into Tailwind give you a full picture of how your visual content is performing. And with the addition of Tailwind Communities, there’s no excuse for not reaching even more people with your content.

Disclosure: This post contains affiliate links. This means we may make a small commission if you make a purchase.

Tailwind Review