Keelway
Implementation, 30 / 60 / 90 — honest version

What a broker TMS implementation actually looks like.

The legacy broker TMS implementation timeline — 6-12 months, $50,000-$150,000, a dedicated PM from the vendor, a 200-line requirements doc — is one of the biggest reasons SMB and mid-market brokerages stay on outdated systems. It does not have to be that. Keelway implementations run from under-24-hours-to-first-load on the SMB tier to a 60-90 day phased rollout on the mid-market tier. This page documents the honest cadence for each.

<24h
SMB time-to-first-load
$997/mo flat tier
30–60d
Mid-market full cutover
Phased per-desk
$0
SMB implementation fee
Self-serve onboarding included

The three implementation tiers

SMB

5–25 brokers · Under 1 week to full productivity

Day 1: Gmail OAuth, FMCSA backfill on existing carrier book, load-posting templates configured. Days 2-3: rate-confirmation template branded, QuickBooks OAuth. Days 3-5: first loads triaged, ranking weights tuned. Self-serve with email and Slack support. $0 implementation fee.
Mid-market

25–200 brokers · 30–60 days phased

Weeks 1-2: kickoff, SSO + IdP integration, sandbox tenant. Weeks 2-3: historical carrier-data migration, FMCSA backfill, label taxonomy review. Weeks 3-4: first desk shadow mode. Weeks 4-8: phased per-desk cutover with daily syncs. Named CSM throughout. Implementation fee modest, scoped up-front.
Enterprise

200+ brokers · 60–120 days, often overlay

Weeks 1-2: procurement, security clearance, MSA execution. Weeks 2-3: dedicated tenant provisioned, SAML + SCIM live, audit logs to SIEM. Weeks 4-18: per- brand phased rollout. Overlay pattern preferred over outright replacement on sticky legacy TMS investments. See the enterprise multi-brand case study.
Universal

What every tier gets

Carrier data migration with FMCSA backfill. Load template setup. Rate-confirmation template branded to the brokerage. Inbox-AI ranking weights tuned to actual desk mix. Accounting integration (QBO standard, NetSuite enterprise). At least one major load-board integration (DAT One default; Truckstop ITS on request).

The failure modes that quietly kill broker TMS implementations

  1. One-day cutover across the entire floor. Always fails. Phased per-desk is the only pattern that works at mid-market scale and above.
  2. Migrating dirty data. Duplicate carrier records, expired insurance docs, stale shipper credit info — clean them in the source TMS before migration. Debugging inside the destination is a tax nobody enjoys.
  3. No plan for the productivity dip. Senior brokers lose 30-50% of their daily throughput in week 1 on a new system. Without a buffer plan, the brokerage panics and blames the tool.
  4. Under-scoping the EDI cutover. Working EDI pairs to top shippers took quarters to build and are load-bearing. Always run the new and old EDI pairs in parallel for at least 14 days before retiring the old one.
  5. Skipping ranking-weight tuning. The difference between a reefer desk's effective top-5 and a flatbed desk's effective top-5 is large. Implementations that skip per-desk weight tuning under-deliver on the AI productivity gain.

Frequently asked questions

How long does a broker TMS implementation take?+

Depends sharply on tier. For a 5-25 broker SMB shop on Keelway TMS at $997/month flat: under 24 hours from signup to first load triaged, with most brokers fully productive by end of week 1. For a 25-200 broker mid-market 3PL: 30-60 days, phased per-desk. For a 200+ broker enterprise with EDI and multiple brands: 60-120 days with the overlay pattern often preferred over full replacement. Anything quoted under a week for a real mid-market+ implementation is underscoping the carrier-data work.

What does week-1 actually look like at Keelway?+

Day 1: Google OAuth on each broker's Gmail (or Microsoft 365 for Outlook brokerages). Day 1-2: FMCSA backfill on the brokerage's existing carrier book — typically 1,000-10,000 carriers depending on shop size. Day 2-3: load posting templates configured, rate-confirmation template branded, QuickBooks Online OAuth connected. Day 3-5: first loads posted and triaged with Keelway live; ranking weights tuned to the brokerage's actual desk mix. By end of week 1 the floor is productive on the new system.

What's the 30/60/90 cadence on a mid-market deployment?+

Day 30: first desk fully cut over from old TMS to Keelway as system of record. Ranking weights tuned to that desk's freight shape. Coordinator training complete. Day 60: second and third desks cut over. Cross-desk reporting live in the Keelway dashboard. EDI pairs running in parallel between old and new TMS where applicable. Day 90: all desks live on Keelway. Old TMS goes read-only for AR/AP reference. Quarterly business review scheduled with the dedicated CSM.

What's the most common implementation failure mode?+

Underestimating the broker retraining cost. A senior broker can move 20-30 loads/day on muscle memory in their existing TMS; in the first week on a new system that productivity drops to 8-12 loads/day even on better software. The brokerages that fail an implementation try to push through this dip with no plan; the ones that succeed pre-commit a productivity buffer — sometimes pulling forward a slower week, sometimes temporarily reducing posting volume — for the first two weeks per desk. Keelway's implementation plan builds this buffer in by default.

Do you charge an implementation fee?+

For the $997/month flat TMS plan: no. $0 setup fee, $0 onboarding fee. Implementation is self-serve with email and Slack support. For Enterprise tier deployments: implementation fees range from $0 to roughly 2-3 months of platform fee depending on scope (data migration depth, EDI cutover, dedicated tenant provisioning, named implementation engineer). Quoted up-front against a defined scope, not against ranges. Compare to McLeod LoadMaster where implementation alone is typically $20-$80K.

Planning the implementation?

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