Senior Leader of Product

Job Title: Senior Leader of Product

Location: Boston, MA (Hybrid – 2-3 days/week in office)

Company: DealRoom

Reports to: President & COO

Industry: M&A Software | B2B SaaS | Corporate Development

About Us

We are on a mission to disrupt M&A for good. Our software transforms how teams execute M&A and eliminates friction in the deal process, helping Corporate Development teams move faster and smarter. We’re a fast-growing, multi-product SaaS company —primarily focused on selling to financially oriented leaders in corp dev, strategy, and finance.

The Role

We’re looking for a Senior Leader of Product to take our product vision, strategy, and execution to the next level. You’ll be the strategic force behind our product organization—leading, scaling, and inspiring a high-performing team while collaborating cross-functionally with Engineering, GTM, and Executive Leadership.

This role requires a strong product strategist and operator with experience driving transformation, launching innovative solutions, and aligning product efforts to broader business goals.

What You’ll Do

Leadership & Culture

• Champion and embody our Core Values in every decision
  
• Build, lead, and mentor a global team of PMs across multiple product lines
  
• Partner closely with the LT, Engineering, and GTM leaders to drive company-wide alignment
  
• Establish and operationalize decision-making and prioritization frameworks
  

Product Strategy & Execution

• Lead our evolution to a modern Product Operating Model
  
• Define and communicate a compelling product vision and multi-year strategy
  
• Inspire internal and external stakeholders to rally behind the product vision
  
• Drive product innovation across technology, business model, and user experience
  
• Oversee roadmap execution across multiple products and teams
  

Market & Customer Focus

• Deeply understand our financially oriented buyer persona and deal dynamics
  
• Partner with GTM leaders on segmentation, ICP, value propositions, and competitive positioning
  
• Maintain a strong customer orientation, regularly engaging with users and prospects
  
• Help shape pricing and packaging strategy, including post-M&A product integrations
  

Technical Innovation

• Understand the product architecture and delivery methods used by our engineering team
  
• Leverage data and analytics to guide product decisions
  
• Champion the use of GenAI tools to improve both product value and PM team efficiency
  

Business & Operational Innovation

• Optimize for SaaS metrics, P&L dynamics, and unit economics
  
• Collaborate on growth strategies and expansion plans
  
• Balance strategic planning with hands-on execution
  

What You Bring

• Experience scaling B2B SaaS products from ~$10M to $50M+ ARR
  
• Experience working with engineering teams across time zones
  
• Demonstrated success leading multi-product teams and post-M&A integrations
  
• Deep understanding of financially oriented business buyers and GTM motions
  
• A track record of creating product strategies that result in significant business impact
  
• Data-driven mindset with a strong bias for action
  
• Ability to thrive in ambiguity and rapidly changing environments
  
• Storyteller who can rally internal teams and external audiences around a shared vision
  

Location & Logistics

• Must be based in Boston or willing to relocate
  
• Hybrid work environment: 2–3 days/week in office in downtown Boston

Interested in joining our team? Send your resume to Greg@dealroom.net.