Lakeside Software

What Lakeside Software does

Lakeside Software, LLC is a privately held, bootstrapped U.S. software company founded in 1997 and headquartered in Boston, Massachusetts, with additional offices in Ann Arbor, Michigan and London, United Kingdom. The company sells a single unified platform — SysTrack — for Digital Employee Experience (DEX) and IT endpoint observability, targeted at large enterprises with complex IT estates across financial services, insurance, healthcare, manufacturing, retail, energy/utilities, and government. Named customers include AAA, Honda, Ford, E*Trade, General Mills, Turkish Aerospace, Clifford Chance, LexisNexis, Schönherr, and a large U.S. government agency. Lakeside is run without venture capital or outside investment and disclosed $22.3M in ARR and a $67M valuation as of 2025.\n\nThe core technology is a patented Intelligent Edge agent that runs on Windows, macOS, Linux, and major VDI platforms (Microsoft Azure Virtual Desktop, Citrix Virtual Apps and Desktops, VMware Horizon) and collects 10,000+ data points every 15 seconds per endpoint. A Sensor Engine of 1,400+ prebuilt sensors and 220+ out-of-the-box automations feed an Insights Carousel UI and enable proactive, zero-touch remediation, while 3-year data retention supports proprietary machine-learning models for anomaly detection, predictive analytics, and natural-language queries. Layered on the core platform are SysTrack AI (an agentic AI reasoning engine launched in November 2025 that integrates Azure OpenAI for generative-AI troubleshooting), SysTrack Reliability Engineering (an SRE-for-EUC module launched in 2026), a Self Help Portal, ServiceNow-native connectors (Assist for ITSM and SysTrack CMDB), and the Velocity Framework of reusable Value Blueprints.\n\nLakeside monetizes SysTrack as a quote-based annual SaaS subscription, distributed through direct enterprise sales, a formal Partner Program (channel/reseller/OEM with license discounts and deal registration), and listings on the Microsoft Azure Marketplace and ServiceNow Marketplace. The company reports hundreds of customers, has been named a Leader in the Gartner Magic Quadrant for DEX Management Tools for three consecutive years (2024–2026) and an ISG Provider Lens Leader for 2025, and was ranked #15 in TIME's inaugural America's Top WorkTech Companies of 2026.

Name

Lakeside Software

Legal name

Lakeside Software, LLC

Website

https://lakesidesoftware.com

Company type

Private

Founded year

1997

Operating status

Operating

Headcount range

101–250 employees

Short description

Lakeside Software is a bootstrapped Boston-based vendor of the SysTrack platform, which delivers Digital Employee Experience and endpoint observability to large, complex enterprise IT estates via a patented agent, 1,400+ sensors, and AI-driven remediation.

Ownership category

akta.pro rank

Product category

Digital Employee Experience (DEX) Software

NAICS

Software Publishers (513210), Computer Systems Design and Related Services (54151)

SIC

Services-Prepackaged Software (7372)

akta.pro primary industry

Digital Experience Monitoring & Management (DEX/DEM, AIOps for EUC) (BPAEAIAF)

akta.pro secondary industry

Software Metering & Usage Analytics (BPAEAOAJ)

Keywords

• Endpoint monitoring software
• Digital employee experience
• IT endpoint analytics
• VDI observability
• Proactive IT automation

Headquarters

HQ city

Boston

HQ country

United States

HQ region

North America

Offices3 records

Markets served

GTM type

B2B

Offering type

Software

Cost components

Personnel, Technology or R&D, Marketing or Sales, Infrastructure, Operations

Revenue model

1. SaaS Subscription (SysTrack): Bootstrapped SaaS business operating on annual recurring revenue model. Disclosed $22.3M ARR in 2025. Operates on ServiceNow Marketplace and Microsoft Azure Marketplace with no venture capital or outside investment.
2. Marketplace Channel Sales: SysTrack is available via Microsoft Azure Marketplace enabling streamlined procurement, deployment, and management. Also distributed through the ServiceNow Marketplace as Apps.
3. Channel/Partner Sales: Partner program with license discounts and deal registration for resellers, technical alliances, OEM relationships, and strategic GTM partners serving as primary avenues to market.

Pricing tiers

Go-to-market motion5 records

Distribution channels5 records

Marketing channels8 records

Core offering

Lakeside Software sells the SysTrack platform, a Digital Employee Experience (DEX) and IT endpoint analytics solution that uses a lightweight Intelligent Edge agent to collect 10,000+ data points every 15 seconds from every endpoint. It delivers real-time visibility, 1,400+ sensors, 220+ out-of-the-box automations, AI-driven diagnostics, and native integrations with ServiceNow, Microsoft Azure, VMware, Citrix, and other enterprise IT systems for large, complex enterprise IT environments.

Product overview

Lakeside Software sells a single unified platform — SysTrack — that is delivered as a modular, platform-plus-add-on architecture rather than a portfolio of unrelated products. The core SysTrack platform, powered by the Intelligent Edge agent, delivers end-to-end DEX (Digital Employee Experience) and IT endpoint observability; it is the foundation for every other Lakeside offering. On top of SysTrack sit a set of named modules and connectors, including SysTrack AI (an agentic AI reasoning engine), the Insight-Driven User Interface (with its AI Insights Carousel), the SysTrack Self Help Portal, Assist for ITSM and SysTrack CMDB (ServiceNow connectors), SysTrack Cloud (the Azure-hosted / Azure Marketplace delivery), and the new SysTrack Reliability Engineering (SRE for EUC) module. The Velocity Framework packages SysTrack into reusable 'Value Blueprints' for the most common use cases (DEX visibility, hardware optimization, software license optimization, root cause analysis, proactive IT ops resolution, etc.). All of these products share SysTrack's underlying 10,000-data-points-every-15-seconds data collection and 1,400+ sensor engine.

Differentiator

Problem solved

Functional benefit

Brands

• SysTrack: Flagship endpoint observability and Digital Employee Experience platform that collects 10,000+ data points every 15 seconds via the Intelligent Edge agent.
• SysTrack AI
• Velocity Framework

Products and services

• SysTrack Platform Core Digital Employee Experience (DEX) and IT endpoint analytics platform. Uses the Intelligent Edge agent to collect 10,000+ data points every 15 seconds from every endpoint, powers 1,400+ sensors and 220+ automations, and provides end-to-end visibility across physical and virtual endpoints for enterprise IT teams.
• SysTrack AI Agentic AI reasoning engine for digital employee experience management. Connects real-time signals across devices, performs automated diagnostics, provides natural language queries, and uses OpenAI-powered generative AI step-by-step remediation guidance for L2/L3 technicians.
• SysTrack Reliability Engineering (SRE for EUC) First reliability engineering solution for End-User Computing (EUC); provides the 'last mile' of site resilience by bringing SRE-style practices to endpoint reliability for IT and digital workplace teams.
• Assist for ITSM (Lakeside Assist)

Quantifiable outcome

• Helps cut ticket volume by up to 25% and reduce MTTR by up to 75%
• +6 more outcomes

Named customers16 records

Segments12 records

Ideal customer profiles2 records

Technology focussed Yes

API detail

Has API

No

API docs

API detail

Core technology

AI maturity

App detail

Integration10 records

AI capability2 records

Feature8 records

Partnerships

13 partnerships are on record, tiered flagship and core.

• ServiceNowflagshipTechnology or IntegrationDeep technology integration with ServiceNow including Assist for ITSM (endpoint performance, diagnostics, remediation tools) and SysTrack CMDB (automated digital workplace inventory ingestion). Quote from IBM's Mark Slaga highlights joint value. Lakeside is also a ServiceNow Marketplace Apps SaaS vendor.
• MicrosoftflagshipTechnology or IntegrationSysTrack is designed to quantify Windows OS and Office application performance and is available on Microsoft Azure Marketplace. Joint work on transforming end user computing with AI through collaboration with Microsoft, with quote from Jake Zborowski (GM, Microsoft Azure Platform). SysTrack Cloud region available in Azure India.
• VMwareflagshipTechnology or IntegrationIntegration supporting VMware Horizon (VDI), vSphere (virtualization platform), vRealize Operations (vROPs), App Volumes, and AirWatch by VMware for mobile management. Quote from former VMware VP Eric Frieberg endorses joint value.
• CitrixcoreTechnology or IntegrationIntegration supports Citrix Virtual Apps and Desktops, allowing IT teams to assess, implement, and monitor Citrix environments with Lakeside. Featured integration on the Partner Program page.
• NutanixcoreTechnology or IntegrationSysTrack provides reporting and insights into Nutanix's hyper-converged infrastructure, enabling IT teams to monitor server, VM, and desktop infrastructure from a single platform using a lightweight cross-platform agent.
• QualtricscoreTechnology or IntegrationIntegration combines SysTrack endpoint visibility with Qualtrics XM sentiment data to provide a unified dashboard of system health and user sentiment, real-time alerts with employee feedback, and targeted power user pulsing. Quote from Qualtrics' Brad Anderson on the Partner Program page.
• OpenAIflagshipTechnology or IntegrationIntegration with Microsoft Azure OpenAI brings generative AI-powered step-by-step troubleshooting guidance to L2/L3 technicians, simplifying root cause analysis and reducing MTTR through SysTrack Intelligent Support.
• SplunkcoreTechnology or IntegrationSysTrack data is pulled into Splunk for search, analysis, and visualization enabling actionable insights, trend tracking, and integration with other data sources for IT issue resolution.
• Microsoft Power BIcoreTechnology or IntegrationSysTrack data is pulled into Power BI to combine with other business data for analysis, visualization, and reporting; includes SysTrack templates to shrink the learning curve for non-Power BI experts.
• MoveworkscoreStrategic or Co-development PartnerJoint solution combining Moveworks conversational AI with SysTrack's on-device reporting, measurement, and actions to deliver proactive IT, increase self-service, and automate fixes. Quote from Moveworks' Field CTO Jake Speyer endorses joint AI value.
• Microsoft Azure Virtual DesktopcoreTechnology or IntegrationSysTrack provides real-time visibility, analytics, and insights into virtualized Windows endpoints and Office applications on Microsoft Azure Virtual Desktop.
• IBMcoreTechnology or IntegrationIBM's Mark Slaga (General Manager, Digital Workplace Services) endorses the Lakeside integration for ServiceNow, citing ability to create custom sensors and accelerate remote support, improve service quality, and remove productivity roadblocks with predictive management.
• KyndrylcoreImplementation/ SI/ Consulting PartnerJoint customer story 'Lakeside + Kyndryl: Superior Patient Satisfaction Starts with the Digital Employee Experience' in healthcare, indicating Kyndryl serves as an implementation/MSP partner delivering Lakeside-based DEX outcomes.

Scale indicators15 records

Recent moves7 records

Expansion highlights5 records

Direct peers

• Nexthink: Direct competitor in Digital Employee Experience (DEX) monitoring for large enterprises. Both sell endpoint telemetry, employee experience scoring, and IT operations automation, and both have historically been named Leaders in the Gartner DEX Magic Quadrant.
• Tanium: Direct competitor in real-time endpoint visibility and management for large, complex IT estates. Tanium's converged endpoint platform overlaps with SysTrack on endpoint telemetry, asset visibility, and IT operations use cases, though Tanium is more weighted toward security and control use cases.
• 1E: Direct DEX and endpoint monitoring peer; now part of TeamViewer following the 1E acquisition. Competes with Lakeside on real-time endpoint analytics, DEX scoring, and digital employee experience for Windows-heavy enterprise estates.
• ControlUp: Direct competitor in DEX and VDI/Endpoint monitoring with overlapping use cases in VDI (Citrix, VMware, AVD) performance analytics, help desk automation, and employee experience scoring. Targets the same large enterprise IT buyer as Lakeside.
• Aternity (Riverbed): Direct competitor in end-user experience and application performance monitoring, historically positioned for VDI and DEX use cases. Now part of Riverbed, broadening distribution and competing head-to-head against SysTrack on endpoint and application telemetry.

Broad incumbents

• Ivanti: Broader IT management incumbent covering endpoint management, UEM, and DEX-adjacent use cases. While Ivanti's footprint is wider (patch, security, service management), it competes for the same endpoint visibility and digital workplace budget as Lakeside.
• BigFix (HCL): Endpoint management platform from HCL Software covering configuration, compliance, and visibility. Competes with SysTrack on large-scale endpoint inventory, real-time telemetry, and IT operations use cases inside complex enterprise estates.
• ManageEngine (Zoho): Broad IT management suite (Endpoint Central, ServiceDesk Plus) covering endpoint monitoring, asset management, and ITSM. Competes with Lakeside particularly in the mid-market and price-sensitive segments of the DEX/endpoint visibility category.

Emerging players

• Catchpoint: Digital experience monitoring vendor that has expanded from network/internet observability into endpoint and employee experience. Overlaps with SysTrack on user-experience scoring and root cause across endpoint and network layers.
• Zscaler Digital Experience (ZDX): Zscaler's ZDX module measures end-to-end digital experience from the endpoint through the Zscaler Zero Trust Exchange. Competes with Lakeside on employee-experience scoring and remote-work visibility, particularly for cloud-first enterprises.

Market position

Strengths5 records

Weaknesses5 records

Competitive moat6 records

Key risks6 records

Key highlights7 records

Customer concentration

• Xx.com/lakesidesoft
• YouTubeyoutube.com/channel/UCWfHEBRbxFjWS2oW01Ox3bQ
• LinkedInlinkedin.com/company/133381

Revenue estimate

Valuation estimate

Number of profiles

Profiles13 records

Funding overview

Funding rounds1 record

Investors1 record

Funding detail is available on the Subscription and Enterprise plan.Contact sales →

M&A

Investments

M&A and investment is available on the Subscription and Enterprise plan.Contact sales →

Frequently asked questions about Lakeside Software