Start Free Trial — 14 Days Free
💎 Pricing

Simple, Transparent Pricing

Start free, upgrade when you're ready. Every plan includes a 14-day Pro trial — no credit card required.

Monthly
Annual Save 20%
🎾

Free

$0
/month

Perfect for small clubs getting started

  • Up to 50 players
  • Club Overview & Settings
  • Calendar & Scheduling
  • Courts & Sessions
  • Player Management (basic)
  • 5 AI chats/day (20 msgs)
  • 2 image generations/day
  • Basic integrations
  • AI Insights
  • Financial Dashboard
Get Started Free
🔥

Pickle

$39
/month

For growing clubs that need more

  • Everything in Free +
  • Unlimited players
  • Teams & Roles
  • 10 AI chats/day (40 msgs)
  • 10 image generations/day
  • 1 AI system call/day
  • Workspaces
  • AI Insights
  • Advanced integrations
Select Pickle
🏆

Enterprise

Custom
pricing

For large clubs & networks

  • Everything in Pro +
  • 99.9% SLA uptime
  • Dedicated Account Manager
  • Unlimited AI calls & tokens
  • API access
  • SSO & 2FA
  • Priority support 24/7
  • Custom integrations
  • Multi-club discounts
Talk to Sales
📊 Detailed Comparison

Compare All Features

Feature Free Pickle Pro Enterprise
Player Limit 50 Unlimited Unlimited Unlimited
Calendar & Scheduling
Courts & Sessions
Player Management Basic Advanced Advanced Advanced
Teams & Roles
Workspaces
Financial Dashboard
AI Insights
Predictive Forecasting
Churn Prevention AI
AI Chat (daily) 5 chats 10 chats 30 chats Unlimited
Image Generation (daily) 2 10 50 Unlimited
Advanced Integrations SMS, Email, Stripe Custom
API Access
Support Email Email Priority 24/7 Dedicated
Account Manager

Calculate Your ROI

See how much revenue you could gain and time you could save

$0
Additional Monthly Revenue
0
Hours Saved per Month
0%
ROI on Pro Plan
❓ Pricing FAQ

Frequently Asked Questions

How does the 14-day Pro trial work?
When you sign up, you automatically get full access to all Pro features for 14 days, completely free with no credit card required. After the trial, you'll be moved to the Free plan unless you choose to upgrade. You can try the Pro plan risk-free and see the value before making any commitment.
What happens when my trial ends?
When your 14-day trial ends, your account automatically switches to the Free plan. All your data is preserved — nothing is deleted. You keep access to basic features, and you can upgrade to any paid plan at any time to unlock Pro or Pickle features again.
What happens when I exceed my AI chat limits?
If you reach your daily AI chat limit, you have two options: wait until the next day when your quota resets, or purchase additional AI tokens as needed. We offer flexible token packages so you only pay for what you use beyond your plan's included limits.
Can I manage multiple clubs with one account?
Yes! Your subscription applies to all clubs under your account. For multiple clubs, you'll pay the plan price multiplied by the number of clubs. We also offer multi-club discounts: 10% off for 2+ clubs, 20% off for 5+ clubs, and custom Enterprise pricing for 10+ clubs.
Can I switch plans at any time?
Absolutely. You can upgrade or downgrade your plan at any time from your account settings. Upgrades take effect immediately with prorated billing, so you only pay the difference for the remainder of your billing cycle. Downgrades take effect at the start of your next billing period.
Do you offer a discount for annual billing?
Yes! All paid plans get 20% off when you choose annual billing. That's equivalent to getting 2 months free. Pickle plan goes from $39/mo to $31/mo ($372/year), and Pro plan goes from $99/mo to $79/mo ($948/year).
What payment methods do you accept?
We accept all major credit and debit cards (Visa, Mastercard, American Express, Discover) through our secure payment processor, Stripe. Enterprise customers can also pay by invoice with NET-30 terms. All payments are encrypted and PCI-compliant.
Can I cancel anytime?
Yes, you can cancel your subscription at any time with no penalties or fees. If you're on an annual plan, you can cancel and you'll retain access until the end of your billing period. No long-term contracts required (except for custom Enterprise agreements).
Is my data secure and backed up?
Absolutely. We use enterprise-grade encryption (AES-256) for all data at rest and in transit. Your data is backed up daily with redundancy across multiple secure data centers. Enterprise customers get additional security features including SSO, 2FA, and a 99.9% uptime SLA guarantee.
What integrations do you support?
Free and Pickle plans include Facebook, Instagram, and WhatsApp integrations. Pro plan adds SMS, iMessage, Email, and Stripe payment processing. Enterprise customers get access to our API for custom integrations, plus we can build specific integrations based on your needs.
How difficult is it to set up and migrate my data?
Setup is incredibly easy! Most clubs are up and running in under 30 minutes. You can import data via CSV files, copy-paste from spreadsheets, or simply use our AI voice assistant to tell the system about your players and sessions. Our onboarding wizard walks you through every step, and Pro/Enterprise customers get dedicated onboarding support.
Do you offer refunds?
We offer a 30-day money-back guarantee on all paid plans. If you're not satisfied with PickleClub.ai within the first 30 days of your paid subscription, contact our support team and we'll issue a full refund — no questions asked.

Ready to Grow Your Club?

Start your free 14-day Pro trial today — no credit card required.

No credit card required • Full Pro access for 14 days • Cancel anytime