Gutbrain Ventures
50 Milk St., FL 16, Boston, MA, 02109, United States
Overview
Gutbrain Ventures is an independent venture firm that invests primarily in enterprise software companies. It was founded in 2011 and headquartered in Boston, Massachusetts.
- Total investments
- 32
- Lead investments
- 12
- Investments · 12mo
- 2
- Active investors
- 1
Sector focus
- Finance
- Financial Services
- Venture Capital
Investment portfolio
- Allure Security Technology
Participated · Series B · Mar 2026
Allure Security operates an AI-native platform that detects and dismantles digital impersonation threats—such as phishing sites, fake executive identities, rogue mobile apps, and coordinated disinformation—across the web, social media, mobile, and the dark web. The platform combines AI-powered detection, patented deception technology, and a managed response backed by a 24x7 Security Operations Center. The company has experienced rapid commercial traction, reporting 350% growth over two years and now serving more than 300 customers, including The Kraft Group, AmTrust Financial, Campbell's, Palo Alto Networks, VyStar Credit Union, and Webster Bank. Its detection systems analyze more than 10 million digital assets daily and in 2025 identified impersonation attacks against more than 700 financial institution brands. With the new funding, Allure plans to deepen its platform capabilities, scale its go-to-market organization, and expand into additional verticals.
- Aliro Technologies
Led · Equity · Feb 2026
Aliro Technologies is commercializing what it calls the world’s first vendor-agnostic, software-driven entanglement platform that enforces network trust through the laws of quantum physics rather than computational assumptions. The platform runs on existing fiber-optic infrastructure, turning conventional routers and switches into deterministic, physics-enforced security transport layers and immediately detecting eavesdroppers. Aliro also offers a physics-accurate entanglement network simulator—its “digital twin”—that lets customers model and validate quantum-secure networks before deployment. Recent technical milestones include interoperability with more than 50 entanglement and classical networking devices. Target customers span enterprises, banks, defense organizations, telcos and cloud providers, and the company cites a total addressable market it estimates at $60 billion. New funding will be used to accelerate deployments and expand ecosystem partnerships as the firm aims to redefine global security infrastructure.
- Language I/O
Led · Equity · Jul 2024
Language I/O is an AI-powered translation platform that provides multilingual customer support. The platform integrates with Salesforce, Zendesk, ServiceNow, Microsoft and Oracle to deliver real-time, business-accurate translations. It enables enterprises to serve customers in more than 150 languages using their existing support teams. The company emphasizes security, encrypting customer personal information and maintaining a strict zero data retention policy. Language I/O is based in Cheyenne, Wyoming and is led by CEO Heather Morgan Shoemaker. It recently raised $5M in funding and intends to use the proceeds to expand operations and accelerate development efforts. Language I/O is a Cheyenne, Wyo.-based provider of real-time, business-accurate translation technology. Led by founder and CEO Heather Shoemaker, the company plugs directly into tools such as Salesforce, Zendesk, ServiceNow and Microsoft Teams to generate brand-specific translations of user-generated content including jargon, slang, abbreviations and misspellings. Its zero-trace, AI-enabled platform supports multilingual communication over live chat, email, chatbots, social messaging and more, and serves Fortune 500 customers. Language I/O integrates generative AI into its LIO platform to improve real-time translation quality. The company intends to use the funds to expand its LIO machine learning team and to ultimately generate language-specific, LLM-powered chatbots. Language I/O raised $8M in a Series A1 round led by Joint Effects, with participation from Wyoming Venture Capital’s WYVC Fund, Gutbrain Ventures, PBJ Capital and Omega Venture Partners. Language I/O provides an AI-enabled language translation platform that enables real-time customer support in more than 100 languages, using proprietary core technology to ensure accurate translation of company-specific terms. The software is focused on translation across e-support channels including email, knowledge articles, chat, and social messaging. It is accessible via API and integrates with major CRMs such as Salesforce, Oracle, and Zendesk. Customers named in the article include Constant Contact, Shutterstock, and CBS Interactive. The company raised a $6.5M Series A and plans to use the funds to expand operations and business reach. Total funding to date is $12.1M. Language I/O is a Cheyenne, Wyo.-based provider of software that enables real-time communication with customers in any language across channels. Its proprietary AI core generates accurate, company-specific translations of user-generated content—including jargon, slang, abbreviations and misspellings—into more than 100 languages. The solution delivers translations via chat, email, article and social support channels and is accessible directly via API. It integrates with major CRMs including Salesforce Service Cloud, Oracle Service Cloud and Zendesk. Language I/O is ISO 27001 certified and GDPR compliant and counts enterprise customers such as Constant Contact, Shutterstock, PhotoBox and Brave. The company plans to use the $5M raised to expand operations and broaden its business reach. Language I/O is a Cheyenne, Wyoming-based software company that provides multilingual customer support and translation across email, chat and article content. Its platform integrates with major CRM systems including Salesforce, Oracle and Zendesk to deliver in-context multilingual support. Customers include LinkedIn, Shutterstock, Constant Contact and PhotoBox. In December 2019 the company raised a seed funding round of undisclosed size led by Breakthrough 307 with angels and other investors from Wyoming and the Boston area. The company intends to use the funds to build out an AI platform that automatically grades potential translations from leading neural machine translation engines to surface the highest-quality translations to customers. Language I/O is led by Co-CEOs Heather Morgan Shoemaker and Kaarina Kvaavik.
- DBOS, Inc.
Participated · Seed · Mar 2024
DBOS is the product of a three-year joint Stanford–MIT research project led by database pioneer Mike Stonebraker, who serves as co-founder and CTO. The company’s core offering flips the traditional stack by implementing OS-level services (file, scheduling, messaging) inside a database and exposing them via SQL. Current product pieces include an open-source SDK for local development, an auto-scaling serverless cloud for deployment, and a time-travel debugger that can move the OS state backward and forward. DBOS has tested the approach at a major bank and a consumer food company and reports performance competitive with conventional implementations. The startup is positioning the technology for greenfield applications and select new projects at established companies rather than wholesale replatforming. The team is small (about eight engineers) and the company formally launched after the research phase last year.
- Datanomix
Participated · Equity · May 2023
Datanomix, founded in 2017 and based in Nashua, NH, provides a production intelligence platform for precision manufacturers. Its flagship offerings include a No Operator Input Production Monitoring platform and Digital GEMBA Boards that deliver operational insights. The company partners with Hexagon, Vallen, Caron Engineering, ProShop ERP, and Flexxbotics to integrate with manufacturing ecosystems. Datanomix is led by CEO John Joseph and CTO Greg McHale. It raised $12M in Growth funding to drive geographic and digital expansion, product development, and data source integrations. The round included both new and returning investors to support its expansion plans. Founded in 2016 and based in Nashua, New Hampshire, Datanomix offers an operations-monitoring platform that requires no operator input and automatically benchmarks production using only equipment data. The platform connects to factory devices via customers' Wi‑Fi and CNC machine connections to create benchmarks for cycle time, parts per hour, and utilization, and it accounts for complex shift/job scenarios. Dashboards deliver real-time factory KPIs, allow drilldowns into specific metrics, integrate with enterprise systems for maintenance/tuning/calibration, and support alerts for conditions like temperature, pressure, and vibration. The company has 15 employees, says it has attracted “dozens” of new customers this year, and is “consistently” doubling its business every quarter. Datanomix plans to use new funding to grow its sales, marketing, customer success, and engineering teams to expand the reach of its software. CEO John Joseph emphasizes the product's real-time intelligence framework designed to drive people to action and improve productivity and profitability. Datanomix provides a software platform that combines machine learning with cloud-based data processing to produce real-time insights and a production scoring system for industrial manufacturers. Its core product, Fusion, is fully released and deployed in several states. The company says its platform enables manufacturers to manage factory environments and respond rapidly to pressing production problems. Datanomix plans to use new funding to accelerate commercialization and further develop Fusion. Management intends to expand sales and marketing teams with a focus on North American customer growth. The company is expanding nationwide with active account efforts in the Midwest, including Michigan, the Ohio Valley, and the Pittsburgh area. Datanomix offers a data analytics platform for mid-market manufacturers that struggle to draw meaningful insight from IIoT and production data sources. The solution simplifies connectivity and data challenges so employees from the shop floor to the C-suite can use operational data in decision making. The company positions itself as supplying the "brain" for IIoT analytics projects and removing common implementation pain points. Datanomix plans to use newly raised capital to fund the next phase of product development and introduce its solution to a broader market. The company appointed John Joseph as CEO to lead launch and scaling efforts; Joseph brings over 30 years of experience including roles at EqualLogic (acquired by Dell in 2008) and DataGravity (acquired in 2017). Datanomix has relocated its corporate headquarters to downtown Manchester, N.H., and has drawn support from local investors and the New Hampshire tech ecosystem.
Team
Bob Davoli
Founder & Managing Director
LinkedIn