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Tailwind
Tailwind Pricing
tailwindapp.com · Social Media Management · refreshed 2026-05-06Tailwind sells 5 distinct product lines (Pin Scheduling & Creation, Pinterest SEO, Pinterest Engagement and 2 more), each with its own tier ladder. A free tier is available.
Page fetched 2026-05-09 · tailwindapp.com · Multi-product subscription
www.tailwindapp.com/pricing-overview
Tailwind — 5 products
Monthly
$17.99/mo
flatAnnual
$29.99/mo
billed annuallySee your real cost on each plan
Adjust seats to compare Tailwind plans side-by-side and check the annual break-even.
Monthly
$17.99/mo$17.99/mo
Annual
$29.99/mo · $29.99/mo billed annually$29.99/mo
Tailwind pricing FAQ
Tailwind pricing starts at $0/mo for the free plan; paid plans begin at $11.99/mo for monthly billing (or $14.99/mo when billed annually) and $17.99/mo for the Pin Scheduling product, with a 40% discount for yearly subscriptions.
Tailwind's cheapest business-usable plan is Pin Scheduling & Creation at $17.99/mo. lowest paid tier for a single product.
Yes — Tailwind publishes a free tier. forever‑free plan, no credit card required.
Yes — Tailwind's purchase motion is self-serve. A checkout URL is published on the pricing page. No demo is required.
xpay scored Tailwind as agent-ready: every advertised plan is self-serve with public pricing. Tailwind's pricing URL resolves, but plan structure is not surfaced clearly enough for an agent to enumerate without hand-parsing. No per-unit price was found on the page; an agent has no direct way to estimate the cost of a single task. Every advertised tier is self-serve; no tier requires a sales call. No public API documentation URL was discovered. A free or freemium tier is offered. For the full purchase simulation see the linked Agent-Ready Index scorecard.
In the Social Media Management category, xpay's Agent-Ready Index lists alternatives ranked by their ability to support AI agent purchase. Visit the agent-readiness scorecard for Tailwind to compare with 3 nearest peers.
Top Tailwind alternatives by pricing transparency
Can an AI agent buy from Tailwind?
49
/ 100 in xpay's Agent-Ready SaaS IndexTailwind scores 49/100 on xpay's Agent-Ready Index v2: partial pricing visibility; self-serve checkout is available; a free entry path exists.
See the full scorecardIncludes the 6-step agent purchase simulation, score breakdown across 7 dimensions, and the one-line fix that would lift Tailwind into the Agent-Ready Verified band.At a glance
forever‑free plan, no credit card required
Monthly or annual
$11.99/mo
7 tiers
5 × 2
Multi-product subscription
Most agent-ready
Tailwind pricing summary derived from a live read of https://www.tailwindapp.com/pricing-overview on 2026-05-06. For the agent-readiness assessment — including the 6-step purchase simulation and a per-dimension scorecard — see xpay's Agent-Ready SaaS Index entry for Tailwind.
Explore SaaS pricing across categories
25,480+ SaaS scored on agent-buyability — browse by readiness band, category, or jump straight to a pay-per-run tool on xpay.tools.
