insightsoftware
Director, Product Management - Lease Lifecycle Management
insightsoftware, Myrtle Point, Oregon, United States, 97458
Company Description
insightsoftware is a global provider of comprehensive solutions for the Office of the CFO. We believe an actionable business strategy begins and ends with accessible financial data. With solutions across financial planning and analysis (FP&A), accounting, and operations, we transform how teams operate, empowering leaders to make timely and informed decisions. With data at the heart of everything we do, insightsoftware enables automated processes, delivers trusted insights, boosts predictability, and increases productivity. Learn more at insightsoftware.com.
Job Description The
Director of Product Management, Lease Lifecycle Management , is a strategic leader and executive owner of our enterprise lease management and administration solutions within our comprehensive suite of financial software platforms. This senior leadership role is responsible for driving market dominance, commercial growth, and transformative customer impact within our Lease Lifecycle Management portfolio, with an executive focus on business value creation, strategic go‑to‑market execution, and enterprise‑wide customer engagement.
As the senior market authority and customer advocate for the Lease Lifecycle Management product segment, you will own the end‑to‑end product strategy and execution, from technical feasibility assessment and enterprise architectural alignment to commercial leadership and customer adoption at scale. Leading cross‑functional teams including Engineering, UX, Product Marketing, and Sales, you will ensure our lease management solutions are technically superior, highly scalable, and aligned with evolving global lease accounting standards and compliance requirements.
Our Lease Lifecycle Management solutions, including
LeaseAccelerator, EZLease, PureLease, and Real Estate Manager , empower multi‑national enterprise teams to gain real‑time insights and make faster, data‑driven decisions about their lease portfolios, lease accounting compliance (ASC 842/IFRS 16), lease administration automation, and strategic portfolio optimization, driving continuous business improvement and ensuring adherence to complex regulatory requirements while optimizing operational efficiency.
Key Responsibilities 1. Strategic Product Leadership & Vision
Define and drive the enterprise‑wide technical product strategy for Lease Lifecycle Management solutions, ensuring alignment with global lease accounting standards (ASC 842, IFRS 16), compliance requirements, and modern cloud‑first enterprise technology strategies
Lead the development of high‑performance, scalable lease management platforms that seamlessly integrate with major ERP and EPM systems including Oracle, SAP, Microsoft Dynamics, NetSuite, Workday.
Validate, architect, and execute the long‑term product roadmap and portfolio strategy for both immediate market needs and 3‑5 year growth by collaborating with internal and external stakeholders, including Fortune 500 customers, lease advisory partners, regulatory bodies, Marketing, Sales, and Customer Success
Drive product rationalization strategy consolidating around flagship products while strategically migrating customers from legacy platforms
Leverage strategic partnerships with lease technology providers, real estate consulting firms, and regulatory organizations to accelerate innovation and create sustainable competitive advantages
Form strategic cross‑portfolio partnerships with other insightsoftware business units to drive unified platform opportunities and customer expansion
Extract maximum commercial value from your product portfolio through sophisticated packaging, pricing optimization, strategic feature development, and market enablement
Champion AI‑powered lease abstraction capabilities and agentic automation to revolutionize lease data extraction and administration workflows
2. Business Leadership & Go‑to‑Market Excellence
Own and optimize the complete business performance of the Lease Lifecycle Management portfolio ($48M ARR base), delivering strategic recommendations to accelerate commercial growth and exceed financial targets
Drive portfolio expansion through strategic market penetration, lessor functionality expansion, and international market development
Transform complex technical innovations into compelling customer‑centric solutions, ensuring enterprise lease professionals can derive actionable insights from consolidated lease portfolio data across global operations
Partner strategically with Sales, Marketing, and Customer Success leadership to ensure premium positioning, competitive pricing, and sophisticated value articulation of Lease Management products to C‑suite executives
Execute comprehensive product launch strategies, partnering with Product Marketing and Sales Enablement to deliver executive‑level product education, demonstrations, and thought leadership to internal teams and enterprise customers
Drive and lead enterprise‑wide sales and customer education programs to ensure comprehensive understanding of product capabilities, competitive differentiation, and consultative selling methodologies
Develop and execute strategic pricing frameworks, including enterprise price optimization, competitive market analysis, and value/consumption‑based pricing models.
Lead cross‑sell initiatives across the insightsoftware portfolio to drive bi‑directional revenue growth
3. Product Development & Technical Execution
Drive delivery of complex market and enterprise customer requirements, including strategic definition, prioritization, technical trade‑offs, and execution of major release milestones
Address critical competitive gaps in integration capabilities, lessor functionality, and international accounting standards support identified through loss analysis
Lead platform consolidation initiatives to unify disparate lease solutions and create seamless user experiences across the portfolio
Drive exceptional customer experiences across the entire lease lifecycle (procurement, administration, accounting, compliance, reporting), measured by NPS, retention (>90% target), and customer expansion metrics
Lead resolution of enterprise customer escalations, retention challenges, and strategic account management issues
Oversee migration strategies for customers to flagship platforms
4. Market Leadership & Customer Strategy
Develop comprehensive market intelligence on customer usage patterns, competitive positioning, and global lease management trends, translating insights into strategic product requirements and market opportunities
Serve as the recognized thought leader for enterprise lease management software, leading industry conferences, webinars, FASB/IASB panels, advisory boards, and customer executive briefings
Execute sophisticated win/loss analysis and customer feedback programs (including executive NPS interviews and strategic customer advisory boards) to refine product capabilities and enhance enterprise user experiences
Monitor global lease accounting regulatory changes, compliance requirements, and competitive landscape evolution, ensuring our solutions maintain market leadership and regulatory compliance across all jurisdictions
Function as the primary internal product evangelist and sought‑after external market authority for enterprise lease lifecycle management solutions
Identify strategic market opportunities through comprehensive market analysis, executive customer interviews, and competitive intelligence programs
Lead competitive positioning against competitors while capturing disruption opportunities
Qualifications Technical & Domain Expertise
Deep expertise
in enterprise lease management software, lease accounting processes, and global lease compliance requirements
Extensive experience
with lease accounting platforms, lease administration systems, and enterprise real estate management technologies
Strong understanding
of global lease accounting standards (ASC 842, IFRS 16, GASB 87/96), lease administration best practices, and multinational compliance requirements
Understanding
of modern data analytics, business intelligence platforms, and real‑time reporting technologies in the context of lease portfolio management
Growing understanding and enthusiasm
for artificial intelligence and the potential it has to revolutionize lease abstraction, administration automation, and portfolio optimization
Experience
with enterprise software architectures, cloud platforms, and their impact on financial software solutions at scale
Knowledge
of advanced software development methodologies (Agile, DevOps, CI/CD) and enterprise‑grade security frameworks desirable
Product & Business Leadership
10+ years
of experience in B2B enterprise software Product Management, with at least 5 years in senior leadership roles focused on lease management, real estate, or financial compliance solutions
Proven ability
to bridge complex technical and business requirements, ensuring lease management solutions drive measurable enterprise business value and ROI
Extensive experience
in SaaS/cloud‑based product leadership, with deep expertise in financial data analytics, reporting, and enterprise integrations
Strong P&L ownership mindset , making strategic product investment decisions based on market opportunity, technical feasibility, and competitive positioning
Demonstrated success
engaging with C‑suite executives, CFOs, Controllers, Real Estate Directors, and enterprise IT leadership to drive adoption and strategic business outcomes
Expertise
in enterprise pricing strategy development and implementation, including value‑based pricing and competitive positioning
Proven track record
managing complex product metrics including bookings, ARR, net expansion, gross retention, and customer lifetime value
Experience
driving product rationalization and portfolio optimization strategies
Executive Leadership & Communication
Proven ability
to influence and lead cross‑functional organizations without formal authority, driving alignment across Engineering, Sales, Marketing, and Customer Success
5+ years
of experience building, managing, and developing high‑performing product management and technical teams
Exceptional executive communication
and presentation skills, with demonstrated ability to present to boards of directors, C‑suite executives, and industry analyst organizations
Ability to balance
competing enterprise priorities and make critical strategic decisions under pressure
Extensive experience
partnering with Product Marketing leadership to commercialize complex enterprise offerings
Experience
leading UX and design organizations to create intuitive, accessible enterprise solutions
Demonstrated ability
to drive execution across global Development, Sales, Marketing, Support, and Customer Success organizations
Education & Certifications
Bachelor's degree
(or foreign equivalent) in Business, Computer Science, Engineering, Finance, Accounting, Real Estate, or related field
Professional qualification or Master's degree
in Business (MBA), Finance, Real Estate, or related field strongly preferred
Beneficial Certifications : CPA, CMA, CCIM (Certified Commercial Investment Member), CPM (Certified Property Manager), Pragmatic Marketing, CSPO, or Enterprise Lease Technology certifications
Professional or in‑house experience
and certification in lease accounting standards (ASC 842, IFRS 16), real estate management, or equipment finance preferred
Additional Requirements
Executive presence
with exceptional organizational and strategic planning capabilities
Strategic visionary
with disciplined tactical execution - ability to balance long‑term market vision with rigorous operational excellence
Executive drive and resilience
- ability to operate in demanding enterprise environments with unwavering focus on achieving exceptional results
Compelling executive presence
- ability to effectively engage with enterprise prospects, Fortune 500 customers, and industry leaders, building confidence in our strategic direction
Market authority
- recognized expertise in lease lifecycle management, with ability to speak authoritatively on industry trends, regulatory changes, and best practices
Comfortable with 25‑35% executive travel
for customer meetings, industry events, and team leadership
Remote position available
in US, Canada, or UK with preference for candidates in major metropolitan areas for customer accessibility
Additional Information #LI-Remote
**
At this time insightsoftware is not able to offer sponsorship to candidates who are not eligible to work in the country where the position is located . **
**
Learn more about our high‑energy, high-performance global team. Work With Us »
insightsoftware About Us: Hear From Our Team - InsightSoftware (wistia.com)
Background checks are required for employment with insightsoftware, where permitted by country, state/province.
At insightsoftware, we are committed to equal employment opportunity regardless of race, color, ethnicity, ancestry, religion, national origin, gender, sex, gender identity or expression, sexual orientation, age, citizenship, marital or parental status, disability, veteran status, or other class protected by applicable law. We are proud to be an equal opportunity workplace.
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Job Description The
Director of Product Management, Lease Lifecycle Management , is a strategic leader and executive owner of our enterprise lease management and administration solutions within our comprehensive suite of financial software platforms. This senior leadership role is responsible for driving market dominance, commercial growth, and transformative customer impact within our Lease Lifecycle Management portfolio, with an executive focus on business value creation, strategic go‑to‑market execution, and enterprise‑wide customer engagement.
As the senior market authority and customer advocate for the Lease Lifecycle Management product segment, you will own the end‑to‑end product strategy and execution, from technical feasibility assessment and enterprise architectural alignment to commercial leadership and customer adoption at scale. Leading cross‑functional teams including Engineering, UX, Product Marketing, and Sales, you will ensure our lease management solutions are technically superior, highly scalable, and aligned with evolving global lease accounting standards and compliance requirements.
Our Lease Lifecycle Management solutions, including
LeaseAccelerator, EZLease, PureLease, and Real Estate Manager , empower multi‑national enterprise teams to gain real‑time insights and make faster, data‑driven decisions about their lease portfolios, lease accounting compliance (ASC 842/IFRS 16), lease administration automation, and strategic portfolio optimization, driving continuous business improvement and ensuring adherence to complex regulatory requirements while optimizing operational efficiency.
Key Responsibilities 1. Strategic Product Leadership & Vision
Define and drive the enterprise‑wide technical product strategy for Lease Lifecycle Management solutions, ensuring alignment with global lease accounting standards (ASC 842, IFRS 16), compliance requirements, and modern cloud‑first enterprise technology strategies
Lead the development of high‑performance, scalable lease management platforms that seamlessly integrate with major ERP and EPM systems including Oracle, SAP, Microsoft Dynamics, NetSuite, Workday.
Validate, architect, and execute the long‑term product roadmap and portfolio strategy for both immediate market needs and 3‑5 year growth by collaborating with internal and external stakeholders, including Fortune 500 customers, lease advisory partners, regulatory bodies, Marketing, Sales, and Customer Success
Drive product rationalization strategy consolidating around flagship products while strategically migrating customers from legacy platforms
Leverage strategic partnerships with lease technology providers, real estate consulting firms, and regulatory organizations to accelerate innovation and create sustainable competitive advantages
Form strategic cross‑portfolio partnerships with other insightsoftware business units to drive unified platform opportunities and customer expansion
Extract maximum commercial value from your product portfolio through sophisticated packaging, pricing optimization, strategic feature development, and market enablement
Champion AI‑powered lease abstraction capabilities and agentic automation to revolutionize lease data extraction and administration workflows
2. Business Leadership & Go‑to‑Market Excellence
Own and optimize the complete business performance of the Lease Lifecycle Management portfolio ($48M ARR base), delivering strategic recommendations to accelerate commercial growth and exceed financial targets
Drive portfolio expansion through strategic market penetration, lessor functionality expansion, and international market development
Transform complex technical innovations into compelling customer‑centric solutions, ensuring enterprise lease professionals can derive actionable insights from consolidated lease portfolio data across global operations
Partner strategically with Sales, Marketing, and Customer Success leadership to ensure premium positioning, competitive pricing, and sophisticated value articulation of Lease Management products to C‑suite executives
Execute comprehensive product launch strategies, partnering with Product Marketing and Sales Enablement to deliver executive‑level product education, demonstrations, and thought leadership to internal teams and enterprise customers
Drive and lead enterprise‑wide sales and customer education programs to ensure comprehensive understanding of product capabilities, competitive differentiation, and consultative selling methodologies
Develop and execute strategic pricing frameworks, including enterprise price optimization, competitive market analysis, and value/consumption‑based pricing models.
Lead cross‑sell initiatives across the insightsoftware portfolio to drive bi‑directional revenue growth
3. Product Development & Technical Execution
Drive delivery of complex market and enterprise customer requirements, including strategic definition, prioritization, technical trade‑offs, and execution of major release milestones
Address critical competitive gaps in integration capabilities, lessor functionality, and international accounting standards support identified through loss analysis
Lead platform consolidation initiatives to unify disparate lease solutions and create seamless user experiences across the portfolio
Drive exceptional customer experiences across the entire lease lifecycle (procurement, administration, accounting, compliance, reporting), measured by NPS, retention (>90% target), and customer expansion metrics
Lead resolution of enterprise customer escalations, retention challenges, and strategic account management issues
Oversee migration strategies for customers to flagship platforms
4. Market Leadership & Customer Strategy
Develop comprehensive market intelligence on customer usage patterns, competitive positioning, and global lease management trends, translating insights into strategic product requirements and market opportunities
Serve as the recognized thought leader for enterprise lease management software, leading industry conferences, webinars, FASB/IASB panels, advisory boards, and customer executive briefings
Execute sophisticated win/loss analysis and customer feedback programs (including executive NPS interviews and strategic customer advisory boards) to refine product capabilities and enhance enterprise user experiences
Monitor global lease accounting regulatory changes, compliance requirements, and competitive landscape evolution, ensuring our solutions maintain market leadership and regulatory compliance across all jurisdictions
Function as the primary internal product evangelist and sought‑after external market authority for enterprise lease lifecycle management solutions
Identify strategic market opportunities through comprehensive market analysis, executive customer interviews, and competitive intelligence programs
Lead competitive positioning against competitors while capturing disruption opportunities
Qualifications Technical & Domain Expertise
Deep expertise
in enterprise lease management software, lease accounting processes, and global lease compliance requirements
Extensive experience
with lease accounting platforms, lease administration systems, and enterprise real estate management technologies
Strong understanding
of global lease accounting standards (ASC 842, IFRS 16, GASB 87/96), lease administration best practices, and multinational compliance requirements
Understanding
of modern data analytics, business intelligence platforms, and real‑time reporting technologies in the context of lease portfolio management
Growing understanding and enthusiasm
for artificial intelligence and the potential it has to revolutionize lease abstraction, administration automation, and portfolio optimization
Experience
with enterprise software architectures, cloud platforms, and their impact on financial software solutions at scale
Knowledge
of advanced software development methodologies (Agile, DevOps, CI/CD) and enterprise‑grade security frameworks desirable
Product & Business Leadership
10+ years
of experience in B2B enterprise software Product Management, with at least 5 years in senior leadership roles focused on lease management, real estate, or financial compliance solutions
Proven ability
to bridge complex technical and business requirements, ensuring lease management solutions drive measurable enterprise business value and ROI
Extensive experience
in SaaS/cloud‑based product leadership, with deep expertise in financial data analytics, reporting, and enterprise integrations
Strong P&L ownership mindset , making strategic product investment decisions based on market opportunity, technical feasibility, and competitive positioning
Demonstrated success
engaging with C‑suite executives, CFOs, Controllers, Real Estate Directors, and enterprise IT leadership to drive adoption and strategic business outcomes
Expertise
in enterprise pricing strategy development and implementation, including value‑based pricing and competitive positioning
Proven track record
managing complex product metrics including bookings, ARR, net expansion, gross retention, and customer lifetime value
Experience
driving product rationalization and portfolio optimization strategies
Executive Leadership & Communication
Proven ability
to influence and lead cross‑functional organizations without formal authority, driving alignment across Engineering, Sales, Marketing, and Customer Success
5+ years
of experience building, managing, and developing high‑performing product management and technical teams
Exceptional executive communication
and presentation skills, with demonstrated ability to present to boards of directors, C‑suite executives, and industry analyst organizations
Ability to balance
competing enterprise priorities and make critical strategic decisions under pressure
Extensive experience
partnering with Product Marketing leadership to commercialize complex enterprise offerings
Experience
leading UX and design organizations to create intuitive, accessible enterprise solutions
Demonstrated ability
to drive execution across global Development, Sales, Marketing, Support, and Customer Success organizations
Education & Certifications
Bachelor's degree
(or foreign equivalent) in Business, Computer Science, Engineering, Finance, Accounting, Real Estate, or related field
Professional qualification or Master's degree
in Business (MBA), Finance, Real Estate, or related field strongly preferred
Beneficial Certifications : CPA, CMA, CCIM (Certified Commercial Investment Member), CPM (Certified Property Manager), Pragmatic Marketing, CSPO, or Enterprise Lease Technology certifications
Professional or in‑house experience
and certification in lease accounting standards (ASC 842, IFRS 16), real estate management, or equipment finance preferred
Additional Requirements
Executive presence
with exceptional organizational and strategic planning capabilities
Strategic visionary
with disciplined tactical execution - ability to balance long‑term market vision with rigorous operational excellence
Executive drive and resilience
- ability to operate in demanding enterprise environments with unwavering focus on achieving exceptional results
Compelling executive presence
- ability to effectively engage with enterprise prospects, Fortune 500 customers, and industry leaders, building confidence in our strategic direction
Market authority
- recognized expertise in lease lifecycle management, with ability to speak authoritatively on industry trends, regulatory changes, and best practices
Comfortable with 25‑35% executive travel
for customer meetings, industry events, and team leadership
Remote position available
in US, Canada, or UK with preference for candidates in major metropolitan areas for customer accessibility
Additional Information #LI-Remote
**
At this time insightsoftware is not able to offer sponsorship to candidates who are not eligible to work in the country where the position is located . **
**
Learn more about our high‑energy, high-performance global team. Work With Us »
insightsoftware About Us: Hear From Our Team - InsightSoftware (wistia.com)
Background checks are required for employment with insightsoftware, where permitted by country, state/province.
At insightsoftware, we are committed to equal employment opportunity regardless of race, color, ethnicity, ancestry, religion, national origin, gender, sex, gender identity or expression, sexual orientation, age, citizenship, marital or parental status, disability, veteran status, or other class protected by applicable law. We are proud to be an equal opportunity workplace.
#J-18808-Ljbffr