Drayage TMS Category Guide
Best Drayage TMS Platforms: A Use-Case Guide, Not a Ranking
There is no single “best” drayage TMS. The right platform depends on your fleet size, what systems you already run, and how much operational automation you want beyond the dispatch board itself. PortPro is an independent, drayage-first platform. Profit Tools and Trinium are both established drayage TMS products now sold inside WiseTech's CargoWise Landside portfolio. This guide gives you a use-case-based shortlist — evaluation methodology, a feature matrix, and best-fit breakdowns by fleet size, complexity, existing systems, and desired automation level — rather than an arbitrary top pick. Doublefast, for context, isn't a TMS at all; it's an AI operating layer that can sit on top of any of these.
Last reviewed: August 17, 2026. This analysis was prepared by Doublefast.
Doublefast prepared this analysis and may be considered a competitor or complementary provider. Product details and pricing can change. Verify final requirements and pricing directly with each vendor.
How We Evaluated These
Evaluation Methodology
This guide is built from each vendor's own product pages, checked directly on August 17, 2026, plus third-party listings (Capterra) for pricing and review-volume data points the vendors themselves don't publish. We did not run these platforms ourselves — nothing here substitutes for your own demo or trial. Where a claim is a vendor's own marketing language (a feature name, a stated benefit) rather than something we independently verified, we say so.
We looked at four things for each product:
- What it actually is — an independent company or a module inside a larger portfolio, and what that means for how it's bought and supported.
- What it covers — order management, dispatch, container/chassis tracking, terminal integration, billing/settlements, and driver-facing tools, based on what each vendor publishes.
- What's public about cost — whether pricing is published anywhere, by the vendor or a third party, or purely quote-based.
- What independent signal exists — public review volume and rating, treated as a data point, not a verdict, given how thin some of these listings are.
We excluded products where we couldn't find enough current, verifiable public information to describe them confidently. DrayMaster and TMSEZ are both real, relevant options in this category — see our Profit Tools alternatives page for what we could verify on those — but we kept this page's head-to-head matrix to the three platforms (PortPro, Profit Tools, Trinium) plus Doublefast where we had the deepest, most current first-party detail to compare directly.
Category Basics
Generic Trucking TMS vs. Drayage-Specific Systems
A generic truckload or LTL TMS is built around linehaul dispatch, mileage- or weight-based rating, and driver settlements. It has no native concept of a container, a chassis, or a terminal — the operational units drayage actually runs on. Bolting drayage onto a generic TMS usually means tracking container and chassis details in free-text fields or a separate spreadsheet, which is exactly the kind of manual reconciliation a drayage-specific system is built to eliminate. The operational differences that actually matter:
- Container & chassis tracking. A drayage system tracks a container and its chassis as first-class objects tied to a specific move, not a note on a load record.
- Terminal appointment systems. Booking, holding, and rebooking terminal appointments — often against live terminal availability data — as part of the dispatch flow itself.
- Per-diem / demurrage tracking. Automated tracking of chassis per-diem and container demurrage accrual against last-free-day, with audit tools to catch duplicate or incorrect charges before they’re paid.
- Empty-return workflows. Matching an empty return to an outbound pickup (a "street turn" or "dual") is a scheduling primitive in drayage that a generic TMS has no equivalent for.
All three drayage-specific platforms in this guide (PortPro, Profit Tools, Trinium) cover these four areas in some form. That's the baseline that makes them comparable to each other — and the reason a generic TMS usually isn't a real option for a drayage-heavy fleet regardless of price or brand familiarity.
The Shortlist
Shortlist by Use Case
PortPro — independent, drayage-first, best for carriers leaving the WiseTech ecosystem
PortPro is an independently owned platform marketed as an operating system covering the full cycle “from delivery order to payment” for drayage carriers and brokerages with 5+ drivers and 40%+ of operations in drayage. It ships two named AI features — “Jerry” (AI dispatcher) and “Helen” (AI biller) — layered into a workflow a dispatcher still runs, plus automated terminal data extraction, appointment booking, and demurrage reporting. PortPro states it serves “550+ drayage carriers across North America” with a specific “Profit Driver” package aimed at 5–20 truck operations, and shows 4.7/5 on Capterra and 4.8/5 on G2. Best fit: carriers who want a standalone, drayage-specialized product with no ties to a larger enterprise suite. See our PortPro alternatives roundup, PortPro pricing guide, and Doublefast vs PortPro for more.
Profit Tools / CargoWise Landside — best for carriers already in (or comfortable entering) the WiseTech ecosystem
Profit Tools TMS covers order management, dispatch, billing & settlements (auto-rating, accessorial charges), chassis and per-diem audit, container track & trace, and a driver mobile app. It has been part of WiseTech Global's CargoWise Landside portfolio since WiseTech's 2023 acquisition of Envase Technologies, and sits alongside sibling products Compcare and GTG TMS in that lineup. Public review volume is thin (a small number of reviews on Capterra), and pricing is quote-based. Best fit: carriers who already run other WiseTech/CargoWise products, or who value an established enterprise vendor over a standalone one and are comfortable with an enterprise-style sales and implementation process. Full detail in our Profit Tools pricing guide and Doublefast vs Profit Tools.
Trinium — best for large, enterprise-scale intermodal/drayage fleets
Trinium TMS is also now part of CargoWise Landside, described by CargoWise's own product page as “a complete enterprise system built for modern intermodal trucking and container drayage operations,” with EDI/API order automation, marine-terminal API connectivity, a customer portal, document imaging, a driver mobile app, and business-intelligence dashboards. CargoWise Landside cites “300+ EDI and API customer connections” and “60+ marine terminal and rail connections” at the portfolio level (not a guarantee every connection ships with every account). Trinium's Capterra listing shows a $500/month starting price and only 2 reviews as of this writing — thin enough to treat as a data point, not a verdict. Best fit: larger intermodal and drayage operations that need deep terminal connectivity and are evaluating enterprise-grade platforms rather than a lighter, standalone tool.
A note on other options
TMSEZ and PCS Software are two other platforms worth knowing in this category — TMSEZ for its unusually transparent published pricing, PCS Software as a broader enterprise transportation platform that also covers drayage. We cover both, along with DrayMaster (a rate-management tool rather than a full TMS), in more depth on our Profit Tools alternatives page. We kept them out of the head-to-head matrix below because our first-party research depth on them is thinner than on PortPro, Profit Tools, and Trinium — noting that honestly rather than padding the table.
Different Category
Where Doublefast Fits — an AI Operating Layer, Not a TMS
Every platform above is a system of record: the dispatch board, the container/chassis ledger, the billing engine of your operation. Doublefast isn't that, and this guide doesn't force it into the same bucket. It's an AI operating layer that supplements the repetitive operational work around whichever system of record you run — delivery-order intake, terminal/container monitoring, holds and last-free-day tracking, appointment management, dispatch planning, driver coordination, customer updates, document collection, delivery and empty-return confirmation, and billing/invoicing prep — with the operating team staying in control of every decision.
That means Doublefast doesn't compete with PortPro, Profit Tools, or Trinium for the “which TMS should I buy” decision. It can sit on top of any of them, or support a carrier that doesn't run a dedicated TMS at all. In one 30-truck production deployment, the fleet grew from roughly 1,500 to 1,700 containers a month on the same trucks and back-office headcount dropped from five people to two — see the full case study for the complete numbers. That's evidence for the “add a layer” side of the decision, not a claim that Doublefast replaces any of the platforms above.
At a Glance
Feature Matrix
Doublefast is included as an AI operating layer, not a like-for-like TMS competitor — several rows (system-of-record functions) read differently for it by design, and that's intentional rather than a gap we're glossing over.
| PortPro | Profit Tools | Trinium | Doublefast | |
|---|---|---|---|---|
| Ecosystem | ||||
| Independent company (not a suite module) | Independent | CargoWise Landside module | CargoWise Landside module | Independent |
| Owned by WiseTech Global | Independent | Since 2023 (Envase deal) | CargoWise Landside portfolio | Independent |
| Core TMS Functions | ||||
| Order management & dispatch board (system of record) | Sits on top of your system of record | |||
| Billing / settlements system of record | Feeds prepared data to your TMS/accounting | |||
| Driver mobile app (system of record) | Works alongside your existing driver app | |||
| Container/terminal monitoring (LFD, holds, appointments) | Monitoring layer, not a system of record | |||
| Automation | ||||
| Named AI dispatch/billing features | "Jerry" + "Helen"¹ | Not publicly detailed | Not publicly detailed | Core product |
| Works without replacing your existing TMS | It is the TMS | It is the TMS | It is the TMS | Layers onto any TMS, or none |
| Deployment & Cost | ||||
| Published pricing | Quote only, per-driver model² | Quote only | Quote only ($500/mo start per Capterra)³ | Quote only |
| Reviews | ||||
| Meaningful public review volume | 4.7/5 Capterra, 4.8/5 G2⁴ | Thin — a handful of reviews⁵ | Thin — 2 reviews on Capterra³ | New to review sites |
¹ PortPro markets “Jerry” (AI dispatcher) and “Helen” (AI biller) as named features on its own site. ² PortPro doesn't publish dollar figures on its own site; third-party listings describe a per-driver pricing model. ³ Per Trinium-TMS's Capterra listing, checked August 17, 2026: “ $500” starting price per month, no free trial, 2 total reviews (one 4-star, one 3-star). This is a third-party listing, not a price published by CargoWise/Trinium directly. ⁴ Ratings and “550+ drayage carriers” claim per PortPro's own site, checked August 17, 2026. ⁵ Profit Tools' Capterra listing shows a small number of reviews as of this writing.
Not sure whether the gap is your TMS or the manual work around it?
See how Doublefast fits into your operationRecommendations
Best Fit by Fleet Profile
By fleet size
Small operations (roughly 5–20 trucks) tend to fit PortPro’s Profit Driver package or a transparently-priced option like TMSEZ. Mid-size drayage-focused fleets are PortPro’s and Profit Tools’ core market. Larger, multi-terminal or multi-mode operations are where Trinium and Profit Tools/CargoWise Landside’s enterprise features tend to matter more.
By operational complexity
More terminals, more chassis pools, and more accessorial types generally push toward the platforms with the deepest terminal/EDI connectivity claims — Trinium and Profit Tools, both citing 300+ EDI/API and 60+ terminal/rail connections at the portfolio level. Simpler, single-market operations may not need that depth.
By existing systems
Already running other CargoWise/WiseTech products? Profit Tools or Trinium keeps you inside one ecosystem and one support relationship. Want a clean, independent stack? PortPro is the standalone comparison point. Happy with your current TMS but drowning in manual work? See the section below on adding a layer instead.
By desired automation level
Want AI-assisted dispatch/billing built into the TMS itself? PortPro is the platform on this page that markets that most directly (Jerry, Helen). Want automation across intake, terminal monitoring, appointments, and billing without touching your system of record? That’s Doublefast’s lane, on top of whichever TMS you keep.
Honest Take
Is Drayage TMS Pricing Public Anywhere?
Mostly, no — and that's true across this entire category, not a gap specific to any one vendor. PortPro, Profit Tools, and Trinium all route pricing questions to a demo or sales call on their own sites, as of August 17, 2026. The one exception we've directly verified in this space is TMSEZ, which lists $15/driver/month with a $75/month account minimum directly on its own site (see our Profit Tools alternatives page for that detail). Doublefast's own pricing is also quote-based.
Third-party listings occasionally fill part of the gap — Trinium-TMS's Capterra listing, for example, shows a $500/month starting price — but treat those as a data point sourced to that listing and its date, not a vendor-confirmed number. Our Profit Tools pricing guide and PortPro pricing guide go deeper on what to ask sales for each, since “quote-based” usually hides real variation by fleet size, module scope, and implementation complexity.
Before You Commit
Integration Considerations
Every platform on this page publishes some version of “we integrate with your ecosystem,” and that's usually true in general and unconfirmed for your specific account until you ask. Profit Tools and Trinium both sit inside CargoWise Landside's shared 300+ EDI/API and 60+ terminal/rail connection claims, which describe the portfolio, not a guarantee for every deployment. PortPro publishes its own terminal-data extraction and dispatch integration separately. A documented, third-party-confirmed example worth knowing either way: Samsara publishes a live integration with Profit Tools syncing driver hours and vehicle location — concrete evidence that at least one external system connects to it in production, not just an internal claim.
Whichever platform you evaluate, the questions are the same: which of your specific terminals and trading partners have a confirmed, working connection today (versus theoretically supported); whether a formal EDI trading-partner relationship (ISA/GS identifiers, VAN) already exists or needs to be set up; and what sits downstream — billing, factoring, a customer portal — that also needs to stay connected through a migration. See our TMS integrations page for how Doublefast's own architecture approaches this same set of questions when layering on top of an existing system.
Before You Start
Implementation Checklist
A real, working list — whichever platform you land on, or if the answer ends up being “add a layer instead.” This section is formatted to print cleanly if you want a paper copy for an evaluation meeting.
- 1Write down what "better" actually means for your operation — fewer manual touches, lower per-diem/demurrage leakage, faster invoicing, or a genuine system-of-record replacement. Different goals point at different products.
- 2Map every system currently touching a load: terminal websites, EDI/VAN connections, telematics (e.g. Samsara), accounting/factoring, and any existing TMS. A new platform has to fit around all of them, not just replace one.
- 3Confirm, in writing, exactly what is bundled vs. billed separately — this matters most for suite products (Profit Tools, Trinium) where the module boundary inside CargoWise Landside isn't always obvious from the marketing page.
- 4Ask for the real implementation timeline for a fleet your size, not a category-average number, and get it in the contract.
- 5Get a straight answer on licensing structure — per seat, per truck, per driver, per transaction, or flat — and how it changes as your fleet grows.
- 6Confirm which of your specific terminals, customers, and rail connections have a working EDI/API link today, versus which need custom integration work.
- 7Ask what data migrates automatically from your current system, and what your team re-enters by hand.
- 8Check whether your IT process (or the vendor's) requires a formal security review before a new system can connect, and build that time into the plan.
- 9Ask about a pilot: can you run a subset of the fleet on the new platform before a full cutover, and what does rollback look like if it doesn't work out.
- 10Decide up front whether you're solving a system-of-record problem or an automation problem — see the section below on when the honest answer is to keep your current TMS.
Honest Take
When the Right Answer Is “Keep Your Current TMS and Add an Operating Layer”
This guide exists to shortlist TMS platforms — but for a real share of carriers reading it, the honest recommendation isn't a new TMS at all. If your current system (whichever of PortPro, Profit Tools, Trinium, or something else you already run) handles order management, dispatch, and billing well enough as a system of record, and your actual pain is the manual work around it — chasing terminal statuses, re-keying delivery orders, tracking down appointment slots, catching demurrage before it's too late, invoicing lag — that's an automation problem, not a TMS problem.
A full platform migration doesn't reliably fix that unless the new platform has its own AI layer built in, and even then you've paid the full cost of a system-of-record swap (data migration, retraining, EDI re-establishment, running two systems in parallel) to solve a problem that adding automation on top of what you already have could have addressed directly. Doublefast is built for exactly this case — see how AI can work alongside PortPro or how Doublefast connects to a TMS you already run for what that looks like in practice.
FAQ
Frequently Asked Questions
Related reading: all TMS & AI comparisons, PortPro alternatives, Profit Tools alternatives, and our TMS integrations page.
PortPro is a trademark of its respective owner. Profit Tools, CargoWise, and related names are trademarks of their respective owners. Doublefast is not affiliated with or endorsed by these companies. Product information is based on publicly available sources and may change.
Tell Us What's Slowing
Your Team Down
We'll show you how Doublefast fits into your current stack, starting with the workflow costing you the most.
Request a Conversation