One found discrepancy usually covers the year.
Flat monthly pricing, no per-statement nickel-and-diming. Start free, upgrade once it has already paid for itself.
Founding beta
The first 25 agencies get 6 months free on any plan.
Solo
One agent, one book, no more spreadsheet reconciliation.
billed annually, saves $48 a year
Choose Solo- 1 user
- Up to 15 statements / month
- All reconciliation rules
- Learned carrier formats
- CSV + PDF exports
Agency
For growing agencies reconciling across producers.
billed annually, saves $48 a year
Choose Agency- Up to 5 users
- Up to 100 statements / month
- Downline payouts + 1099 rollups
- Agency rate overrides per carrier
- Priority format learning
- Everything in Solo
Upline
For FMOs, IMOs, and GAs paying a full hierarchy.
billed annually, saves $48 a year
Choose Upline- Up to 20 users
- Unlimited statements
- Multi-level hierarchy + overrides
- Priority support
- Everything in Agency
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Enterprise
For large uplines and carriers: custom seats and volume, SSO, API access, a dedicated environment, and onboarding for your existing carrier formats.
Questions, answered
Who is Pineapple Split for?
Independent agents, insurance agencies, and uplines (FMOs, IMOs, GAs) that reconcile Medicare Advantage, PDP, Med Supp, health, and life commissions and pay downline agents. If carrier statements land in your inbox and money flows through you, it is for you.
Is there really a free start?
Yes. You can upload a statement and see the reconciliation before paying anything. You only need a plan to keep going at volume.
What if my carrier's format is brand new to you?
It goes to a quick review queue where you confirm the column mapping once. After that, every statement in that format reconciles automatically.
Do you handle Medicare, health, and life?
Yes. Medicare Advantage and PDP have CMS fair-market-value checks built in. Percentage-of-premium products like Med Supp and life use rates you set per carrier.
How do you handle our data?
You upload files, period. We never scrape carrier portals or store login credentials, and every number traces back to the original row for audit.
Can I change plans or cancel?
Anytime, from your account. Annual plans are billed once a year at a lower monthly rate.