Senior Product Manager - SaaS Migration

Sycle LLC

$110K — $130K *
US-AnywhereRemote in Vancouver, BC
Enterprise Technology
Less than 5 years of experience
Job Overview by Ladders

Qualifications

  • Deep understanding of audiology, clinical workflows, and hearing care operations preferred.
  • Proven history managing strategic enterprise software accounts.
  • Hands-on experience with APIs, data architecture, security remediation, and complex integrations.
  • Exceptional emotional intelligence and stress management in high-pressure environments.
  • Experience leading complex software migrations or enterprise re-platforming.
  • Ability to establish clear delivery practices and manage dependencies effectively.
  • Experience integrating AI tools to enhance product delivery and strategy.

Responsibilities

  • Own the strategic product relationship for a key enterprise account.
  • Lead integration planning and system migrations from legacy systems to SaaS platform.
  • Understand system architecture and guide engineering teams on technical decisions.
  • Balance multiple initiatives involving client features and platform stability.
  • Transform complex customer problems into clear product requirements.
  • Collaborate with teams to optimize delivery practices and efficiency.
  • Communicate complex technical concepts in clear, concise updates.

Benefits

  • 100% coverage of employee-only premiums for medical, dental, and vision plans.
  • Pre-tax Flexible Spending Accounts for Health and Dependent Care.
  • Voluntary Life/AD&D and Short/Long-Term Disability coverage.
  • 401(k) with matching contributions and no vesting schedule.
  • Generous paid time off including holidays, vacation, personal, and sick days.
  • Internet stipend and tuition reimbursement available.
Full Job Description
Position Overview

Sycle is seeking a results-driven Senior Product Manager to lead product delivery and technical strategy for one of our strategic enterprise accounts. This high-visibility role focuses on driving a multi-year migration strategy-transitioning a major partner from a customized, legacy system to our flagship SaaS platform, all while balancing ongoing feature delivery, security remediation, and integration needs. The role is open to candidates from British Columbia.

You will operate at a fast pace, balancing deep technical architecture (APIs, integrations, data migrations) with strategic account management and cross-functional leadership. If you thrive in fast-moving environments, possess strong clinical domain knowledge, and handle ambiguity with composure, this position offers an exceptional opportunity to make a massive impact.

Key Responsibilities
  • Enterprise Account Product Leadership: Own the strategic product relationship for a key enterprise account, setting client expectations, communicating frequent progress updates, and building executive trust.
  • Legacy-to-SaaS Migration Strategy: Lead third-party integration planning, gap analysis, and system/data migrations from a highly customized legacy system to Sycle's modern SaaS platform.
  • Technical & Platform Thinking: Deeply understand system architecture, APIs, DevOps/infrastructure dependencies, and data flows to guide engineering teams and make informed trade-off decisions.
  • Fast-Paced Prioritization & Execution: Successfully balance multiple concurrent initiatives spanning client features, technical debt, integrations, and platform stability in an environment of shifting client priorities.
  • Ambiguity to Execution: Take complex, unstructured customer problems, evaluate underlying technical constraints, and deliver clear product requirements that maximize customer value.
  • Cross-Functional Collaboration: Partner closely with Strategic Account Management, Engineering, and Business Analysts to optimize delivery practices, sprint velocity, and team efficiency.
  • Excellent Communication: Ability to translate complex technical concepts into clear prose and concise client updates.

Qualifications
  • Audiology & Hearing Care Domain Expertise: Deep understanding of audiology, clinical workflows, and hearing care clinic operations is strongly preferred / highly important. (Broader enterprise digital health experience considered).
  • Enterprise Account Management: Proven history managing strategic enterprise software accounts and presenting to external client stakeholders and executives.
  • Deep Technical Acumen: Hands-on experience working directly with engineering teams on APIs, data architecture, security remediation, and complex system integrations with minimal technical guidance.
  • Resilience & Conflict Management: Exceptional emotional intelligence, stress management, and composure in high-pressure environments where scope and priorities evolve rapidly.
  • Track Record in Platform Migrations: Experience leading complex software migrations or enterprise re-platforming initiatives.
  • Process & Delivery Optimization: Proven ability to establish clear delivery practices, manage dependencies, and drive predictability across cross-functional teams.
  • AI-Augmented Delivery & Strategy: Proactively integrate AI productivity tools into daily practices to speed up artifact creation, optimize complex system gap analysis, and quickly translate unstructured client needs into actionable product specifications.

Benefits
  • Medical, Dental, and Vision: Sycle pays employee-only premiums at 100% for base plans.
  • Flexible Spending Accounts (FSA): Pre-tax options for Health ($3,400/yr) and Dependent Care ($7,500/yr).
  • Life & Disability: Voluntary Life/AD&D; Short-Term (60% up to $2,000/week) and Long-Term (60% up to $7,500/month) Disability.
  • 401(k) with Matching: 100% match on the first 3% of salary deferrals, plus 50% match on the next 2%-with no vesting schedule.
  • Time Off: Paid holidays (~14 days), 12 vacation days, 4 personal days, and 9 sick days.
  • Perks: $50/month internet stipend and tuition reimbursement.

How to Apply

To apply, please submit your resume. If you're going to submit a cover letter please focus on how your previous experience relates to this role and why you would be a good fit. Please include your LinkedIn profile in both your resume and in the designated application field.

Compensation Note: Salary ranges reflect our national pay band. Offers are determined based on the successful candidate's geographic location, local cost of living, and experience.

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