Southfield Capital acquires Contextual.io

JANUARY 26, 2026

Southfield Capital acquires Contextual.io

TARGET

AI orchestration platform.

Ownership	Founder-owned
Headcount	50+ FTEs
Headquarters	Leesburg, Virginia
Leadership	Andrew Brooks, CEO
Sell-side advisor	—

ACQUIRER

Southfield Capital

Lower middle market private equity firm

Ownership	—
Headquarters	Greenwich, Connecticut
Deal lead	Bob Root, Transformation Partner
Leadership	Jason Perlroth, Principal, Head of Business Development
Buy-side advisor	—

Share deal Copy details View press release ↗

Southfield Capital -> Contextual.io  (2026-09-11)
buyout | Horizontal SaaS | closed
Target: AI orchestration platform.
Website: contextual.io | Buyer site: southfieldcapital.com
HQ: Leesburg, Virginia | Ownership: founder-owned
Advisors - not yet credited
Source: Thematic - https://thematichq.com/software/d/southfield-capital-contextual-io.html

Spotted an error or advised on this transaction? Claim credit or send a correction

MORE IN HORIZONTAL SAAS

SoundHound AI acquires LivePerson

$250M Enterprise Value — Conversational Cloud and Syntrix AI platforms enabling enterprise brands to orchestrate human agents, bots, and AI across digital messaging channels, powering nearly one billion customer messages per month

SAP SE acquires Reltio

Cloud-native master data management platform unifying and cleansing enterprise-wide SAP and non-SAP data to support agentic AI, analytics, and digital transformation for large enterprises

Jamespot acquires Alinto (Siparex)

Professional email server, security relay, and archiving software for European enterprises and ISPs, processing over 100 million emails daily for more than 1,000 companies

Tenzing acquires Pimcore

Unified PIM, MDM, DAM, and DXP platform centralising product, customer, and asset data as a single source of truth for enterprise commerce and marketing teams

Nasuni (Vista) acquires DryvIQ

AI-powered platform for discovering, classifying, migrating, and governing unstructured data across 40+ cloud and on-premises repositories for large enterprises

Verdane acquires HappyOrNot

Point-of-experience microfeedback and real-time operational intelligence software, delivered via smiley-button terminals and digital touchpoints, for retail, hospitality, healthcare, transport, and public-sector organizations

Browse the full register →

PAST ISSUES CONTACT

Thematic is a news publication, not an investment adviser. Nothing here is investment advice or a recommendation to buy or sell any security. Researched and compiled by Thematic; accuracy and completeness are not guaranteed.