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Contractor payments · September 2026 Edition

Tipalti vs Trolley

Two of twelve models named Tipalti first on the direct prompt; zero named Trolley. Tipalti was named by twelve of the twelve models and Trolley by ten and Tipalti carries 24 labels and Trolley 12, so the shares are not directly comparable.

Tipalti

accepted challenger

Named in twelve categories this edition.

Trolley

accepted challenger

Named in one category this edition.

First-choice share7%7%Of first choices across the direct, paraphrase, budget and scale prompts, 0 to 100.
Negative rate4%0%Negative labels as a share of the product's labels, 0 to 100.
Rank in category#3#5A position in a field of 14; printed, not drawn.
Labels2412A count; the two differ.
The two percentage rows are drawn on one 0 to 100 track, Tipalti reading right to left. Rank and label count are printed, not drawn.Deel was named alongside these two in ten of the twelve direct answers. Deel vs Tipalti · Deel vs Trolley · Square Payroll vs Tipalti

Share is the count of first choices across the direct, paraphrase, budget and scale prompts over all twelve models, for a mid-market B2B company; rank is within the category; every quote names the model and the prompt it came from. Both figures come from the contractor payments page.

By framing

How many of the twelve models made each the first choice, per way of asking, and how many argued against it.
TipaltiFirst choices, of twelve modelsTrolley
Direct20
Paraphrase13
Comparative00
Budget-constrained001 against Tipalti
Scale-constrained00
Negative00
Bars are first choices, 0 to 12 each sideModels that argued againstA model can name both, so the two sides of a row do not sum to twelve.

Every model, every framing

The seventy-two answers behind the chart above, one cell each: where Tipalti and Trolley stood in it.
ModelDirectParaphraseComparativeBudget-constrainedScale-constrainedNegative
Claude Haiku 4.5
GPT-5.4 mini
Gemini 3.5 Flash
Perplexity Sonar
Grok 4.1 Fast
Mistral Small
DeepSeek V4 Flash
Llama 4 Maverick
Qwen 3.7 Flash
Kimi K2
GLM 4.7 FlashX
MiniMax M2.5
Tipalti Trolley first choice named as an alternative argued againstblank: not namedEach cell is one answer, Tipalti on the left and Trolley on the right.

The direct prompt

The plain question, one answer per model, grouped by where Tipalti and Trolley stood in it.

Tipalti first, Trolley not the choice

2 of 12 modelsTrolley was named in the answer but not as the choice, or not at all.
DeepSeek V4 FlashTipalti alternatives: BILL, Deel, Routable, Wingspan, Worksuite
Qwen 3.7 FlashTipalti alternatives: Deel, Routable

Neither was the first choice, one was named

7 of 12 modelsThe answer put something else first and named one of the two as an alternative.
Claude Haiku 4.5Worksuite alternatives: Deel, Tipalti
GPT-5.4 miniDeel alternatives: Gusto, Tipalti
Gemini 3.5 FlashRippling alternatives: Deel, Remote, Tipalti, Wingspan
Perplexity SonarDeel alternatives: Remote, Tipalti
Mistral SmallRoutable alternatives: Deel, Tipalti, Wingspan
Kimi K2BILL, Gusto alternatives: Routable, Tipalti, Wingspan
MiniMax M2.5Deel alternatives: Gusto, Tipalti

Neither was named

3 of 12 modelsThe answer made no first choice from these two in this category.
Grok 4.1 FastRippling alternatives: BILL, Deel, Gusto, Routable
Llama 4 MaverickRoutable alternatives: BILL, Wingspan
GLM 4.7 FlashXDeel, Remote alternatives: Gusto, Oyster / Rippling Global, Routable

Bold names in an answer are the products the judge labeled a first choice; a model naming several gives each of them that label. The full answer text for every row is in the record.

By buyer segment

The same question asked on behalf of a different buyer. Each standing is computed within its segment and they are never added together. The figures above are the mid-market standing, which is the one the category orders by.
Small business
Trolley leads by two points.
Trolley2%#– of 11
Tipalti0%#10 of 11
The full small business standing →
Mid-marketThe figures above
Level: the same share of first choices.
Tipalti7%#3 of 14
Trolley7%#5 of 14
The full mid-market standing →
Enterprise
The order flips: Tipalti leads at enterprise.
Tipalti24%#1 of 11
Trolley2%#– of 11
The full enterprise standing →

What the models said about Tipalti

No label in this category carried a quote.

What the models said about Trolley

Every negative label with a quote, up to three, then the highest-weighted positives, up to three. Three of four in this category shown.

“Trolley is a recommended freelancer payout software for mid-sized B2B companies” Llama 4 Maverick · paraphrase prompt · first choice
“I'd recommend Trolley as the best overall starting point” Perplexity Sonar · paraphrase prompt · first choice
“Trolley is highly recommended for freelancer payouts” Mistral Small · paraphrase prompt · first choice
Also compared
Deel vs TipaltiDeel vs TrolleySquare Payroll vs TipaltiSquare Payroll vs TrolleyTipalti vs RipplingTipalti vs RemoteTipalti vs GustoTipalti vs RoutableRippling vs TrolleyTrolley vs RemoteTrolley vs GustoTrolley vs RoutableAll twenty-eight head-to-head pages and the full contractor payments standing

Comparisons are drawn for the top eight products in each category, each against each. The output is the models' output; nothing here is a recommendation by the index.