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Tailor

Headless ERP platform for omnichannel retail

AI Engineer

Full-TimeUpdated on 10/14/2026
No salary listed
Mid
Tokyo, Japan
Hybrid
AI & Machine LearningNatural Language Processing & LLMs

About the job

Requirements
  • Deep knowledge of and practical experience with AI technologies, particularly natural language processing.
  • Programming skills for machine learning or deep learning, such as Python, TensorFlow, or PyTorch.
  • Experience collaborating in a team and with project management.
  • Experience with ChatGPT or related OpenAI technologies is preferred.
  • A track record of developing and implementing custom AI models is preferred.
  • Experience working with cloud platforms such as AWS, Azure, or Google Cloud is preferred.
  • Business English is preferred; some assignments may require English written communication skills (reading and writing), but language ability is not a knockout criterion.
  • Enjoys intellectual curiosity.
  • Takes ownership, is self-starting, and drives work forward.
  • Is open-minded and able to provide constructive feedback.
Responsibilities
  • Design and implement automation solutions using ChatGPT and other AI technologies.
  • Develop customized AI models for the company's products.
  • Train, evaluate, and optimize AI models.
  • Provide creative and effective solutions to technical challenges.
Desired Qualifications
  • Experience with ChatGPT or related OpenAI technologies.
  • A track record of developing and implementing custom AI models.
  • Experience working with cloud platforms such as AWS, Azure, or Google Cloud.
  • Business English; some assignments may require English written communication skills (reading and writing), although language ability is not a knockout criterion.

About the company

Tailor provides a headless ERP platform for modern retail and e-commerce brands, offering a composable, API-first backend for operations like inventory, supply chain, purchasing, production, accounting, and omnichannel orders. The frontend is decoupled, so customers can use Tailor’s modules, connect existing tools, or build custom interfaces and workflows via APIs and GraphQL. It integrates with 50+ tools (Shopify, QuickBooks) and charges based on which modules and services are used. Its goal is to help fast-growing retailers adapt quickly to market changes, scale across DTC and B2B, and expand into North America while strengthening in Japan, with ongoing product development including AI.

Company Size

201-500

Company Stage

Series A

Total Funding

$30.7M

Headquarters

Japan

Founded

2021

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Simplify's Take

What believers are saying

  • Tailor closed a $37 million Series A on November 20, 2025.
  • The company launched a 2026 retail-tech conference guide, signaling aggressive operator-led demand generation.
  • Tailor is hiring US remote sales and bilingual engineering roles, showing active expansion.

What critics are saying

  • Acumatica released 2026 R1 on March 24, 2026, adding Shopify, BigCommerce, and AI features.
  • NetSuite and SAP still win large ERP deals through bundled finance, procurement, and services.
  • If Tailor misses North American enterprise implementations in 2026, funding momentum evaporates fast.

What makes Tailor unique

  • Tailor’s Omakase launched May 27, 2026 as ERP lite for retail operators.
  • Headless, API-first architecture separates data logic from UI, enabling custom workflows and integrations.
  • YC lists early customers across textile, hospitality, and multichannel jewelry operations.

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Benefits

Health Insurance

Dental Insurance

Vision Insurance

Unlimited Paid Time Off

Flexible Work Hours

Paid Vacation

Conference Attendance Budget

Professional Development Budget

Commuter Benefits

Growth & Insights and Company News

Headcount

6 month growth

1%

1 year growth

1%

2 year growth

9%
Business Wire
Nov 20th, 2025
Tailor Announces $37 Million Series A to Accelerate Expansion of Composable, Headless ERP

Tailor announces $37 million Series A to Accelerate expansion of composable, headless ERP. Final Close of Series A Fundraising Added $15M in Additional Funding and Several New Investors SAN FRANCISCO-(BUSINESS WIRE)-Tailor, the headless ERP platform enabling modern retail and ecommerce brands to build fully composable business systems, today announced the completion of its Series A funding round, bringing total investment to $37 million. "With Tailor, it actually feels like we have a partner - not just a vendor. Their team understands both the tech and the day-to-day reality of running a retail business." Share "We're grateful to our investors and customers who share our belief that ERP should be composable and built around how each business actually operates," said Yo Shibata, co-founder and CEO of Tailor. "The markets have faced anything but predictability in 2025, and we've heard from enterprise and SMB customers alike that empowering operations teams with agility and flexibility is more critical than ever." This final close follows earlier rounds announced in May and July 2025 with participation from New Enterprise Associates (NEA), Y Combinator, and several Japanese private and government-backed funds. New investors joining this round include i-nest capital, ALPHA, Fukoku CVC Fund, JPS Growth Investment Limited Partnership (Japan Post Investment Corporation), and Sumitomo Mitsui Trust Bank. Global Brain and Globis Capital Partners, both investors from Tailor's seed round, also increased their commitments in this final close. The new funding will accelerate Tailor's U.S. expansion and support continued product development and enterprise implementations in Japan, where the company was founded. "As retail and ecommerce brands grapple with tariff-related costs, omnichannel complexity, and unpredictable supply chains, the need for a right-sized ERP that's fast and easy to implement has never been greater," Shibata added. Tailor has emerged as a leader in modular, API-first ERP systems, empowering operators to modernize their back-office infrastructure without sacrificing flexibility or speed. Its headless, composable architecture separates the data and logic layers from the user interface, allowing companies to connect best-of-breed tools, customize workflows through APIs, and evolve their operations without being locked into rigid or expensive systems. Universal Jewelry, a California-based wholesale and DTC men's jewelry brand, started with one of Tailor's Shopify connectors after struggling with a brittle third-party solution. Once they validated real-time synchronization across channels and the ability to customize logic for complex workflows, they decided to expand into Tailor's broader ERP modules. "With Tailor, it actually feels like we have a partner - not just a vendor. Their team understands both the tech and the day-to-day reality of running a retail business. Instead of waiting weeks for fixes or explanations, we're solving problems together in real time," said James Kao, CEO of Universal Jewelry. With $37 million in total Series A funding, Tailor plans to: * Accelerate product development of its modular ERP platform - including inventory, purchasing, and finance modules, plus native AI capabilities. * Expand its U.S. presence to support mid-sized and enterprise commerce operators. * Deepen customer success and implementation capabilities in North America and Japan. * Broaden ecosystem partnerships to help brands unify their operational stack under a composable architecture. About Tailor Tailor is the headless ERP for modern mid-sized and enterprise businesses. Purpose-built for operators in retail, ecommerce, and supply chain, Tailor enables companies to automate workflows and quickly adapt to change. Tailor's composable architecture empowers companies to streamline operations with customizable modules for inventory, purchasing, fulfillment, finance, and omnichannel management. Tailor is backed by leading global investors including ANRI, Spiral Capital, Global Brain, Globis Capital Partners, NEA, and Y Combinator. Press Kit: tailor.tech/press-kit Abby Nitta, Marketing Manager, Tailor [email protected] (414) 243-7013 https://www.tailor.tech More News From Tailor SAN FRANCISCO-( BUSINESS WIRE )-Headless ERP platform Tailor announces additional $8 million in Series A funding from NEA and JIC VGI, bringing total raised to $22 million... SAN FRANCISCO-( BUSINESS WIRE )-Tailor, the headless ERP for retail operations, announced the Tailor Operations Resilience Grant program for U.S.-based retailers... SAN FRANCISCO-( BUSINESS WIRE )-Tailor, a headless ERP platform, has raised $14M in the first close of its Series A funding round, led by ANRI with participation from Spiral Capital... Tailor completed the final close of its $37 million Series A to accelerate development of its headless, composable ERP platform.

Intelligence360 News
Jul 9th, 2025
Tailor Raises $22M in Series A

Tailor, a headless ERP platform, expanded its Series A funding to $22 million with new investments from JIC Venture Growth Investments and New Enterprise Associates, alongside increased support from Y Combinator. The funding will aid U.S. market expansion, product development, and partnerships in Japan. Tailor's platform offers flexible, API-first business systems for modern retail, enabling customizable workflows and integration with existing systems.

Tailor
Jul 1st, 2025
Tailor Expands Series A to $22 Million with Public-Private Support

Tailor has expanded its Series A round to $22 million with new investment from JIC Venture Growth Investments (JIC VGI) and New Enterprise Associates (NEA), plus increased investment from Y Combinator.

Axios
Jun 30th, 2025
Pro Rata Premium: First Look

Go deeper - Aircon, an air cargo tech startup, raised $5m of seed funding led by Blumberg Capital and Las Olas VC.

Cyber World Technologies
Jun 30th, 2025
Tailor raises $22M for headless ERP

Tailor, a San Francisco- and Tokyo-based ERP startup, raised $22 million in a Series A round with investors like ANRI and NEA. Tailor's "headless" ERP system, Omakase, separates the front end from the back end, allowing for customization and AI integration. Originally targeting retail and e-commerce, Tailor is expanding into B2B sectors. The funds will support U.S. expansion, product development, and Japan operations. Tailor was founded in 2021 and has grown to about 50 employees.