Lakeside Software

Human Resources

• **About the Role****Lakeside Software is seeking a highly organized and proactive HR Generalist to join our People & Culture team in Boston. This hybrid position requires being in the office 2–3 days per week to support collaboration, connection, and on-site projects.
• This role is ideal for someone who enjoys working across a wide range of HR functions, thrives in a collaborative environment, and has a strong sense of ownership for both process and detail. The HR Generalist will serve as the operational backbone of our People team—supporting projects, programs, and day-to-day administrative excellence across the employee lifecycle. From onboarding and benefits coordination to data integrity, compliance, and process improvement, this person will help build a thoughtful, efficient, and high-trust HR function that scales with Lakeside’s growth.
• **Key Responsibilities****People Operations & Administration**
• - Maintain employee records, data accuracy, and reporting within HRIS and supporting systems.
• - Manage documentation for new hires, terminations, promotions, and policy changes; ensure compliance with state and federal regulations.
• - Partner with Payroll and Finance to ensure accuracy of pay, bonuses, and benefits deductions.
• - Oversee employment verification, background checks, and compliance filings.
• - Coordinate benefits administration and open enrollment, partnering with brokers and vendors to support employees.
• **Programs & Projects**
• - Support the VP of People & Culture in executing HR projects such as job leveling, compensation reviews, and engagement initiatives.
• - Lead process documentation and project tracking for recurring HR cycles (open enrollment, performance reviews, compliance training).
• - Partner with leadership on new HR programs related to wellness, professional development, and recognition.
• - Collaborate with global HR counterparts and cross-functional teams (Finance, IT, Legal) to ensure consistent practices and data integrity.
• **Employee Experience & Communication**
• - Serve as a first point of contact for HR questions, providing clear and timely guidance to employees.
• - Support new hire onboarding logistics, communication, and employee documentation.
• - Draft and distribute internal HR communications, alerts, and process updates.
• - Uphold a positive, approachable, and professional tone in every interaction, helping maintain Lakeside’s culture of respect and accountability.

HR Generalist

Attorney

• Serve as the primary legal advisor to the executive team and board
• Build and lead the Company’s legal function, including selecting and managing outside counsel as needed
• Provide guidance on global corporate governance, board matters, and compliance frameworks
• Oversee negotiation and structuring of global customer, vendor, and partner agreements. Ensure templates, processes, and playbooks scale efficiency with the business
• Manage global corporate governance, entity structure, and securities compliance
• Advise on employment law, data privacy, and intellectual property protection
• Develop and maintain compliance programs covering data security, privacy, and governance
• Support M&A, fundraising, and strategic partnerships, including due diligence and integration

VP, Legal

Account Executive

• Developing and executing new business and expansion strategies in your territory, managing complex enterprise sales cycles
• Identifying, qualifying, and closing sales opportunities, consistently exceeding revenue targets
• Building multi-threaded relationships with decision-makers (CXO, VP, etc.) to drive new business and expansion
• Collaborating with cross-functional teams and the Global Partner team to maximize opportunities and deal value
• Maintaining accurate revenue forecasts and effectively manage time, accounts, and pipeline.
• Supporting Sales team success through teamwork and shared goals

Enterprise Account Executive

Frontend Engineer

• Leading a team of front-end engineers, providing technical guidance and mentorship
• Delegating tasks and ensuring timely delivery of milestones
• Facilitating daily stand-ups, sprint planning, and retrospectives
• Reviewing and approving code contributions from team members
• Supporting onboarding and skills development of junior Engineers
• Acting as the primary point of contact for engineering-related decisions within the front-end team
• Refactoring and optimizing front-end code for performance and scalability
• Building responsive, user-friendly web UIs
• Collaborating with engineering and product teams on feature implementation
• Creating and enhancing data visualizations to make complex data clear and actionable
• Participating in Agile processes, including planning, stand-ups, and retrospectives

Senior React Developer – Team Lead

Architect

• Enable Lakeside Software Partners to deliver value to their customers through the SysTrack platform, resulting in continued annual reoccurring revenue (ARR) attainment
• Train and educate our Partners' Centre of Excellence by leveraging a proactive agenda including the value and Velocity blueprints where applicable to the Partner offering and assisting in ensuring that the blueprints and value are received by Partner Clients
• Partner enablement in the planning, and design of SysTrack architecture, and assisting partners with the implementation and operations of SysTrack for their customers
• Coordinate with the customer and internal Lakeside team around Implementation, Testing and Deployment sign-off
• Coordinate with the Network team, AD team, SCCM team, Security and Wintel teams to address project dependencies
• Strong working knowledge of EUC tools and correct approaches to handle them for enterprise customers
• Ability to analyse and assess SysTrack environments, providing education to Partners to drive actionable insights and provide value or ROI use cases
• Consult with Partners on maintaining SysTrack environments for compliance through agent connectivity, platform stability and product upgrades
• Partner with SI’s and MSP’s and collaborate on internal process improvement initiatives
• Prior experience developing collateral, knowledge articles, and process flows based on client needs and partnering with an operations team to provide sophisticated content
• Maintain a degree of awareness about product innovations and development for SysTrack and other EUC tools
• Host enablement sessions and participate in touch points, planning, and review sessions
• Help the Partner to navigate through various stages on SysTrack maturity model

HR Generalist

VP, Legal

Enterprise Account Executive

Senior React Developer – Team Lead

Partner Delivery Architect