Lakeside Software

Senior (Principal) Product Manager

Lakeside Software$120K — $145K *
Enterprise Technology
Less than 5 years of experience
Job Overview by Ladders

Qualifications

  • 4-7 years of product management experience, preferably in enterprise software
  • Experience independently owning software features or product areas from discovery through delivery
  • Strong ability to transform ambiguous customer problems into structured product opportunities
  • Judgment in balancing customer needs and strategic priorities with technical constraints
  • Experience working with engineers on complex products
  • Experience engaging with customers and translating feedback into product decisions
  • Strong written and verbal communication skills

Responsibilities

  • Own the roadmap, priorities, and backlog for assigned areas of SysTrack
  • Develop a clear understanding of customer problems and workflows
  • Engage directly with customers and internal teams to identify pain points
  • Separate customer problems from requested solutions and validate concepts
  • Translate product direction into epics, features, and requirements
  • Make tradeoffs between new functionality and technical investments
  • Partner with Engineering and UX through all stages of product development
  • Make timely product decisions amidst changing requirements
  • Ensure investments align with a coherent SysTrack experience
  • Represent product areas in customer and internal discussions
  • Build expertise in Digital Employee Experience and adjacent markets
  • Contribute to broader product planning with cross-functional implications

Benefits

  • 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
Full Job Description
Lakeside Software is looking for a Senior or Principal Product Manager to own and advance key areas of the SysTrack platform. You will independently take customer and business problems from discovery through delivery, while developing a clear point of view on how the capabilities you own should evolve.

You will work closely with Engineering, UX, Customer Success, Sales, Support, and other product leaders to understand customer needs, set priorities, define requirements, and guide product investments through development and release.

What You'll Do
  • Own the roadmap, priorities, and backlog for assigned areas of SysTrack
  • Develop a clear understanding of the customer problems, workflows, and technical capabilities within your product areas
  • Engage directly with customers and internal teams to identify pain points, unmet needs, and recurring product opportunities
  • Separate underlying customer problems from requested solutions and validate concepts before significant engineering investment
  • Translate product direction into clear epics, features, workflows, requirements, and acceptance criteria
  • Make and communicate tradeoffs between new functionality, customer requests, usability, technical investment, and defects
  • Partner closely with Engineering and UX throughout discovery, planning, implementation, and release
  • Make timely product decisions when scope, requirements, or technical constraints change
  • Ensure individual investments contribute to a coherent SysTrack experience
  • Represent your product areas in customer conversations, roadmap discussions, and internal planning
  • Build expertise in Digital Employee Experience, endpoint management, IT operations, and adjacent markets
  • Contribute to broader product planning and identify patterns that may have implications across SysTrack

Requirements

What We're Looking For
  • 4-7 years of product management experience, preferably in enterprise software
  • Demonstrated experience independently owning software features or product areas from discovery through delivery
  • Strong ability to turn ambiguous customer problems into structured product opportunities and requirements
  • Sound judgment when balancing customer needs, strategic priorities, technical investment, and delivery constraints
  • Experience working directly with engineers on technically complex products
  • Experience engaging with customers and translating feedback into product decisions
  • Strong written and verbal communication skills
  • Comfort making decisions with incomplete information and adjusting as new evidence becomes available


Experience with DEX, endpoint management, ITSM, analytics, observability, enterprise AI, automation, APIs, or other data-intensive enterprise software is helpful.

Benefits
  • 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

About Lakeside Software

Lakeside Software is a digital experience monitoring company. The company is headquartered in Park Ridge, Illinois and was founded in 1997. Lakeside Software provides a platform that enables IT teams to monitor and optimize the digital experience of their end-users. The platform uses machine learning to automatically identify performance issues and suggest optimizations. Lakeside Software is backed by JMI Equity.
Learn more about Lakeside Software
Size
200 employees
Industry
Founded
1997
NASDAQ

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