Are you considering using Tailwind App for scheduling your publishing activity in Pinterest and Instagram? I’ve been using it for many months now and have a solid appreciation of the pros and cons. The following post is my Tailwind App review based upon my own experiences of what’s great and what’s not so great about it.
For the skim readers among you, I’ll provide a summary review of Tailwind App to begin with. Afterwards I’ll provide a more detailed review based upon how well I feel it’s done it’s job.
![]() | A slick and effective social media scheduling tool with bags of features. |
![]() | At around $10 per month it’s a steal. |
![]() | Easy to use scheduling and sharing tools. Communities & SmartLoops are amazing. |
![]() | Fast acting and friendly support. |
I’ve found Tailwind an extremely useful tool for managing my Pinterest pinning… probably 90% to 95% of all my pins go through it. I won’t comment on how useful it is for Instagram because… well, I’m not able to devote much time to Instagram on top of everything else at the moment!
In terms of Pinterest, Tailwind Communities are a great feature for getting your pins out there, since Community activity is based upon sharing pins for everyone’s benefit. You still have to make your pins pretty, but I see increasing Community repins the longer I’m a member. So far the pins I’ve had go viral have all been because Community members have shared them.
It’s a pretty straightforward system, you can be up and running in a matter of minutes and schedule pins for months in advance, which means you can batch your pinning activity saving you hours of effort.
Tailwind’s FREE trial enables you to schedule up to 100 Pins on Pinterest and 30 posts on Instagram, with no time restriction.
Sign Up for Your FREE Tailwind TrialThe Pinterest Problem
I started using Pinterest for SideGains around October 2019. Like everyone else, I’d heard uber-bloggers talking about how Pinterest can drive massive amounts of traffic within weeks… of course I got hooked on this idea and wanted some of the action.
I’d also heard about Tailwind, but since I started out trying to grow SideGains completely organically I didn’t want to invest in any kind of subscription at that time.
Instead I manually pinned all the images I was creating for SideGains at that time and then repinned from others when I found posts I enjoyed reading.
This was okay for a while, but after a month or so I’d found 3 things that really bothered me:
- Pinterest’s scheduling limits.
- Requesting permission to join group boards.
- Understanding which pins Pinterest likes.
Let me explain.
1. Pinning Schedule
I found manual pinning clunky and time-consuming and it was also frustrating to be able to schedule only 30 pins in advance… that’s the limit Pinterest gives you on a business account.
For me at that time, 30 pins equated to about 4 – 5 day’s worth of pinning activity, so it meant I had to schedule pins every few days in order to keep to my pinning schedule. This wasn’t practical for me at a maximum of 6 -7 pins per day so it was a problem.
From what I’d read, I also knew I’d need to be much more active in Pinterest to really grow… so a 30 pin scheduling limit would be a bigger problem for me in the future.
2. Group Boards
The next problem I encountered was looking for group boards where I could connect with other pinners so we could help one-another out.
Some of the more popular group boards are closed to new applicants and others don’t respond to you when you request to join. I spent a lot of time applying for group boards I felt would be good fit for me: a few approved me, many disapproved but most didn’t even respond at all.
I understand why people protect their group boards, but I found this super frustrating.
3. Which Pins Does Pinterest Like?
The third problem for me was not being able to see how many times someone’s pin had beed shared by other people. I know Pinterest used to show this information, but as I understand it this was stopped around 2017.
Having read that sharing pins with high popularity is beneficial for your own account, naturally I wanted to share pins I thought were good, but also ones that Pinterest thought were good too.
As someone who wants to have a slice of the fat traffic pie that Pinterest can deliver, these 3 problems were holding me back and they forced me to look for a solution… that’s when I revisted Tailwind.
What is Tailwind?

Tailwind is a very slick social media scheduling tool for Pinterest and Instagram.
Thousands of people rave about it, with many claiming to have experienced massive traffic growth to their blogs, in particular from Pinterest, as a direct result of using Tailwind.
It provides a bunch of super-useful features, but most beneficially for me in terms of Pinterest it:
- Removes the tedious and time-consuming activity of scheduling posts.
- Has an area called Tailwind Communities, which to me is what Group boards should be more like.
- Shows you how many times Pins have been shared.
These 3 things alone persuaded me to sign up to the free Tailwind trial that boasts:
- No credit card set up.
- A 100 Pinterest pin trial.
- A 30 Instagram post trial.
- Access to 5 Tailwind Communities to help get your Pinterest pins shared from the outset.
It’s a pretty decent trial to be honest, since it gives you plenty of time and space to properly use Tailwind to see how it works.
Find out how I use Tailwind in my “sociable” Pinterest marketing strategy.
My Experience of Tailwind App
I’ve mentioned the 3 main reasons I wanted to look for a tool to help me with Pinterest, so I’ll focus on whether or not Tailwind has helped me to solve them.
But before I review this I’ll explain a little about the Tailwind interface.
In the process of setting up your Tailwind trial, you have to connect it to your Pinterest account so it has permission to access your boards. It’s a straightforward set up, effectively requiring you to login to Pinterest through the Tailwind app.
When you’ve connected Tailwind to Pinterest, you’ll see the following navigation options:

You have 4 main areas to explore:
- Weekly Summary.
- Communities.
- Publisher.
- Insights.
Weekly Summary

This shows you your weekly performance and breaks it down into:
- The number of times your pins have been repinned.
- How many images you’ve pinned that link to pages in your domain.
- The number of new followers you’ve earned.
- All the comments your pins have received.
It’s a really useful dashboard providing a snapshot of the most important engagement signals for your Pinterest account and pins.
Communities

You have to to join Communities in the Tailwind App before you’ll see anything in this area. Tailwind will prompt you to look for and join Communities when you first visit this area.
Communities are like Pinterest Group boards, but unlike Pinterest it’s really easy to find Communities in your niche that you can join immediately. Some others require you to request membership, but there are plenty you can join immediately so you can begin sharing pins.
When you join a Community you’ll see all the members, along with all the pins that any member has ever submitted to the Community. These are pins you can add to you own schedule to mix things up.
The purpose of Tailwind Communities is to amplify the pins you create by making them available for other members to share to their Pinterest boards. The flip-side of that is you MUST share pins from other Community members to your Pinterest boards.
What’s good for you is good for others and vice-versa!
The great thing about every pin submitted to the Community is that you can see how many times each one has been shared, which gives you insight into pin popularity.
Publisher

The Publisher area is your scheduling tool. It’s the place where you set your pinning schedule, draft pins, and when they’re ready, submit them to your queue.
When you’re drafting pins, you provide your pin image a title, description, landing page and a board (or boards) to which you want to add them.
Once you’re happy, you either specify a specific date / time you want to schedule the pin or simply submit it to the next available position in the schedule you’ve set.
Your scheduled pins include all the pins you’ve submitted to it, along with any others you’ve selected from your Communities.
One final thing to note is Tailwind has a feature called SmartLoop, which is a tool for you to either:
- Resubmit your best performing pins to amplify them further.
- Resubmit pins according to seasonality… you might only want to promote some pins at certain times of the year.
Insights

The Insights area tells you everything you’d want to know about your Pinterest activity. It details your Pinterest profile performance showing you:
- How well your boards and pins are doing.
- Which of your pins others are sharing.
- The pins that are performing the best.
You can also configure Tailwind to connect to your Google Analytics account to show you the traffic Pinterest is sending you! This is incredibly useful, since you can directly see the actual pins that drive traffic and understand what it is about them that makes generates more engagement.
The more pins you submit, the more insights you get. Over time this helps you understand what types of pins work well / not so well, the days and times your pins get more engagement and ultimately what tends to drive visitors to your site.
Solving My Pinterest Problems
So I’m going to loop back to my initial reason for trialling Tailwind App for Pinterest:
- Scheduling pins.
- Group boards.
- Insights into pin performance.
I’ll look at each problem sequentially.
1. Pinterest Scheduling
The Tailwind trial gave me 100 pins to play with: 5 pins a day for 20 days.
I already had a bunch of pins that were ready to go and a few more to give me a good batch to choose from.
I’d say it took maybe 1.5 hours to add titles, descriptions, links etc. to around 15 pins to get them ready for the scheduler… I’ve gotten much faster since!
I should also say that many of my own pins were linking to the same pages on SideGains, so many of the descriptions were variations on a theme. I’ll also mention that I submitted some of my pins to more than one board… each submission is a count against the number available in your trial.
It took me probably another hour to find 45 – 50 more pins from the Communities I’d joined to fill my 20 day schedule.
Given that I was learning how to use Tailwind, I felt that around 3 hours to schedule my first 100 pins over 20 days was pretty damned good. I also felt that once I was used to what I was doing, it would take me a lot less time… and that has proved to be the case.
My pinning activity has increased since then and I find I’m able to schedule weeks worth of pins in just a few hours.
2. Pinterest Group Boards
Tailwind Communities are what Pinterest Group Boards should be!
I’ve already mentioned that many of them are open to anyone… you just need to click to join the Community and you’re able to enjoy the benefits immediately.
There are some more “exclusive” boards that require you to apply before they’ll accept you, but in my experience even “closed” Communities are a lot easier to join than many Group Boards in Pinterest.
The real beauty of Communities is that they’re all about sharing, and most of them have rules on the ratio of the pins you submit compared to the ones you share from others in the Community.
This is great because it means that everyone has to put in to get something out and you can’t just go spamming a Community or you’ll be booted from it.
The other great thing about Communities is you’ll meet people who’ve had major success in Pinterest and you can start to build relationships with them. The pins that have gone viral for me are pins of mine that large Pinterest accounts have shared.
3. Pin Performance Insights
As I’ve already touched upon, you get to see the number of repins for any of your pins and those of the Communities you belong to. This makes it super-easy to see popular pins that might be good to share on your boards.
Now… I’m not suggesting that I only share pins that have high engagement because that’s not the case at all. However, it’s good to be able to understand which pins are popular and perhaps gain an insight into why.
Summary
As you can see from the beginning of my Tailwind App review, I’m still using it.
I signed up for the free trial and found it a massive aid in keeping my Pinterest activity bubbling along with way less effort than it takes to manually pin.
I still manually share some pins when I’m browsing Pinterest and I also tend to comment on pins I like directly in Pinterest too. A super-useful feature is you can schedule any pins you find in Pinterest to your Tailwind queue through Tailwind’s browser plugin.
Aside from that, I estimate that Tailwind handles between 90% – 95% of my pinning / repinning activity and my visits from Pinterest are growing.
I’m not getting the deluges of traffic that the uber-bloggers seem to be getting, but this has a lot more to do with figuring out the kind of content that people want rather than the pins I create to promote the sometimes more niche blog topics I write about.
In terms of managing workload, scheduling and insights I’m a very satisfied customer and I won’t be switching anytime soon.
Tailwind SmartGuide: Protection for Your Pinterest Account
I should touch one other extremely useful tool that Tailwind provides. It’s a monitoring function called Tailwind SmartGuide.
SmartGuide is designed to improve your Pinterest marketing results by recommending best practices, such as pinning times. However it also includes a feature that understands Pinterest best practices around Pin volumes.
As many people know, Pinterest has an itchy trigger finger when it comes to what it perceives as spam. I speak from experience here as my Pinterest account was suspended for spam, when I’d never done anything even remotely spammy.
One of the reasons Pinterest will suspend your account is if you are pinning too actively. Tailwind SmartGuide helps out in a big way here:
- It monitors your pinning frequency and warns you if your activity likely to reduce your overall reach or put your Pinterest account at risk of suspension.
- It suggest simple fixes to keep your Pin schedule healthy.
Tailwind SmartGuide can save you a lot of pain… take it from me!
A basic level Tailwind account for Pinterest comes in at around $10 a month. You can sign up for your free Tailwind trial by clicking the banner below.

That’s all for now.
Paul

Any questions about my Tailwind App review? Drop me a comment below and I’ll happily answer!
Best. Review. Ever 😮 I’m growing my Pinterest account slowly on the side and not in a very committed way. But I’ve always been curious about Tailwind, of course. Your blog post answered every single question, gave me good examples, and I have a clear idea of what I’m getting from it. Actually, your story made me want to jump into Pinterest right now haha. Anyways, amazing review, thanks for sharing this info! Cheers, James
Hi James. I really appreciate you taking the time to read this post. I’m very happy using Tailwind for Pinterest and I’m only just scratching the surface I think! I believe the real benefits of using it come over time, and I can’t wait to start using it for Instagram when I have a spare moment!