Lakeside Software is how organizations with large, complex IT environments can finally get visibility across their entire digital estates and see how to do more with less. Lakeside Software helps companies gain a better view, so they can see the hidden issues, the smartest fixes, and the biggest savings. We collect and analyze more endpoint data than anyone else. The more data you have, the better your results will be. That’s why so many of the world’s leading companies look to Lakeside to gain visibility across their entire digital estates, empowering them to do more with less.

Lakeside Software is looking for a VP, People & Culture to join our People Team in North America. Based in Michigan or Boston and reporting to the Chief Financial Officer, you will collaborate with global People team members to deliver world-class HR support that puts Lakesiders at the center of everything we do. This role will be both strategic and hands-on—evolving our high-performance culture, driving employee engagement, and continuously improving our talent acquisition and development frameworks.

Responsibilities

Lead all HR functions for North America, including People Operations, Talent Acquisition, HR Business Partnering, and strategic people initiatives.
Serve as the primary HR advisor to employees and leaders, building trusted relationships and driving alignment between people strategy and business goals.
Own PeopleOps for North America—overseeing onboarding, training, HR systems, and policy implementation to ensure a consistent and high-quality employee experience.
Drive talent acquisition and development efforts, supporting both in-office and remote teams across a global workforce.
Coach and support leaders and managers on performance, engagement, leadership, and team effectiveness.
Lead performance management, employee relations, and compensation strategies to foster a high-performance culture.
Identify people-related risks and provide proactive, strategic guidance to mitigate issues and support business continuity.
Champion initiatives related to culture, leadership development, and organizational effectiveness that elevate employee engagement and growth.

A minimum of 7 years of progressive experience including prior leadership/management roles
Proven ability to design and execute people strategies aligned with business objectives.
Strong business acumen and experience in growth environments
Excellent communication, organizational, and stakeholder management skills
Ability to deal tactfully and confidently with internal and external customers
Knowledgeable of employment laws and regulations
HR certification (SPHR, PHR, SHRM) preferred
Bachelor's or Master's degree in HR, Business Administration, or related field.

Medical, Dental & Vision Insurance
Flexible Spending
Short & Long Term Disability Insurance
Company Paid Life & Voluntary Life & AD&D Insurance
401(k) matching
11 Days Observed Holidays
20 Days PTO
5 Days Paid Sick Time
Opportunities for career development and growth
A collaborative and supportive team culture

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VP, People & Culture