Searching for the ultimate guide to tail wind scheduling on Pinterest? You’ve landed in the right place. When you’re ready to supercharge your pinning workflow, Tailwind is the go-to platform designed to save you hours each week while maximizing engagement and driving traffic to your site. I’ve tested countless tools, and Tailwind’s proven strategies, intuitive design features, and powerful scheduling engine stand out from the rest.

If you’ve struggled with inconsistent pinning, scattered content planning, or missed peak engagement windows, I get it—I’ve been there too. Tailwind has been helping marketers grow on Pinterest since its launch, trusted by millions of creators and hundreds of thousands of businesses worldwide. Ready to see the difference for yourself? Get Started with Tailwind for Free Today and discover why it’s the industry standard.

What is Tailwind?

Tailwind is a comprehensive Pinterest marketing and scheduling tool that streamlines your content creation, bulk scheduling, and analytics. In the context of tail wind scheduling, Tailwind leverages data-driven best practices to help you post at optimal times, maintain consistent publishing frequency, and engage your audience when they’re most active.

Tailwind Overview

Founded in 2015, Tailwind began as a small team of Pinterest power users frustrated by the time-consuming pin creation and scheduling process. Their mission was clear: build a tool that automates best practices and empowers creative marketers to focus on strategy, not busywork. Over the years, Tailwind has expanded to support Instagram, Facebook, and email marketing—growing to serve over 500,000 users and processing data for more than half a billion pins.

Headquartered in New York, Tailwind has won multiple industry awards for innovation in social media tools and maintains a community-first approach. Regular feature releases, AI-powered copywriting enhancements, and seamless integrations with Shopify, WordPress, WooCommerce, and Squarespace demonstrate Tailwind’s commitment to evolving with marketers’ needs.

Pros and Cons

Pros:

Time-Saving Automation: Design, schedule, and publish fresh Pins in minutes, not hours.

SmartSchedule: Receive personalized posting times based on when your audience is most responsive.

Bulk Editing & Scheduling: Drag-and-drop calendar makes planning weeks or months a breeze.

AI-Driven Copywriting: Ghostwriter AI crafts on-brand titles and descriptions aligned with Pinterest best practices.

Seamless Integrations: Sync your shop or blog, import images from anywhere, and sync products/pages automatically.

Interval & Multi-Board Pinning: Spread your content strategically across multiple boards with set intervals.

Free Forever Plan: Start without risk with 5 AI credits, 5 posts per month, and core analytics.

Cons:

Some advanced analytics and AI credits are limited to paid plans.

The learning curve for new users can be steep due to the breadth of features.

Features

Tailwind packs powerful features tailored for tail wind scheduling and optimized Pinterest growth.

Bulk Schedule Like a Pro

Visualize your entire Pinterest content calendar, edit multiple Pins at once, and drag-and-drop to refine your schedule. Bulk scheduling accelerates planning and eliminates repetitive tasks.

Personalized SmartSchedule

SmartSchedule analyzes your audience’s engagement patterns to recommend the best times to post. Leverage these windows to ensure each Pin reaches maximum visibility.

Automatic Publishing

Once scheduled, Tailwind publishes your Pins automatically—no browser extensions or manual publishing needed. This “set-and-forget” approach frees you to focus on strategy and content creation.

Interval & Multi-Board Pinning

Spread your content across multiple boards at defined intervals to avoid spammy behavior and maintain a steady stream of fresh Pins in relevant niches.

AI-Powered Ghostwriter

Tailwind’s Ghostwriter AI adapts your brand voice to generate compelling Pin titles and descriptions. Spend less time worrying about copywriting and more time on creative strategy.

Tailwind Create

Design stunning, on-brand graphics with automatic personalization for Pinterest, Instagram, and Facebook. Use your colors, fonts, and logo to generate cross-channel posts ready to publish.

Seamless Integrations

Sync with Shopify, WordPress, WooCommerce, and Squarespace to auto-import products or pages and turn them into ready-to-post Pins. Install the browser extension to grab images from any website or Canva.

Tailwind Pricing

Tailwind offers four plans to fit every stage of growth, including a free forever tier.

Free Forever

Price: $0/mo USD

Best for: Getting started with your brand

• 5 AI Credits/mo
• 5 Posts per month (Instagram, Pinterest & Facebook)
• Bulk scheduling with basic analytics
• Smart.bio Custom Link

Pro

Price: $24.99/mo USD

Best for: Growing your brand

• 200 AI Credits/mo
• 200 Posts per month
• Advanced Analytics
• 5 Tailwind Communities

Advanced

Price: $49.99/mo USD

Best for: Growing multiple brands

• 1000 AI Credits/mo
• Unlimited Post Designs
• 2 User Accounts
• Unlimited Tailwind Communities

Max

Price: $99.99/mo USD

Best for: Managing multiple accounts

• 2000 AI Credits/mo
• Unlimited Posts per month
• 5 Users
• Advanced team collaboration features

Tailwind Is Best For

Whether you’re a solo blogger or an agency managing dozens of clients, Tailwind adapts to your needs.

Bloggers & Influencers

Automate pinning, maintain consistent branding, and grow traffic without sacrificing creative time.

E-Commerce Businesses

Sync products, schedule promotional Pins around launches, and leverage AI to highlight features that drive sales.

Digital Agencies

Manage multiple client accounts with advanced analytics, team roles, and community sharing for collaborative workflows.

Benefits of Using Tailwind

• Save Time: Design and schedule at scale, freeing hours each week.
• Maximize Engagement: Post when your audience is most active through SmartSchedule.
• Increase Traffic: Apply proven strategies baked into Tailwind’s data-driven engine.
• Enhance Creativity: Leverage AI to generate on-brand copy and designs instantly.
• Scale Effortlessly: Manage multiple accounts, communities, and submission queues in one dashboard.

Customer Support

Tailwind’s support team is known for its responsiveness and friendly approach. Most inquiries receive a helpful reply within 24 hours, and comprehensive documentation covers every feature.

Support channels include email, live chat, and an extensive Help Center. Premium plan users gain access to priority support and onboarding sessions to ensure quick mastery of Tailwind’s suite.

External Reviews and Ratings

Across platforms like G2 and Capterra, Tailwind consistently scores above 4.5 stars. Users praise the ease of bulk scheduling, the accuracy of SmartSchedule recommendations, and the time saved on repetitive tasks.

Some users note a learning curve for advanced features and occasional delays in AI-generated copy edits. Tailwind addresses these concerns with regular updates, tutorial webinars, and an active user community that shares best practices.

Educational Resources and Community

Tailwind offers a wealth of resources, including:

• Official blog with case studies and strategy guides.
• On-demand webinars and workshops covering Pinterest marketing.
• Video tutorials for every feature, from Tailwind Create to interval pinning.
• An active Tailwind Community where users share tips, templates, and collaborate on group boards.

Conclusion

Mastering tail wind scheduling on Pinterest doesn’t have to be complicated. With Tailwind’s intuitive interface, AI-powered copywriting, and data-backed SmartSchedule, you can save time, boost engagement, and drive real traffic to your site. Ready to elevate your Pinterest marketing? Get Started with Tailwind for Free Today and unlock your growth potential.

Get Started with Tailwind for Free Today