Index › Spend and procurement › Contractor payments › Enterprise › September 2026 Edition

Contractor payments for enterprise buyers

Asked as “contractor payments and 1099 platform”, and as “freelancer payout software”, on behalf of an enterprise B2B company. 49 first choices recorded across the direct, paraphrase, budget and scale prompts, twelve models each.

Standing

Tipalti

Contested

24% of first choices, contested.

ShowinginAll 41 categories in the September 2026 Edition →

By buyer segment

The same question asked on behalf of a different buyer. Each standing is computed within its segment; they sit side by side and are never added together.

Small business

Gusto59%Clear leaderStanding →Mid-market

Deel27%ContestedStanding →Enterprise

Tipalti24%ContestedThis page

01The standing

Share is the count of first choices across the direct, paraphrase, budget and scale prompts, over all twelve models, for an enterprise B2B company. Ordered by share.

ProductFirst-choice shareNegative rateLabelsQuadrant

Tipalti2%45accepted challenger

Routable0%20accepted challenger

Papaya Global5%39accepted challenger

Deel22%49accepted challenger

Worksuite0%28accepted challenger

WorkMarket23%13accepted challenger

Rippling14%29accepted challenger

Show the four products at 0%, ordered by negative rate

Gusto62%13criticized challenger

Wise Business45%11criticized challenger

Payoneer44%18criticized challenger

Remote16%32accepted challenger

Bars are the share of first choices, 0 to 100Every product with at least 10 labels here. Every product name links to its vendor page.

Head to head

Deel vs Square Payroll Deel vs Tipalti Square Payroll vs Tipalti

Recommended versus criticized

Every product with at least 10 labels here, on both axes. The 30% line names a quadrant, not the verdict above: that one needs more than 40%.

Criticized challengerCriticized default

Negative label rate →

Accepted challengerEndorsed leader

0%First-choice share → · lines at 30% share and 25% negative40%

Key

Tipalti24%

Routable18%

Papaya Global12%

Deel10%

Worksuite8%

WorkMarket8%

Rippling4%

Remote0%

Payoneer0%

Wise Business0%

Gusto0%

02What they warned about

Two of twelve models held their first choice under the paraphrase. Claude Haiku 4.5, Perplexity Sonar, Grok 4.1 Fast, Mistral Small, DeepSeek V4 Flash, Llama 4 Maverick, Qwen 3.7 Flash, Kimi K2, GLM 4.7 FlashX and MiniMax M2.5 changed. A high negative share on a product with few labels is a warning. A low share on a product with many labels is salience, not sentiment.

Deel

22%

11 of 49 labels negative · 9 of 12 models · 4 hard negative

“Avoid These If Predictability Is Critical - **Deel / Remote / Oyster**” DeepSeek V4 Flash, budget prompt

Gusto

62%

8 of 13 labels negative · 5 of 12 models · 5 hard negative

“Domestic SMB-Centric Payroll Platforms (e.g., Gusto, Square Payroll, QuickBooks Payroll) ... they are not designed to support large enterprise architectures” Gemini 3.5 Flash, negative prompt

Remote

16%

5 of 32 labels negative · 5 of 12 models · 3 hard negative

“Avoid or De-prioritize for Your Needs - Per-contractor platforms like Remote ($29/user)” Grok 4.1 Fast, budget prompt

Payoneer

44%

8 of 18 labels negative · 5 of 12 models · 1 hard negative

“PayPal and Payoneer can charge exorbitant transaction fees or bury high foreign exchange (FX) markups” Gemini 3.5 Flash, negative prompt

03What they cite

Citations exist only for the models that return a source list: twelve of the twelve in this edition, and all six flagship models on the expanded tier.

Sites the answers cite

69 of 72 answers in this category came back with a source list, from 12 of 12 models: citations where the model returns them, or the search results it consulted. 5 of those lists are Google grounding redirects that name no site and are left out of the counts. 961 links across 255 sites, every framing counted. Ranked by the number of answers carrying the site or page.

contractor-of-record.com

45 answers · 47 citations · 9 models

worksuite.com

vendor site · Worksuite40 answers · 51 citations · 10 models

remote.com

vendor site · Remote38 answers · 42 citations · 11 models

learn.g2.com

31 answers · 34 citations · 9 models

papayaglobal.com

vendor site · Papaya Global30 answers · 41 citations · 10 models

guideflow.com

vendor site · Guideflow27 answers · 29 citations · 10 models

routable.com

vendor site · Routable22 answers · 40 citations · 10 models

wingspan.app

vendor site · Wingspan22 answers · 26 citations · 8 models

deel.com

vendor site · Deel21 answers · 35 citations · 8 models

g2.com

17 answers · 28 citations · 7 models

tipalti.com

vendor site · Tipalti14 answers · 22 citations · 9 models

4dev.com

vendor site · 4dev.com13 answers · 13 citations · 6 models

Pages the answers cite

The ten pages named in the most answers, by full address. A page here is one the models returned with a recommendation, not one the index endorses.

contractor-of-record.com/software/contractor-payouts

44 answers · 9 models

worksuite.com/resources/insights/best-contractor-payment-software

36 answers · 10 models

remote.com/blog/payroll/best-contractor-payment-tools

35 answers · 11 models

learn.g2.com/best-contractor-payment-software

25 answers · 9 models

papayaglobal.com/blog/10-best-contractor-payment-software

23 answers · 9 models

routable.com/resources/best-1099-automation-platforms-high-volume-businesses

18 answers · 8 models

wingspan.app/articles/best-contractor-payroll-services

18 answers · 7 models

guideflow.com/blog/contractor-payment-software

17 answers · 10 models

4dev.com/blog/best-contractor-payment-software

9 answers · 6 models

deel.com/blog/best-contractor-management-software-for-global-payments

9 answers · 5 models

04How they answered

Six framings of the same buying question, each sent to every model in a fresh session with search on. One row per model, so a row shows whether it held its answer under rewording, what it named when cost was the constraint, and what it argued against. Computed from the raw judge labels.

ModelDirect“What is the best contractor payments and 1099 platform for an enterprise B2B company?”Paraphrase“Which freelancer payout software would you recommend to a large B2B company with thousands of employees?”Comparative“What are the top enterprise-grade contractor payment platforms and how do they differ?”Budget-constrained“What is the best contractor payments and 1099 platform for a large company that needs predictable total cost across thousands of users?”Scale-constrained“We are a 5,000 person company with SSO, SOC 2 and procurement review requirements evaluating a contractor payments and 1099 platform. What should we look at?”Negative“Which contractor payment platforms should a large enterprise avoid or be cautious about?”

Claude Haiku 4.5Worksuite

Three alternatives

Deel, Routable, Trolley

TalentDesk, WorksuiteChanged

Two alternatives

Deel HR, WorkMarket

Deel

Four alternatives

Remote, Tipalti, Wise Business, Worksuite

against: PayPalWorksuite

Two alternatives

Papaya Global, Routable

no first choiceagainst: Deel

GPT-5.4 miniTipalti

Two alternatives

Deel, Rippling

TipaltiHeld

Two alternatives

Deel, Payoneer

Deel

Four alternatives

BILL, Routable, Tipalti, Workday VNDLY

Worksome

One alternative

Tipalti

against: Deelno first choicenothing named

Gemini 3.5 FlashTipalti

Five alternatives

Deel, Rippling, Routable, WorkMarket, Worksuite

TipaltiHeld

Three alternatives

Deel, Papaya Global, Worksuite

Deel, Papaya Global

Four alternatives

Rippling, Tipalti, Wingspan, Worksuite

Routable, Wingspan

Two alternatives

Tipalti, Worksuite

against: Deel, Remote, RipplingRippling

Three alternatives

Deel, Remote, Tipalti

against: BILL, Fiverr Enterprise, Gusto, Papaya Global, PayPal, Payoneer, QuickBooks Payroll, Square Payroll, Upwork, Wise Business, Zelle

Perplexity SonarDeel

Two alternatives

Tipalti, Worksuite

against: Hyperwallet, PayoneerTipaltiChanged

Four alternatives

Lumanu, Payoneer, TalentDesk, Trolley

Deel

Four alternatives

Papaya Global, Remote, Tipalti, Worksuite

against: Oracle Textura, RipplingDeel

Three alternatives

Papaya Global, Tipalti, WorkMarket

no first choiceagainst: Deel, Gusto, PayPal, Payoneer, Revolut Business, Stripe, Wise Business

Grok 4.1 FastRippling

Two alternatives

Deel, WorkMarket

against: GustoPapaya GlobalChanged

Three alternatives

Deel, Rippling, Tipalti

Deel

Four alternatives

Papaya Global, Remote, Tipalti, Worksuite

against: Gusto, Payoneer, QuickBooks, Wise BusinessWorkMarket

Three alternatives

Routable, Tipalti, Worksuite

against: Deel, Gusto, Remote, RipplingRoutable

Five alternatives

Deel, Remote, Tipalti, Wingspan, Worksuite

against: CXC Global, Deel, Gusto, Payoneer, Rippling

Mistral SmallPapaya Global, RoutableHyperwallet, Papaya GlobalChanged

Two alternatives

TalentDesk, Trolley

Papaya Global

Four alternatives

Deel, Payoneer, Tipalti, Worksuite

Routable, WorkMarket

One alternative

Remote

against: Deelno first choiceagainst: Cash App, Venmo, Zelle

DeepSeek V4 FlashTipalti

Five alternatives

Deel, Papaya Global, Remote, Routable, Wingspan

DeelChanged

Two alternatives

Papaya Global, Worksuite

Papaya Global

Five alternatives

Deel, Rippling, Tipalti, Trolley, Worksuite

against: PayoneerWorkMarket

Two alternatives

Routable, Wingspan

against: Deel, Found, Gusto, Oyster, Paychex, Paycor, QuickBooks, Remote, SecureCrewsno first choice

Four alternatives

Deel, Remote, Rippling, Tipalti

against: Brookson Group, Conduent, Deel, Fiverr Enterprise, Freelancer, Native Teams, Ontop, Parasol, PayPal, Payoneer, Plentific, Skrill, Upwork, Wise Business, WorkMarket

Llama 4 MaverickRoutable

Three alternatives

Remote, Rise Works, Worksuite

TrolleyChanged

Five alternatives

Hyperwallet, Papaya Global, Payoneer, Tipalti, Wise Business

no first choiceRoutable

Two alternatives

Papaya Global, WorkMarket

no first choicenothing named

Qwen 3.7 FlashTipalti

Two alternatives

Deel, Papaya Global

WorkMarketChanged

Three alternatives

Deel, Papaya Global, Rippling

Deel

Five alternatives

Papaya Global, Remote, Rippling, Tipalti, Worksuite

Triumfe

Three alternatives

Deel, Papaya Global, Rippling

against: ADPTipalti

Three alternatives

Deel, Remote, Rippling

against: Bonsai, Kantataagainst: Ontop, Topup Two Rich, Topup.com

Kimi K2Routable, Tipalti

Three alternatives

Dots, Papaya Global, Worksuite

against: BILLWorksuiteChanged

Two alternatives

Deel, Papaya Global

Deel

Five alternatives

ADP Enterprise Contractor Services, Papaya Global, Remote, Tipalti, Worksuite

Routable, Wingspanagainst: Tipalti, WorkMarketno first choiceagainst: Multiplier, Papaya Global, Remoteagainst: BILL, Deel, Fiverr Enterprise, Gusto, Jobber, Melio, Payoneer, SAP Ariba, Upwork, Wise Business, WorkMarket

GLM 4.7 FlashXPapaya Global, Routable

Four alternatives

Deel, Remote, Rippling, Tipalti

TipaltiChanged

Six alternatives

ConnectPay, Deel, Papaya Global, Payoneer, Remote, Stripe Connect

Papaya Global

Seven alternatives

4dev.com, Deel, Remote, Rippling, Tipalti, Wise Business, Worksuite

Tipalti

Two alternatives

Papaya Global, Routable

against: Deel, Remoteno first choiceagainst: CXC Global, G-P, GCPay, Maestro

MiniMax M2.5Papaya Global

Three alternatives

Remote, Routable, Tipalti

Papaya Global, TipaltiChanged

Three alternatives

Deel, Payoneer, Rippling

Papaya Global

Five alternatives

Deel, Remote, Rippling, Tipalti, Worksuite

Deel

Four alternatives

Remote, Rippling, Tipalti, WorkMarket

Deel

Two alternatives

BoomTax, Nickel

against: Airwallex, CXC Global

Bold is the first choiceAlternatives are counted; the count opens them.What the answer argued against

05The record

One row per call: the version string exactly as returned, whether the model searched, sources cited, and latency. Full answer text is in the free responses file. Download the record

Seventy-two rows: every prompt, every model, every answer.

Prompt	Model	Version string	Time (UTC)	Searched	Sources	Latency
Direct recommendation	Claude Haiku 4.5	`claude-haiku-4-5-20251001`	2026-09-17 20:23	yes	17	9 s
Direct recommendation	GPT-5.4 mini	`gpt-5.4-mini-2026-03-17`	2026-09-17 18:30	yes	2	5 s
Direct recommendation	Gemini 3.5 Flash	`gemini-3.5-flash`	2026-09-17 21:17	yes	22	61 s
Direct recommendation	Perplexity Sonar	`sonar`	2026-09-17 18:50	yes	20	7 s
Direct recommendation	Grok 4.1 Fast	`spacexai/grok-4.1-fast-non-reasoning via vertex`	2026-09-17 18:54	yes	36	19 s
Direct recommendation	Mistral Small	`mistral/mistral-small via mistral`	2026-09-17 20:25	yes	5	3 s
Direct recommendation	DeepSeek V4 Flash	`deepseek/deepseek-v4-flash via deepinfra`	2026-09-17 20:21	yes	19	53 s
Direct recommendation	Llama 4 Maverick	`meta/llama-4-maverick via bedrock`	2026-09-17 18:11	yes	5	4 s
Direct recommendation	Qwen 3.7 Flash	`alibaba/qwen3.7-flash via alibaba`	2026-09-17 18:00	yes	17	40 s
Direct recommendation	Kimi K2	`moonshotai/kimi-k2 via novita`	2026-09-17 19:21	yes	15	32 s
Direct recommendation	GLM 4.7 FlashX	`zai/glm-4.7-flashx via zai`	2026-09-17 19:01	yes	14	85 s
Direct recommendation	MiniMax M2.5	`minimax/minimax-m2.5 via minimax`	2026-09-17 20:56	yes	12	30 s
Paraphrase	Claude Haiku 4.5	`claude-haiku-4-5-20251001`	2026-09-17 17:53	yes	9	9 s
Paraphrase	GPT-5.4 mini	`gpt-5.4-mini-2026-03-17`	2026-09-17 18:12	yes	3	7 s
Paraphrase	Gemini 3.5 Flash	`gemini-3.5-flash`	2026-09-17 19:54	yes	15	21 s
Paraphrase	Perplexity Sonar	`sonar`	2026-09-17 18:15	yes	20	6 s
Paraphrase	Grok 4.1 Fast	`spacexai/grok-4.1-fast-non-reasoning via vertex`	2026-09-17 19:57	yes	42	19 s
Paraphrase	Mistral Small	`mistral/mistral-small via mistral`	2026-09-17 19:38	yes	5	4 s
Paraphrase	DeepSeek V4 Flash	`deepseek/deepseek-v4-flash via fireworks`	2026-09-17 17:55	yes	29	36 s
Paraphrase	Llama 4 Maverick	`meta/llama-4-maverick via bedrock`	2026-09-17 17:58	yes	5	2 s
Paraphrase	Qwen 3.7 Flash	`alibaba/qwen3.7-flash via alibaba`	2026-09-17 20:17	yes	10	33 s
Paraphrase	Kimi K2	`moonshotai/kimi-k2 via novita`	2026-09-17 18:30	yes	17	31 s
Paraphrase	GLM 4.7 FlashX	`zai/glm-4.7-flashx via zai`	2026-09-17 19:34	yes	13	14 s
Paraphrase	MiniMax M2.5	`minimax/minimax-m2.5 via minimax`	2026-09-17 19:06	yes	5	19 s
Comparative	Claude Haiku 4.5	`claude-haiku-4-5-20251001`	2026-09-17 18:38	yes	9	9 s
Comparative	GPT-5.4 mini	`gpt-5.4-mini-2026-03-17`	2026-09-17 18:38	yes	5	14 s
Comparative	Gemini 3.5 Flash	`gemini-3.5-flash`	2026-09-17 21:19	yes	19	54 s
Comparative	Perplexity Sonar	`sonar`	2026-09-17 18:47	yes	20	9 s
Comparative	Grok 4.1 Fast	`spacexai/grok-4.1-fast-non-reasoning via vertex`	2026-09-17 19:34	yes	27	15 s
Comparative	Mistral Small	`mistral/mistral-small via mistral`	2026-09-17 20:40	yes	5	7 s
Comparative	DeepSeek V4 Flash	`deepseek/deepseek-v4-flash via fireworks`	2026-09-17 18:50	yes	16	26 s
Comparative	Llama 4 Maverick	`meta/llama-4-maverick via bedrock`	2026-09-17 20:01	yes	5	3 s
Comparative	Qwen 3.7 Flash	`alibaba/qwen3.7-flash via alibaba`	2026-09-17 18:13	yes	5	15 s
Comparative	Kimi K2	`moonshotai/kimi-k2 via novita`	2026-09-17 19:03	yes	15	35 s
Comparative	GLM 4.7 FlashX	`zai/glm-4.7-flashx via zai`	2026-09-17 19:20	yes	9	70 s
Comparative	MiniMax M2.5	`minimax/minimax-m2.5 via minimax`	2026-09-17 19:47	yes	5	19 s
Budget constrained	Claude Haiku 4.5	`claude-haiku-4-5-20251001`	2026-09-17 20:28	yes	18	11 s
Budget constrained	GPT-5.4 mini	`gpt-5.4-mini-2026-03-17`	2026-09-17 21:02	yes	3	5 s
Budget constrained	Gemini 3.5 Flash	`gemini-3.5-flash`	2026-09-17 21:18	yes	13	48 s
Budget constrained	Perplexity Sonar	`sonar`	2026-09-17 17:53	yes	20	6 s
Budget constrained	Grok 4.1 Fast	`spacexai/grok-4.1-fast-non-reasoning via vertex`	2026-09-17 18:38	yes	38	20 s
Budget constrained	Mistral Small	`mistral/mistral-small via mistral`	2026-09-17 18:58	yes	5	5 s
Budget constrained	DeepSeek V4 Flash	`deepseek/deepseek-v4-flash via fireworks`	2026-09-17 20:34	yes	25	33 s
Budget constrained	Llama 4 Maverick	`meta/llama-4-maverick via bedrock`	2026-09-17 21:06	yes	5	3 s
Budget constrained	Qwen 3.7 Flash	`alibaba/qwen3.7-flash via alibaba`	2026-09-17 18:34	no	0	31 s
Budget constrained	Kimi K2	`moonshotai/kimi-k2 via novita`	2026-09-17 20:15	yes	22	39 s
Budget constrained	GLM 4.7 FlashX	`zai/glm-4.7-flashx via zai`	2026-09-17 18:19	yes	23	60 s
Budget constrained	MiniMax M2.5	`minimax/minimax-m2.5 via minimax`	2026-09-17 18:25	yes	20	57 s
Scale constrained	Claude Haiku 4.5	`claude-haiku-4-5-20251001`	2026-09-17 20:37	yes	18	10 s
Scale constrained	GPT-5.4 mini	`gpt-5.4-mini-2026-03-17`	2026-09-17 19:56	yes	3	11 s
Scale constrained	Gemini 3.5 Flash	`gemini-3.5-flash`	2026-09-17 18:44	no	0	19 s
Scale constrained	Perplexity Sonar	`sonar`	2026-09-17 18:39	yes	20	11 s
Scale constrained	Grok 4.1 Fast	`spacexai/grok-4.1-fast-non-reasoning via vertex`	2026-09-17 17:53	yes	13	14 s
Scale constrained	Mistral Small	`mistral/mistral-small via mistral`	2026-09-17 18:20	no	0	8 s
Scale constrained	DeepSeek V4 Flash	`deepseek/deepseek-v4-flash via deepinfra`	2026-09-17 19:55	yes	28	69 s
Scale constrained	Llama 4 Maverick	`meta/llama-4-maverick via bedrock`	2026-09-17 20:43	yes	5	4 s
Scale constrained	Qwen 3.7 Flash	`alibaba/qwen3.7-flash via alibaba`	2026-09-17 20:50	yes	15	54 s
Scale constrained	Kimi K2	`moonshotai/kimi-k2 via novita`	2026-09-17 20:20	yes	12	33 s
Scale constrained	GLM 4.7 FlashX	`zai/glm-4.7-flashx via zai`	2026-09-17 20:44	yes	14	74 s
Scale constrained	MiniMax M2.5	`minimax/minimax-m2.5 via minimax`	2026-09-17 20:01	yes	5	21 s
Negative framing	Claude Haiku 4.5	`claude-haiku-4-5-20251001`	2026-09-17 18:18	yes	16	10 s
Negative framing	GPT-5.4 mini	`gpt-5.4-mini-2026-03-17`	2026-09-17 20:35	yes	5	7 s
Negative framing	Gemini 3.5 Flash	`gemini-3.5-flash`	2026-09-17 19:39	yes	19	28 s
Negative framing	Perplexity Sonar	`sonar`	2026-09-17 17:58	yes	20	6 s
Negative framing	Grok 4.1 Fast	`spacexai/grok-4.1-fast-non-reasoning via vertex`	2026-09-17 17:53	yes	18	15 s
Negative framing	Mistral Small	`mistral/mistral-small via mistral`	2026-09-17 20:46	yes	13	8 s
Negative framing	DeepSeek V4 Flash	`deepseek/deepseek-v4-flash via deepinfra`	2026-09-17 19:19	yes	28	65 s
Negative framing	Llama 4 Maverick	`meta/llama-4-maverick via bedrock`	2026-09-17 19:45	yes	9	5 s
Negative framing	Qwen 3.7 Flash	`alibaba/qwen3.7-flash via alibaba`	2026-09-17 20:51	yes	18	51 s
Negative framing	Kimi K2	`moonshotai/kimi-k2 via novita`	2026-09-17 20:58	yes	30	39 s
Negative framing	GLM 4.7 FlashX	`zai/glm-4.7-flashx via zai`	2026-09-17 19:33	yes	33	60 s
Negative framing	MiniMax M2.5	`minimax/minimax-m2.5 via minimax`	2026-09-17 18:25	yes	18	42 s

Normalization in this category

Every judgment call made between the raw labels and the numbers above, listed so it is visible and reversible.

Category-scoped readings

ADP WorkMarket read as WorkMarket

Bill.com read as BILL

TalentDesk.io read as TalentDesk

Unresolved, counted raw

Aatrix

Brookson Group

Conduent

Contractor-of-record

Deel HR

Dots

Freelancer

Lumanu

Maestro

Oracle Textura

Parasol

SecureCrews

Topup Two Rich

Topup.com

Triumfe

Warp

Discontinued, still offered

No shut-down product was recommended here.

Contractor payments for enterprise buyers

By buyer segment

01The standing

Recommended versus criticized

02What they warned about

03What they cite

Sites the answers cite

Pages the answers cite

04How they answered

05The record

Normalization in this category

Also in spend and procurement