Before choosing a social media scheduler, it's crucial to look at genuine user feedback. In this article, we break down Tailwind reviews to assess usability, reliability, and whether Tailwind is the right scheduling tool for your workflow in 2026.
If you're debating whether to stick with Tailwind or explore alternatives, this overview will help.
Tailwind Overview
Tailwind is a social media scheduling tool built primarily for Pinterest, Instagram, and Facebook. It is known for its SmartSchedule, Ghostwriter AI, Tailwind Create design templates, and Tailwind Communities for collaborative content sharing. Many Pinterest-focused creators and e-commerce sellers use Tailwind to grow their visual content presence.

Highlighted features include:
- SmartSchedule for data-driven optimal posting times
- Tailwind Create for design templates
- Ghostwriter AI for copywriting
- Tailwind Communities for collaborative growth
- Pinterest, Instagram, and Facebook support
Despite Tailwind's dominance in the Pinterest scheduling space, user reviews reveal important insights into platform limitations, pricing, and the overall experience.
User Reviews and Ratings
On Trustpilot

On Trustpilot, Tailwind holds a rating of 3.5 out of 5, based on 302 reviews. The review distribution is polarized — a large portion of reviews are 5-star from satisfied Pinterest users, but there is also a significant number of 1-star and 2-star reviews.
Positive reviewers praise Tailwind's Pinterest capabilities. One user said: "Tailwind has honestly made Pinterest a million times easier. I can batch schedule posts, use their SmartSchedule to pin at the best times, and actually stay consistent without lifting a finger." Another long-time user noted: "Smartpin has actually changed my life! Smartpin just makes it so much easier."
However, negative experiences are also common. One reviewer complained that "customer support went downhill!! The return policy makes it difficult." Another user reported that after cancelling their account years ago, they discovered Tailwind had been "charging my credit card every year since" — a serious billing concern.
Tailwind has replied to only 42% of negative reviews, typically within 1 week — notably slower than some competitors who respond within 24 hours.
Rating: 3.5/5 (302 reviews)
Pros
- Excellent Pinterest scheduling with SmartSchedule
- SmartPin simplifies content planning
- Batch scheduling saves significant time
Cons
- Customer support quality has declined
- Reports of continued billing after cancellation
- Slow response to negative reviews (42%, within 1 week)
- Only supports 3 platforms (Pinterest, Instagram, Facebook)
(credit: Trustpilot)
On G2

On G2, Tailwind has a rating of 4.3 out of 5, based on 141 reviews. Users consistently praise the product for its ease of use and ability to schedule posts efficiently, with the SmartSchedule feature particularly valued for optimizing posting times based on audience engagement.
The G2 review summary notes: "Users consistently praise the product for its ease of use and ability to schedule posts efficiently, which significantly saves time in managing social media. The SmartSchedule feature is particularly valued for optimizing posting times based on audience engagement. However, some users note that the interface can feel cluttered, which may hinder navigation."
The most commonly mentioned pros include scheduling posts (2 mentions), post scheduling (2 mentions), convenience (1), content creation (1), and automation benefits (1). The relatively low mention counts reflect the smaller review base on G2.
The cons are more telling: high pricing (1 mention), expensive (1), complexity (1), complex features (1), and annoying interface (1). Users find value in Tailwind but note the interface can be overwhelming.
A featured review titled "Helpful for Timing Posts, But Room for Improvement" gave Tailwind 3.5/5, noting: "I like that it helps me understand WHEN to post so that I have the best engagement on my posts." But the reviewer also stated: "Sometimes Tailwind feels a bit cluttered. There are a LOT of options."
Rating: 4.3/5 (141 reviews)
Pros
- Scheduling posts and SmartSchedule timing
- Post scheduling efficiency
- Content creation tools
- Automation benefits
Cons
- High pricing / expensive
- Interface can feel cluttered
- Complex features
- Limited to 3 platforms
(credit: G2)

Review Authenticity
The moderate Trustpilot rating (3.5/5) and G2 score (4.3/5) both tell a consistent story: Tailwind is excellent for Pinterest but has notable limitations. The billing complaints on Trustpilot are concerning, and the cluttered interface theme appears across both platforms. If Pinterest is your primary platform, Tailwind delivers strong value. If you need to schedule across more platforms, the 3-platform limitation is a dealbreaker.
Before choosing a social media scheduler...
Consider the following tips:
- Check multiple review platforms to ensure consistent user feedback.
- Look at the timing of reviews — sudden bursts of positive reviews can be a red flag.
- Research what people are saying on forums like Reddit for more unbiased opinions.
- Ask fellow business owners about their experiences with the service.
Ultimately, the best scheduler is the one that will give your social team a massive leg up and make the whole posting process a lot easier.
Tailwind is the best tool specifically for Pinterest scheduling, but its limitation to just 3 platforms (Pinterest, Instagram, Facebook) and monthly post caps on lower plans mean most creators need a second tool for everything else.
You might want to consider PostPlanify — an ideal solution for creators, marketing teams, agencies, and brands who want to streamline their content workflow and publish faster across all social platforms.
What sets PostPlanify apart besides its features is its ability to streamline your entire publishing workflow with an interface built for speed, supported by tools that:
- Get help from AI Writing Assistant
- See platform-specific post previews
- Import media directly from Canva & Google Drive
- Organize multiple brands easily
- Support bulk scheduling
- Get insights from Analytics

Starting at $19 per month, PostPlanify lets you connect multiple accounts under your brand and schedule unlimited posts across 9 platforms — including TikTok, X/Twitter, YouTube, LinkedIn, and Bluesky that Tailwind does not support.
Some of its features include:
- Bulk scheduling
- Reporting and analytics
- Simple and modern interface
- Canva and Google Drive integration
- Unlimited scheduling on all paid plans
- Multi-brand organization
- Team workflows and approval workflows
- Advanced post management calendar





