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Lakeside Software

Monitors IT end-user experience via SysTrack

Overview

Lakeside Software provides Digital Experience Monitoring for large enterprises, focusing on improving IT performance and end-user productivity with its flagship SysTrack. SysTrack collects data from endpoints like computers and servers to measure performance and user experience from the user’s perspective, helping IT teams identify issues, optimize resource use, and boost productivity. The product is offered primarily through subscription licenses, and Lakeside also provides consulting services to help organizations implement SysTrack effectively. What sets Lakeside apart is its emphasis on end-user experience and workspace analytics for enterprise environments, combined with ongoing licensing and advisory services to drive IT cost reductions and better performance. The company’s goal is to help organizations reduce IT costs, improve system performance, and enhance user satisfaction by delivering actionable visibility into IT operations.

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About Lakeside Software

Simplify's Rating
Why Lakeside Software is rated
B-
Rated B on Competitive Edge
Rated B on Growth Potential
Rated C on Differentiation

Industries

Data & AnalyticsConsultingEnterprise Software

Company Size

51-200

Company Stage

Growth Equity (Venture Capital)

Total Funding

N/A

Headquarters

Boston, MA

Founded

1997

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What believers are saying

  • Mark Benson’s October 2026 EMEA channel expansion widens distribution and partner sales.
  • SysTrack Cloud’s India region and Middle East agreements unlock regional enterprise demand.
  • AI adoption and AI PC planning give partners new advisory and managed-service revenue.

What critics are saying

  • An open NLRB case filed April 9, 2026 threatens labor relations and management distraction.
  • The last disclosed growth-equity round was February 11, 2020, limiting capital flexibility.
  • Nexthink, TeamViewer 1E, and Microsoft bundle overlapping DEX and endpoint management capabilities.

What makes Lakeside Software unique

  • SysTrack’s 2026 SRE launch adds SLO-driven endpoint reliability management.
  • Lakeside won 2026 Gartner, ISG, and Forrester leadership for DEX.
  • Its 10,000-plus sensor telemetry and three-year retention drive deep root-cause analysis.

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Benefits

  • Remote Work Options

Growth & Insights and Company News

6 month growth

0%

1 year growth

-8%

2 year growth

-7%
Intelligent Tech Channels
Oct 29th, 2026
Lakeside Software strengthens EMEA channel strategy with new leadership and partner programme.

Lakeside Software strengthens EMEA channel strategy with new leadership and partner programme. Mark Bowen 29 October, 2026 Lakeside Software has appointed Mark Benson as Channel Director EMEA as it expands its distribution strategy and prepares to introduce a redesigned partner programme, creating new opportunities for channel partners to develop services around Digital Employee Experience, AI adoption and IT optimisation. Lakeside Software is expanding its channel strategy across Europe, the Middle East and Africa (EMEA), appointing Mark Benson as Channel Director EMEA and preparing to launch a redesigned partner programme early next year. The company, which specialises in Digital Employee Experience (DEX) technology, is seeking to broaden its partner ecosystem beyond established relationships with global systems integrators and major service providers. Benson will work alongside David Whiting, Global Partner Director at Lakeside Software, to develop additional routes to market through distribution and engage a wider range of channel partners. The strategy is intended to help partners develop differentiated services around Lakeside's SysTrack platform, which provides visibility into enterprise IT environments and supports the identification and resolution of technology-related issues affecting employees. The expansion comes as organisations increasingly seek to improve digital workplace performance, reduce IT support costs and understand the impact of emerging technologies such as Artificial Intelligence. Distribution creates new routes to market A central element of Lakeside Software's strategy is the development of distribution-led partnerships that can simplify procurement and extend the company's reach into new markets. The company highlighted an example involving a major UK telecommunications provider that used an established distribution relationship to avoid a lengthy vendor onboarding process and accelerate its engagement with Lakeside. The approach is intended to make it easier for partners and enterprise customers to access SysTrack through existing commercial relationships. Lakeside is also expanding its international infrastructure and partnerships. Recent developments include the launch of a dedicated SysTrack Cloud region in India, hosted on Microsoft Azure, alongside new agreements in the Middle East. These developments are intended to support regional customer requirements while creating opportunities for partners to deliver DEX services in their respective markets. One of Lakeside's partners in the Middle East is VaporVM, which is working with the company to address growing demand for digital workplace monitoring and proactive IT support. Aqeel Asim, CEO at VaporVM, commented: "VaporVM is pleased to partner with Lakeside Software as demand for digital employee experience grows across the Middle East. Organisations here want to fix problems before they turn into tickets, and SysTrack gives us the data to do that. Combining Lakeside's technology with our in-region expertise, we're well placed to help customers move from reacting to issues to preventing them." The partnership reflects Lakeside's intention to combine its technology with regional expertise to help customers identify and resolve IT problems before they affect employee productivity. Experienced leadership supports channel expansion Benson brings experience in developing technology ecosystems, alliances and distribution partnerships. Before joining Lakeside Software, he served as Head of Modern Datacentre Alliances EMEA & ANZ at Arrow ECS. His previous positions also include Chief Technology Officer at Logicalis UK and Director of Marketing and Alliances at Roc Technologies. Whiting brings more than 15 years of experience in enterprise software and partner leadership, with expertise spanning DEX, end-user computing and enterprise Software-as-a-Service. His previous employers include Nexthink, 1E, Liquidware and RES Software, where he worked on strategic alliances and partner ecosystem development. Together, the two executives will focus on strengthening relationships with existing partners while identifying opportunities to extend Lakeside's presence through additional channel organisations. David Whiting, Global Partner Director at Lakeside Software, said: "Our focus is not simply on growing the number of partners we work with, but on building relationships that create meaningful opportunities for both our partners and their customers. "For global systems integrators and major service providers, that means understanding their existing services and identifying where SysTrack can strengthen and differentiate what they take to market. We want SysTrack to become an integral part of those solutions, supported by the expertise and insight Lakeside brings to the partnership." Partner programme redesign planned for 2027 Alongside the leadership expansion, Lakeside Software is redesigning its partner programme and portal. The updated programme is scheduled to launch in early 2027 and will introduce clearer objectives and incentives for participating partners. The company also plans to direct investment and support towards partners developing specialist expertise, generating customer opportunities and creating their own propositions around SysTrack. Rather than concentrating exclusively on increasing partner numbers, Lakeside intends to encourage partners to develop services that address specific customer requirements. These include improving digital workplace performance, supporting AI adoption and reducing the operational costs associated with IT support. Mark Benson, Channel Director EMEA at Lakeside Software, said: "Our goal is to help partners build differentiated propositions around the challenges their customers are facing, rather than simply adding another technology to their portfolio. That means identifying where SysTrack can deliver tangible value, whether that is helping customers plan their AI PC strategy, reduce IT support costs or gain greater visibility into how AI is being used across the organisation." AI PCs and Shadow AI create partner opportunities Lakeside Software sees several emerging opportunities for channel partners as organisations assess their digital workplace strategies. One area involves the adoption of AI-capable PCs. As businesses consider upgrading their device estates, SysTrack can provide information about employee workloads, device performance and application usage. Partners can use these insights to help customers determine which employees would benefit from AI-capable hardware and where existing devices remain suitable. This approach is intended to support more targeted investment decisions and reduce unnecessary hardware expenditure. Another opportunity involves IT service management, where SysTrack's diagnostics and automation capabilities can help organisations identify and resolve technical issues more efficiently. By using endpoint telemetry to detect problems before they generate support requests, partners can develop services focused on reducing IT support costs and improving employee productivity. The company is also positioning SysTrack as a tool for helping organisations understand the use of Shadow AI. This includes identifying which AI applications employees are using, assessing potential security and data risks, and measuring the utilisation of enterprise AI investments such as Microsoft Copilot. For channel partners, these capabilities provide opportunities to develop advisory and managed services around AI adoption, workplace optimisation and technology investment planning. Building services around employee experience Lakeside's strategy also focuses on helping major service providers incorporate DEX intelligence into their existing workplace services. SysTrack collects detailed endpoint telemetry that can be used to identify performance issues and understand how employees experience enterprise technology. Partners can combine these insights with their own consulting, support and managed services capabilities to improve customer outcomes. Capgemini is among the organisations using SysTrack as part of its digital workplace services. Komal Verma, Global Portfolio Director, Digital Workplace Products & Strategy at Capgemini, concluded: "At Capgemini, our goal is to transform experience data into meaningful business outcomes. Lakeside Software's SysTrack platform provides the deep endpoint visibility needed to understand what employees are actually experiencing, while our XMO and workplace services teams turn those insights into action. The combination helps customers improve digital employee experience at scale, with some organisations realising more than 50% reductions in MTTR as issues are detected and diagnosed far more quickly." The example highlights how DEX technology can be incorporated into broader service offerings to help customers improve IT performance and reduce incident resolution times. With nearly 30 years of enterprise IT experience, Lakeside Software is seeking to build on its existing technology and partner relationships while expanding its presence across regional markets.

GlobeNewswire
Oct 28th, 2026
Lakeside Software cited as a Leader in Digital Employee Experience Management by independent research firm.

Lakeside Software cited as a Leader in Digital Employee Experience Management by independent research firm. Lakeside receives the highest possible scores in 19 criteria, including Proactive Remediation, Vision and Adoption. BOSTON, Oct. 28, 2026 (GLOBE NEWSWIRE) - Lakeside Software, developer of SysTrack, the digital employee experience (DEX) engineering platform, was among the select companies that Forrester invited to participate in its Q4 2026 Forrester Wave(TM) evaluation, "The Forrester Wave(TM): Digital Employee Experience Management Solutions, Q4 2026." In this evaluation, Lakeside was cited as a Leader in Digital Employee Experience Management Solutions. The report evaluated 10 DEX providers across 38 criteria. Lakeside received the highest possible scores in 19 criteria, including 14 criteria within the Current offering category: * Data collection and coverage * Data querying, management, and retention * Integrations and APIs * Proactive remediation * Intelligent service automation * Cross-functional experience operations * Endpoint experience telemetry * Application experience monitoring * Synthetic monitoring * Experience correlation * Persona modeling * Root cause diagnosis * Remediation automation * Compliance validation Lakeside also received the highest possible scores in five criteria within the Strategy category: * Vision * Partner ecosystem * Adoption * Pricing flexibility and transparency * Supporting services and offerings In the report, Forrester states, "Lakeside's differentiated vision centers on site reliability engineering (SRE) principles to make the digital workspace measurable, resilient, and governed by service-level objectives." "We built SysTrack Reliability Engineering to give them that discipline, and we believe this recognition matters because it tells those teams their work..." "The Forrester Wave(TM): Digital Employee Experience Management Solutions, Q4 2026." "Lakeside's differentiated vision centers on site reliability engineering (SRE) principles to make the digital workspace measurable, resilient, and governed..." "I've spent almost 30 years working alongside the people who keep employees' devices running, and they've always known the experience deserved the same..." "I've spent almost 30 years working alongside the people who keep employees' devices running, and they've always known the experience deserved the same discipline as the data center," said Mike Schumacher, CEO, Lakeside Software. "We built SysTrack Reliability Engineering to give them that discipline, and we believe this recognition matters because it tells those teams their work belongs in the same conversation as the rest of IT." The recognition caps a year in which Lakeside was named a Leader in the 2026 Gartner(R) Magic Quadrant(TM) for Digital Employee Experience Management Tools, and a Leader in two categories of ISG's Provider Lens(TM) Evaluations for Digital Employee Experience and AI-Enabled End-User Computing Solutions 2026. In June, the company launched SysTrack Reliability Engineering, which brings site reliability engineering to end-user computing. At its center is the SysTrack Experience Index, which lets organizations define what good performance looks like for their own environment, then measure the employee experience against it and track improvement over time. To read The Forrester Wave(TM): Digital Employee Experience Management Solutions, Q4 2026, visit here. Forrester Disclaimer Forrester does not endorse any company, product, brand, or service included in its research publications and does not advise any person to select the products or services of any company or brand based on the ratings included in such publications. Information is based on the best available resources. Opinions reflect judgment at the time and are subject to change. This report is part of a broader collection of Forrester resources, including interactive models, frameworks, tools, data, and access to analyst guidance. For more information, read about Forrester's objectivity here. About Lakeside Software Lakeside Software is pioneering the future of digital employee experience (DEX) with the industry's first reliability engineering model for end-user computing. Lakeside's SysTrack platform transforms high-resolution, first-party telemetry into insights and automated resolutions for proactive IT operations and autonomous support - empowering enterprises to reduce downtime and deliver exceptional digital experiences across employee endpoints, mobile devices, and OT. Trusted by hundreds of global enterprises and service providers, SysTrack scales to estates with over one million physical and virtual workspaces, reducing IT costs, preventing failures, and driving smarter decisions through unparalleled visibility. Lakeside has a nearly 30-year heritage in enterprise IT software and was named one of TIME's America's Top WorkTech Companies of 2026. Learn more at www.lakesidesoftware.com.

Renascence
Jul 21st, 2026
SysTrack Reliability Engineering: proactive DEX to reduce employee friction.

SysTrack Reliability Engineering: proactive DEX to reduce employee friction. Lakeside Software launches SysTrack Reliability Engineering, applying site reliability principles to enterprise endpoints so IT teams fix issues before employees notice them. Renascence Newsdesk What happened. Lakeside Software has announced the launch of SysTrack Reliability Engineering, a new capability within its digital employee experience (DEX) platform designed to help IT teams proactively identify and resolve workplace technology issues before they affect end users. The offering applies site reliability engineering principles - long established in software development - to the management of enterprise endpoint environments. The product monitors device and application performance continuously, enabling IT operations teams to shift from reactive troubleshooting to predictive intervention. Rather than waiting for employees to log a support ticket, SysTrack Reliability Engineering surfaces degradation signals early, allowing problems to be addressed in the background without disrupting the worker. Why it matters. Friction in the digital workplace is a customer-experience problem at one remove: when employees wrestle with slow devices, crashing applications or unreliable connectivity, their capacity to serve customers degrades alongside their own experience. Behavioural economics is clear that cognitive load imposed by poor tooling erodes both decision quality and service empathy - two things that directly shape how customers feel about a brand. A proactive reliability model reduces that hidden tax on employee attention. From a service-design perspective, the move signals a maturing of the DEX category. Fixing problems before employees notice them is the workplace equivalent of a seamless customer journey - the best service interaction is one the recipient never has to think about. Organisations that embed this kind of invisible reliability into their IT operations are, in effect, designing frustration out of the employee journey at the infrastructure layer. The Renascence take. Most commentary on this launch will focus on IT efficiency and ticket-volume reduction. That framing undersells the deeper opportunity - and misses the behavioural mechanism that makes proactive reliability genuinely transformative. The real prize here is not fewer helpdesk calls; it is the recovery of discretionary effort. When technology quietly works, employees direct their cognitive surplus toward customers rather than workarounds. Organisations should resist measuring this initiative solely on IT KPIs and instead track downstream signals: handle time, first-contact resolution, and - critically - employee-reported sense of competence and control. Those are the indicators that connect endpoint reliability to customer outcomes. The contrarian read is that buying a DEX platform without rewiring how IT success is measured will simply produce a more expensive version of the status quo. This briefing was written by the Renascence newsdesk, synthesising reporting from the outlets below. Follow the links for the original coverage. More in Employee Experience Stay ahead of CX Get the signal, not the noise. The stories shaping customer experience - plus the Journal and Experience Loom - in your inbox.

GlobeNewswire
Jul 21st, 2026
Lakeside Software named a Leader in ISG's Provider Lens(TM) evaluations for Digital Employee Experience and AI-Enabled End-User Computing Solutions 2026.

Lakeside Software named a Leader in ISG's Provider Lens(TM) evaluations for Digital Employee Experience and AI-Enabled End-User Computing Solutions 2026. SysTrack AI's agentic reasoning and autonomous remediation drive dual Leader recognition. BOSTON, July 21, 2026 (GLOBE NEWSWIRE) - Lakeside Software, the industry-leading digital employee experience (DEX) engineering company, has been named a Leader in two categories of Information Services Group's (ISG) 2026 Provider Lens(TM) Future of Work - Solutions Report: Digital Employee Experience (DEX) Solutions and AI-Enabled End-User Computing Solutions for the fourth consecutive year. ISG evaluated 24 vendors globally for the study. "Lakeside Software [also] leads in AI-enabled EUC management with its AI-driven SysTrack platform, combining deep endpoint telemetry, explainable agentic..." "Being named a Leader in both Digital Employee Experience and AI-Enabled End-User Computing Solutions is a strong validation of the work our team has put into..." "IT teams need more than visibility; they need trusted, explainable insights they can act on. This recognition reflects our commitment to delivering exactly..." "Lakeside Software leads in DEX solutions with outstanding endpoint telemetry, predictive and agentic AI capabilities, and a proven ability to translate deep..." "Lakeside Software [also] leads in AI-enabled EUC management with its AI-driven SysTrack platform, combining deep endpoint telemetry, explainable agentic..." "Being named a Leader in both Digital Employee Experience and AI-Enabled End-User Computing Solutions is a strong validation of the work our team has put into..." "IT teams need more than visibility; they need trusted, explainable insights they can act on. This recognition reflects our commitment to delivering exactly..." "Lakeside Software leads in DEX solutions with outstanding endpoint telemetry, predictive and agentic AI capabilities, and a proven ability to translate deep..." "Lakeside Software [also] leads in AI-enabled EUC management with its AI-driven SysTrack platform, combining deep endpoint telemetry, explainable agentic..." The recognition reflects the strength of Lakeside's SysTrack platform and SysTrack AI, its agentic reasoning engine, which delivers explainable root-cause analysis and autonomous remediation across enterprise IT environments. "Being named a Leader in both Digital Employee Experience and AI-Enabled End-User Computing Solutions is a strong validation of the work our team has put into SysTrack AI," said Mike Schumacher, CEO, Lakeside Software. "IT teams need more than visibility; they need trusted, explainable insights they can act on. This recognition reflects our commitment to delivering exactly that, for employees wherever and however they work." For Digital Employee Experience (DEX) Solutions, Lakeside's strengths include: * SysTrack AI operationalizes DEX at scale: Agentic reasoning layer explains experience issues and recommends evidence-based remediation, accelerating resolution and reducing manual effort. * Automated, persona-based experiences: Expanded remediation workflows and role-based experiences, including SysTrack Mobile, extend real-time DEX analytics to hybrid workforces. * Strong partner ecosystem and integrations: Expanded ITSM, collaboration, and endpoint integrations embed DEX intelligence into operational workflows at scale. * Deep endpoint telemetry foundation: SysTrack captures 10,000+ data points every 15 seconds, powering precise baselining and predictive insights into productivity, device health, and workplace performance. For AI-Enabled End-User Computing Solutions, Lakeside's strengths include: * Agentic, evidence-based diagnostics: SysTrack AI correlates cause and effect across millions of signals, leveraging 20+ years of endpoint telemetry to deliver explainable root-cause analysis and prescriptive remediation. * Shift-left and self-service: Conversational diagnostics and guided self-healing let L1 service desk teams and employees resolve complex issues without escalation. * Ecosystem integration and partnerships: Strengthened integrations with ServiceNow, Microsoft, Citrix, and VMware, plus Azure collaboration, enable governed automation and enterprise-scale AI governance. * Sustained execution and platform momentum: Continued investment in AI, telemetry, and workflow integration strengthens trusted, data-driven DEX management and resilient EUC operations. "Lakeside Software leads in DEX solutions with outstanding endpoint telemetry, predictive and agentic AI capabilities, and a proven ability to translate deep device data into automated, productivity-driven outcomes for large, complex digital workplaces," said Bruce Guptill, ISG Analyst and Adviser. "Lakeside Software [also] leads in AI-enabled EUC management with its AI-driven SysTrack platform, combining deep endpoint telemetry, explainable agentic diagnostics, and expanding autonomous remediation to support proactive, trusted workplace operations." The ISG recognition comes on the heels of other recent milestones for Lakeside. In June, the company introduced SysTrack Reliability Engineering (SRE), extending the platform with a service level objective (SLO)-driven model that applies site reliability engineering principles to end-user computing. About Lakeside Software Lakeside Software is pioneering the future of digital employee experience (DEX) with the industry's first reliability engineering model for end-user computing. Lakeside's SysTrack platform transforms high-resolution, first-party telemetry into insights and automated resolutions for proactive IT operations and autonomous support - empowering enterprises to reduce downtime and deliver exceptional digital experiences across employee endpoints, mobile devices, and OT. Trusted by hundreds of global enterprises and service providers, SysTrack scales to estates with over one million physical and virtual workspaces, reducing IT costs, preventing failures, and driving smarter decisions through unparalleled visibility. Lakeside has a nearly 30-year heritage in enterprise IT software and was named one of TIME's America's Top WorkTech Companies of 2026. Learn more at www.lakesidesoftware.com.

Yahoo Finance
Jun 25th, 2026
Lakeside Software launches SysTrack Reliability Engineering to align endpoint reliability with business outcomes

Lakeside Software has launched SysTrack Reliability Engineering, applying site reliability engineering principles to end-user computing. The platform introduces a service level objective-driven model for managing employee experience as a measurable IT service. The tool addresses the "last-mile blind spot" in IT operations where infrastructure metrics appear healthy whilst employee experience suffers. It treats employee workspace as an IT service governed by measurable SLOs aligned to business impact, leveraging over 1,400 real-time sensors per device to evaluate endpoint performance. Built on nearly 30 years of enterprise experience, SysTrack Reliability Engineering enables organisations to define baseline SLOs, track improvements and establish accountability between IT and business teams. The platform aims to shift end-user computing from reactive support to proactive, measurable outcomes.

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