Full-Time

Director – Enterprise Learning and Knowledge

Multiple Teams

Posted on 8/22/2025

Perseus Group

Perseus Group

1,001-5,000 employees

Acquires and grows B2B software firms

No salary listed

Toronto, ON, Canada + 1 more

More locations: Markham, ON, Canada

Hybrid

Hybrid – 1 day per week in-office (Toronto – St. Clair or Markham location)

Category
Training
Requirements
  • Bachelor's degree in Organizational Development, Human Resources, Education, Business Administration, or a related field. Master's degree preferred.
  • 8+ years of progressive experience in roles focused on organizational development, learning & development, knowledge management, or talent management, with at least 4+ years in a leadership or strategic program design capacity.
  • Proven track record of designing, implementing, and managing large-scale, enterprise-wide learning programs (e.g., onboarding, leadership development).
  • Demonstrated expertise in knowledge management principles and strategies, with a strong focus on content architecture, curation, and user adoption.
  • Strong experience in leading and executing change management initiatives within complex organizational environments.
  • Exceptional communication, presentation, and facilitation skills, with the ability to influence and engage stakeholders at all levels, including executive leadership.
  • Strong project management skills with the ability to manage multiple priorities and complex initiatives simultaneously.
  • Ability to think strategically, translate business needs into practical learning solutions, and measure impact.
  • Experience collaborating with technology teams to leverage learning management systems and knowledge platforms for content delivery.
Responsibilities
  • Design, develop, and oversee a scalable, enterprise-wide onboarding program for all new hires across diverse portfolios, ensuring alignment with corporate values, business strategy, and key financial concepts.
  • Lead the strategy, development, and implementation of innovative, certification-based training modules that equip employees with essential skills and knowledge.
  • Collaborate with the L&D Platform team to effectively deliver learning content through existing systems and integrate third-party training materials to supplement custom programs.
  • Continuously evaluate and evolve all learning programs to ensure relevance, effectiveness, and alignment with organizational needs and industry best practices.
  • Partner closely with executive leadership, subject matter experts, and cross-functional teams to identify, document, and curate organizational best practices across all functions.
  • Design, maintain, and evolve comprehensive development pathways for emerging and established leaders, ensuring a pipeline of capable talent.
  • Develop and implement a strategy for curating, organizing, and disseminating valuable best practice articles, case studies, and internal knowledge assets.
  • Collaborate strategically with the L&D Platform team and other relevant stakeholders on the optimal user experience and engagement of the company's knowledge management frameworks and platforms, focusing on content architecture and user adoption.
  • Establish, manage, and facilitate dynamic forums and communities for sharing best practices, fostering peer-to-peer learning, and supporting executive development and networking across the organization.
  • Lead corporate change management and integration projects related to the adoption of new internal processes, systems, and organizational shifts, ensuring smooth transitions and high user engagement.
  • Develop and implement communication plans, training strategies, and support mechanisms to facilitate effective change adoption.
  • Collaborate closely with the Strategic HR Director to complement succession planning and executive development initiatives by providing scalable learning programs, knowledge resources, and development pathways that support identified talent needs at all levels.
  • Act as a trusted advisor to leadership on matters of organizational learning, knowledge sharing, and change adoption.
  • Work in partnership with the L&D Platform team to understand system capabilities and limitations, ensuring seamless delivery of developed learning and knowledge content.
Desired Qualifications
  • Master's degree preferred.
  • Experience working with M&A and Software companies, a plus.

Perseus Group is a buyer-and-hold investor that acquires B2B vertical market software (VMS) firms and keeps them for the long term. It buys specialized, mission-critical software businesses, then manages and develops them, often with additional resources and expertise, to help them grow steadily over many years. The company’s product is not a software release but a portfolio of software businesses that Perseus supports through ongoing partnerships and operational guidance. Perseus differentiates itself from others through patient, long-term ownership under the Constellation Software umbrella, a focused strategy on vertical market software, and hands-on support to help portfolio companies scale rather than pursue rapid exits. Its goal is to build durable value by growing a portfolio of profitable software companies and delivering steady performance for its investors and stakeholders.

Company Size

1,001-5,000

Company Stage

N/A

Total Funding

N/A

Headquarters

Markham, Canada

Founded

N/A

Simplify Jobs

Simplify's Take

What believers are saying

  • Starkwood acquisition on March 23, 2026, bolsters digital capabilities.
  • IronHQ buy expands North American equipment dealership software presence.
  • Honeywell OptiVision license diversifies into pulp and paper optimization.

What critics are saying

  • Integration failures from Starkwood and IronHQ cause customer churn.
  • Low morale drives talent exodus post-Optimal Blue acquisition.
  • AI startups displace Empower LOS and Winklevoss legacy software.

What makes Perseus Group unique

  • Perseus acquires niche VMS businesses like Starkwood for UK vehicle dealers.
  • Perseus builds specialized portfolios such as Constellation Dealer Group.
  • Perseus targets mission-critical B2B software for long-term partnerships.

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Benefits

Health Insurance

Dental Insurance

Vision Insurance

Life Insurance

Disability Insurance

401(k) Company Match

Paid Vacation

Paid Sick Leave

Paid Holidays

Unlimited Paid Time Off

Company News

Investing.com
Mar 30th, 2026
Perseus acquires IronHQ dealership software platform By Investing.com

Perseus acquires IronHQ dealership software platform

Business Wire
Nov 21st, 2024
Perseus Operating Group of Constellation Software Inc. Completes Acquisition of Matrix Sistemas e Serviços Ltda

Perseus Operating Group (“Perseus”) of Constellation Software Inc. (“Constellation”) today announced that it has completed the acquisition of Matrix S

Business Wire
Apr 9th, 2024
Securian Canada Inc. annonce la vente de Valeyo Inc. et de son logiciel de montage de prêts à Perseus Group Software Corp.

Aujourd’hui, Securian Canada Inc. a le plaisir d’annoncer que Perseus Group Software Corp. (« Perseus »), qui fait partie de Constellation Software In

Business Wire
Apr 8th, 2024
Securian Canada Inc. Annonce La Vente De Valeyo Inc. Et De Son Logiciel De Montage De Prêts À Perseus Group Software Corp.

TORONTO--(BUSINESS WIRE)--Aujourd’hui, Securian Canada Inc. a le plaisir d’annoncer que Perseus Group Software Corp. (« Perseus »), qui fait partie de Constellation Software Inc., a acquis Valeyo Inc. (« Valeyo ») et les affaires de son logiciel de montage de prêts. En février 2023, Valeyo avait fusionné avec la Première du Canada et la division des Marchés spéciaux de la Sun Life pour former une seule organisation sous une seule marque, Securian Canada (un fournisseur de premier plan de solutions d’assurance novatrices et prêtes pour la vie au Canada). Securian Canada, de même que sa société mère américaine, Securian Financial, est un assureur de premier plan dans les marchés des institutions financières

Cision
Apr 8th, 2024
Perseus Group Software Corp. Acquires Valeyo Inc. And Its Loan Origination Software (Los) Business From Securian Canada, Inc.

The acquisition amplifies Perseus Group's industry-leading technology suite with the addition of flexible, scalable, and dependable loan origination software services for Canadian financial institutions

INACTIVE