September 2026 Edition, published · The permanent record of that edition, superseded since. The current standing is on the category page →
Index › Finance › Tax and compliance › Sales tax automation · September 2026 Edition

Sales tax automation

Asked as “sales tax compliance software”, and as “sales tax calculation and filing tool”, on behalf of a mid-market B2B company. 42 first choices recorded across the direct, paraphrase, budget and scale prompts, twelve models each.
Standing · first-choice share
40%
Clear leader
40Avalara AvaTax29TaxCloud19Taxwire12others

40% of first choices, clear leader.

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.

The standing

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. Ordered by share.
ProductFirst-choice shareNegative rateLabelsQuadrant
01Avalara AvaTax40%14%50endorsed leader
02TaxCloud29%3%32accepted challenger
03Taxwire19%0%16accepted challenger
04Anrok7%0%25accepted challenger
05Numeral2%20%10accepted challenger
Show the seven products at 0%, ordered by negative rate
07TaxJar0%27%48criticized challenger
09Stripe Tax0%13%23accepted challenger
10Sovos Intelligent Compliance Cloud0%11%18accepted challenger
06Vertex0%9%35accepted challenger
08Zamp0%0%17accepted challenger
12Kintsugi0%0%10accepted challenger
11Quaderno0%0%10accepted challenger
Bars are the share of first choices, 0 to 100Every product with at least 10 labels here. Every product name links to its product page.
All ten head-to-head pages: the top five products, each against each

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 →
01
02
03
04
05
06
07
08
09
S10
11
12
Accepted challengerEndorsed leader
0%First-choice share → · lines at 30% share and 25% negative60%
Key
01Avalara AvaTax40%
02TaxCloud29%
03Taxwire19%
04Anrok7%
05Numeral2%
06Vertex0%
07TaxJar0%
08Zamp0%
09Stripe Tax0%
10Sovos Intelligent Compliance Cloud0%
11Quaderno0%
12Kintsugi0%

What they warned about

Six of twelve models held their first choice under the paraphrase. Claude Haiku 4.5, Perplexity Sonar, Mistral Small, Llama 4 Maverick, Kimi K2 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.
TaxJar
27%
13 of 48 labels negative · 7 of 12 models · 2 hard negative
“Avoid TaxJar (as of now): ... their recent 2026 price hikes ... make them a poor choice for companies with *strictly* limited budgets” Qwen 3.7 Flash, budget prompt
Avalara AvaTax
14%
7 of 50 labels negative · 6 of 12 models · 1 hard negative
“Avoid if you need responsive help or simple e-commerce; better for large setups with in-house experts.” Grok 4.20, negative prompt
Vertex
9%
3 of 35 labels negative · 3 of 12 models
“Enterprise-leaning; overkill/pricey for most mid-sized unless high-volume.” Grok 4.20, paraphrase prompt
Numeral
20%
2 of 10 labels negative · 2 of 12 models · 2 hard negative
“Reddit "horror stories" of misfilings. Steer clear for multi-state ops” Grok 4.20, negative prompt

What they cite

Twelve of the twelve models returned a source list in this edition: four return the pages they cited and eight the search results they consulted.

Sites the answers cite

65 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. 854 links across 124 sites, every framing counted. Ranked by the number of answers carrying the site or page.

vendor site · TaxCloud42 answers · 86 citations · 11 models
vendor site · G241 answers · 42 citations · 11 models
vendor site · Taxwire31 answers · 41 citations · 11 models
vendor site · Zamp30 answers · 49 citations · 11 models
vendor site · Galvix29 answers · 33 citations · 9 models
vendor site · Avalara27 answers · 47 citations · 8 models
vendor site · TaxJar26 answers · 34 citations · 11 models
vendor site · Guideflow24 answers · 39 citations · 11 models
vendor site · Quaderno22 answers · 25 citations · 11 models
21 answers · 21 citations · 7 models
vendor site · G217 answers · 34 citations · 9 models
14 answers · 16 citations · 8 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.

Search against answers

Each company's standing in the answers beside its site's footprint in Google search, one row a site: the products the models named on it with their shares, and the share they add up to; monthly searches on Google, and DataForSEO's estimate of AI search demand (modeled from search signals, directional, not a count of queries to any assistant), for the most-searched of the company's and its products' names (the name is in each row's hover text); estimated monthly organic visits to the site; and its best position in Google's top ten for “best sales tax compliance software”, “sales tax compliance software”, “sales tax tools”. US estimates from DataForSEO and Google's Ads Transparency Center. A small company's site, or a mid-sized company's site for its flagship, is marked company; a product on a large parent's site (Google, Microsoft) has no site figures. A column with no figures for this category is left out, and an empty cell means none were seen, not none exist. Two measurements side by side: neither is read as the cause of the other.
Company and productsShareOwn site citedName searches, GoogleAI search demand, est.Organic visitsPaid search a month, est.Google ads, last 30 daysBest Google position
Avalara avalara.com
Avalara AvaTax 40%
40%17227,1007032,604,517 company$21,4701081
TaxCloud taxcloud.com29%1031,00024229,957448
Taxwire taxwire.com19%38480332,5450
Anrok anrok.com7%783,6004312,295$1,852855
Numeral numeral.com2%4614,80038,00666,125$26120
Taxero2%
Vertex vertexinc.com0%190110,00013,80732,080$3,975696
TaxJar taxjar.com0%1606,60063181,783$119552
Zamp zamp.com0%492,90026224,260$5888
Stripe parent site
Stripe Tax 0%
0%77823,000102,741

Google's top ten for the three searches hold 15 sites; 6 of them are among the sites the models cited here (avalara.com, galvix.com, quaderno.io, sales.tax, taxcloud.com, taxjar.com). The first result for “best sales tax compliance software” is avalara.com.

How 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.
ShowHide
ModelDirect“What is the best sales tax compliance software for a mid-market B2B company?”Paraphrase“Which sales tax calculation and filing tool would you recommend to a mid-sized B2B company?”Comparative“What are the top sales tax tools and how do they differ?”Budget-constrained“What is the best sales tax compliance software for a company with a limited budget?”Scale-constrained“We are a 500 person company evaluating a sales tax compliance software. What should we look at?”Negative“Which sales tax tools should I avoid or be cautious about?”
Claude Haiku 4.5Taxwire
Two alternativesAnrok, Avalara AvaTax
no first choiceChangedno first choiceTaxCloud
Two alternativesKintsugi, Taxwire
against: TaxJar
no first choicenothing named
GPT-5.4 miniAvalara AvaTax
Three alternativesSovos Intelligent Compliance Cloud, Thomson Reuters ONESOURCE, Vertex
Avalara AvaTaxHeld
Three alternativesSovos Intelligent Compliance Cloud, TaxJar, Vertex
Avalara AvaTax
Four alternativesSovos Intelligent Compliance Cloud, Stripe Tax, TaxJar, Vertex
TaxCloud
One alternativeTaxJar
against: Avalara AvaTax
no first choicenothing named
Gemini 3.5 FlashAnrok
Three alternativesAvalara AvaTax, Taxwire, Vertex
AnrokHeld
Three alternativesAvalara AvaTax, Taxwire, Zamp
against: TaxJar
no first choice
Six alternativesAnrok, Avalara AvaTax, Paddle, TaxCloud, TaxJar, Vertex
TaxCloud
Three alternativesNumeral, Quaderno, Stripe Tax
against: TaxJar
Avalara AvaTax
One alternativeAnrok
against: Sovos Intelligent Compliance Cloud, Stripe Tax, TaxJar, Vertex
against: Avalara AvaTax, Lemon Squeezy, Paddle, Shopify Tax, Stripe Tax, TaxJar
Perplexity SonarAvalara AvaTax, Taxwire
Three alternativesAnrok, TaxCloud, TaxJar
TaxwireChanged
Two alternativesAvalara AvaTax, Zamp
no first choice
Seven alternativesAnrok, Avalara AvaTax, Quaderno, Stripe Tax, TaxCloud, TaxJar, Vertex
TaxCloud
Two alternativesTaxJar, Zoho Books
no first choicenothing named
Grok 4.20Avalara AvaTax
Four alternativesTaxCloud, TaxJar, Vertex, Zamp/Taxwire
Avalara AvaTaxHeld
Two alternativesTaxJar, Taxwire
against: Vertex
no first choiceagainst: Stripe TaxTaxCloud
Three alternativesShopify Tax, Stripe Tax, Zoho Books
against: TaxJar
Avalara AvaTax
Four alternativesAnrok, TaxJar/Stripe Tax, Taxwire, Vertex
against: Avalara AvaTax, Numeral
Mistral SmallAvalara AvaTax
Two alternativesTaxJar, Vertex
Avalara AvaTax, TaxwireChanged
Two alternativesKintsugi, Vertex
no first choiceNumeral, TaxCloud
One alternativeQuaderno
against: Avalara AvaTax
no first choicenothing named
DeepSeek V4 FlashAvalara AvaTax
Three alternativesSovos Intelligent Compliance Cloud, Vertex, Zamp
against: TaxJar
Avalara AvaTaxHeld
Three alternativesAnrok, TaxJar, Vertex
against: Thomson Reuters ONESOURCE
Avalara AvaTax
Eight alternativesAnrok, Stripe Tax, TaxCloud, TaxJar, Thomson Reuters ONESOURCE, Vertex, Zamp, Zoho Books
TaxCloud
Five alternativesQuaderno, QuickBooks Automated Sales Tax, Stripe Tax, TaxJar, Xero Tax
against: Avalara AvaTax
Avalara AvaTax
Five alternativesAnrok, CereTax, Galvix, Taxwire, Vertex
against: TaxJar
against: Avalara AvaTax, DAVO, Numeral, TaxJar
Llama 4 MaverickTaxwireAvalara AvaTaxChanged
Three alternativesCCH SureTax, Taxwire, Zamp
no first choiceTaxCloud
Four alternativesKintsugi, Quaderno, TaxJar, Zoho Books
no first choicenothing named
Qwen 3.7 FlashAvalara AvaTax
Four alternativesMetaTax, Sovos Intelligent Compliance Cloud, Vertex, Waystar
Avalara AvaTaxHeld
Two alternativesTaxJar, Zamp
Anrok, Avalara AvaTax, Galvix, TaxJar
Two alternativesSovos Intelligent Compliance Cloud, Stripe Tax
TaxCloud, Taxeroagainst: TaxJarno first choicenothing named
Kimi K2Avalara AvaTax
Two alternativesAnrok, TaxJar
against: Vertex
AnrokChanged
Two alternativesAvalara AvaTax, TaxJar
no first choice
Five alternativesAnrok, Avalara AvaTax, TaxCloud, TaxJar, Vertex
TaxCloud
Two alternativesStripe Tax, Zoho Books
against: TaxJar
no first choiceagainst: Avalara AvaTax, Sovos Intelligent Compliance Cloud, TaxCloud, TaxJar
GLM 4.7 FlashXTaxwire
Five alternativesAnrok, Avalara AvaTax, Stripe Tax, Vertex, Zamp
against: Quadient
TaxwireHeld
Four alternativesAvalara AvaTax, CCH SureTax, TaxJar, Zamp
Avalara AvaTax
Nine alternativesAnrok, Fonoa, Kintsugi, Lovat, Numeral, Sovos Intelligent Compliance Cloud, TaxCloud, TaxJar, Vertex
TaxCloud
Three alternativesQuaderno, Stripe Tax, TaxJar
no first choiceagainst: BigCommerce, Shopify Tax
MiniMax M2.5Taxwire
Three alternativesAvalara AvaTax, TaxJar, Zamp
Avalara AvaTaxChanged
One alternativeSovos Intelligent Compliance Cloud
against: TaxJar
Avalara AvaTax
Seven alternativesAnrok, Quaderno, Sovos Intelligent Compliance Cloud, Stripe Tax, TaxCloud, TaxJar, Vertex
TaxCloud
Four alternativesKintsugi, Shopify Tax, Stripe Tax, TaxJar
no first choicenothing named
Bold is the first choiceAlternatives are counted; the count opens them.What the answer argued against

The record

One row per call: the version string exactly as returned, whether the model searched, sources cited, and latency.
Seventy-two rows: every prompt, every model, every answer.
PromptModelVersion stringTime (UTC)SearchedSourcesLatency
Direct recommendationClaude Haiku 4.5claude-haiku-4-5-202510012026-09-17 19:54yes97 s
Direct recommendationGPT-5.4 minigpt-5.4-mini-2026-03-172026-09-17 19:51yes26 s
Direct recommendationGemini 3.5 Flashgemini-3.5-flash2026-09-17 21:15yes19148 s
Direct recommendationPerplexity Sonarsonar2026-09-17 18:14yes206 s
Direct recommendationGrok 4.20spacexai/grok-4.1-fast-non-reasoning via vertex (asked for grok-4.20-non-reasoning; the API answered as this version)2026-09-17 21:08yes3718 s
Direct recommendationMistral Smallmistral/mistral-small via mistral2026-09-17 18:07yes1210 s
Direct recommendationDeepSeek V4 Flashdeepseek/deepseek-v4-flash via fireworks2026-09-17 19:49yes1821 s
Direct recommendationLlama 4 Maverickmeta/llama-4-maverick via bedrock2026-09-17 20:24yes52 s
Direct recommendationQwen 3.7 Flashalibaba/qwen3.7-flash via alibaba2026-09-17 18:41no028 s
Direct recommendationKimi K2moonshotai/kimi-k2 via novita2026-09-17 19:41yes919 s
Direct recommendationGLM 4.7 FlashXzai/glm-4.7-flashx via zai2026-09-17 19:13yes1283 s
Direct recommendationMiniMax M2.5minimax/minimax-m2.5 via minimax2026-09-17 19:01yes514 s
ParaphraseClaude Haiku 4.5claude-haiku-4-5-202510012026-09-17 19:28no04 s
ParaphraseGPT-5.4 minigpt-5.4-mini-2026-03-172026-09-17 21:02yes46 s
ParaphraseGemini 3.5 Flashgemini-3.5-flash2026-09-17 21:54yes749 s
ParaphrasePerplexity Sonarsonar2026-09-17 18:53yes195 s
ParaphraseGrok 4.20spacexai/grok-4.1-fast-non-reasoning via vertex (asked for grok-4.20-non-reasoning; the API answered as this version)2026-09-17 18:02yes3516 s
ParaphraseMistral Smallmistral/mistral-small via mistral2026-09-17 19:24yes54 s
ParaphraseDeepSeek V4 Flashdeepseek/deepseek-v4-flash via fireworks2026-09-17 19:24yes1316 s
ParaphraseLlama 4 Maverickmeta/llama-4-maverick via bedrock2026-09-17 18:27yes52 s
ParaphraseQwen 3.7 Flashalibaba/qwen3.7-flash via alibaba2026-09-17 20:16yes523 s
ParaphraseKimi K2moonshotai/kimi-k2 via novita2026-09-17 17:57yes1924 s
ParaphraseGLM 4.7 FlashXzai/glm-4.7-flashx via zai2026-09-17 18:40yes11149 s
ParaphraseMiniMax M2.5minimax/minimax-m2.5 via minimax2026-09-17 19:15yes1018 s
ComparativeClaude Haiku 4.5claude-haiku-4-5-202510012026-09-17 18:57yes98 s
ComparativeGPT-5.4 minigpt-5.4-mini-2026-03-172026-09-17 20:10yes68 s
ComparativeGemini 3.5 Flashgemini-3.5-flash2026-09-17 19:02yes2527 s
ComparativePerplexity Sonarsonar2026-09-17 19:11yes179 s
ComparativeGrok 4.20spacexai/grok-4.1-fast-non-reasoning via vertex (asked for grok-4.20-non-reasoning; the API answered as this version)2026-09-17 20:43yes2616 s
ComparativeMistral Smallmistral/mistral-small via mistral2026-09-17 20:32yes55 s
ComparativeDeepSeek V4 Flashdeepseek/deepseek-v4-flash via fireworks2026-09-17 20:40yes1015 s
ComparativeLlama 4 Maverickmeta/llama-4-maverick via bedrock2026-09-17 19:54yes52 s
ComparativeQwen 3.7 Flashalibaba/qwen3.7-flash via alibaba2026-09-17 19:27yes528 s
ComparativeKimi K2moonshotai/kimi-k2 via novita2026-09-17 19:48yes1018 s
ComparativeGLM 4.7 FlashXzai/glm-4.7-flashx via zai2026-09-17 19:29yes9107 s
ComparativeMiniMax M2.5minimax/minimax-m2.5 via minimax2026-09-17 17:57yes518 s
Budget constrainedClaude Haiku 4.5claude-haiku-4-5-202510012026-09-17 20:08yes97 s
Budget constrainedGPT-5.4 minigpt-5.4-mini-2026-03-172026-09-17 17:56yes34 s
Budget constrainedGemini 3.5 Flashgemini-3.5-flash2026-09-17 18:18yes1023 s
Budget constrainedPerplexity Sonarsonar2026-09-17 18:17yes206 s
Budget constrainedGrok 4.20spacexai/grok-4.1-fast-non-reasoning via vertex (asked for grok-4.20-non-reasoning; the API answered as this version)2026-09-17 21:00yes3717 s
Budget constrainedMistral Smallmistral/mistral-small via mistral2026-09-17 20:43yes55 s
Budget constrainedDeepSeek V4 Flashdeepseek/deepseek-v4-flash via fireworks2026-09-17 20:30yes913 s
Budget constrainedLlama 4 Maverickmeta/llama-4-maverick via bedrock2026-09-17 20:07yes53 s
Budget constrainedQwen 3.7 Flashalibaba/qwen3.7-flash via alibaba2026-09-17 20:38yes1027 s
Budget constrainedKimi K2moonshotai/kimi-k2 via novita2026-09-17 20:30yes1424 s
Budget constrainedGLM 4.7 FlashXzai/glm-4.7-flashx via zai2026-09-17 21:09yes2269 s
Budget constrainedMiniMax M2.5minimax/minimax-m2.5 via minimax2026-09-17 19:01yes1037 s
Scale constrainedClaude Haiku 4.5claude-haiku-4-5-202510012026-09-17 20:31yes1611 s
Scale constrainedGPT-5.4 minigpt-5.4-mini-2026-03-172026-09-17 18:33no09 s
Scale constrainedGemini 3.5 Flashgemini-3.5-flash2026-09-17 18:27no017 s
Scale constrainedPerplexity Sonarsonar2026-09-17 19:53yes209 s
Scale constrainedGrok 4.20spacexai/grok-4.1-fast-non-reasoning via vertex (asked for grok-4.20-non-reasoning; the API answered as this version)2026-09-17 18:06yes1212 s
Scale constrainedMistral Smallmistral/mistral-small via mistral2026-09-17 20:48no08 s
Scale constrainedDeepSeek V4 Flashdeepseek/deepseek-v4-flash via fireworks2026-09-17 20:26yes1520 s
Scale constrainedLlama 4 Maverickmeta/llama-4-maverick via bedrock2026-09-17 17:56yes53 s
Scale constrainedQwen 3.7 Flashalibaba/qwen3.7-flash via alibaba2026-09-17 18:45no029 s
Scale constrainedKimi K2moonshotai/kimi-k2 via novita2026-09-17 17:54yes926 s
Scale constrainedGLM 4.7 FlashXzai/glm-4.7-flashx via zai2026-09-17 18:57yes1342 s
Scale constrainedMiniMax M2.5minimax/minimax-m2.5 via minimax2026-09-17 20:27no09 s
Negative framingClaude Haiku 4.5claude-haiku-4-5-202510012026-09-17 17:57yes188 s
Negative framingGPT-5.4 minigpt-5.4-mini-2026-03-172026-09-17 21:06yes55 s
Negative framingGemini 3.5 Flashgemini-3.5-flash2026-09-17 18:41yes2226 s
Negative framingPerplexity Sonarsonar2026-09-17 19:22yes207 s
Negative framingGrok 4.20spacexai/grok-4.1-fast-non-reasoning via vertex (asked for grok-4.20-non-reasoning; the API answered as this version)2026-09-17 19:58yes3415 s
Negative framingMistral Smallmistral/mistral-small via mistral2026-09-17 19:52yes56 s
Negative framingDeepSeek V4 Flashdeepseek/deepseek-v4-flash via fireworks2026-09-17 18:26yes2427 s
Negative framingLlama 4 Maverickmeta/llama-4-maverick via bedrock2026-09-17 19:04yes53 s
Negative framingQwen 3.7 Flashalibaba/qwen3.7-flash via alibaba2026-09-17 17:57yes1772 s
Negative framingKimi K2moonshotai/kimi-k2 via novita2026-09-17 20:52yes2936 s
Negative framingGLM 4.7 FlashXzai/glm-4.7-flashx via zai2026-09-17 20:37yes1324 s
Negative framingMiniMax M2.5minimax/minimax-m2.5 via minimax2026-09-17 19:12yes518 s

Noise floor in this category

Flips between the edition run and its calibration repeat. Six prompts per model is a small sample; the index-wide floor is the number to trust.

ShowHide
Claude Haiku 4.5
0 of 2 flipped
GPT-5.4 mini
2 of 4 flipped
Gemini 3.5 Flash
3 of 5 flipped
Perplexity Sonar
2 of 3 flipped
Grok 4.20
0 of 4 flipped
Mistral Small
3 of 4 flipped
DeepSeek V4 Flash
3 of 5 flipped
Llama 4 Maverick
1 of 3 flipped
Qwen 3.7 Flash
3 of 4 flipped
Kimi K2
3 of 4 flipped
GLM 4.7 FlashX
1 of 5 flipped
MiniMax M2.5
1 of 4 flipped

Normalization in this category

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

ShowHide
Category-scoped readings
Avalara read as Avalara AvaTax
Avalara (AvaTax) read as Avalara AvaTax
Avalara (with CertCapture) read as Avalara AvaTax
ONESOURCE (Thomson Reuters) read as Thomson Reuters ONESOURCE
QuickBooks read as QuickBooks Automated Sales Tax
QuickBooks Sales Tax read as QuickBooks Automated Sales Tax
QuickBooks Tax read as QuickBooks Automated Sales Tax
Shopify read as Shopify Tax
Sovos read as Sovos Intelligent Compliance Cloud
Sovos Taxify read as Sovos Intelligent Compliance Cloud
Thomson Reuters read as Thomson Reuters ONESOURCE
Unresolved, counted raw
BigCommerce
MetaTax
Sales Tax DataLINK
Taxero
Waystar
WooCommerce's tax options
Discontinued, still offered
No shut-down product was recommended here.
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