Project Manager, M&A Deal Operations

Jobtailor; Chicago (IL); On-site; USD 120,000 - 150,000; Full time

Job summary

Jobtailor is seeking a seasoned project management/ops professional to lead multiple complex deals within a 60-day close cycle.

You will act as the main liaison to sellers, coordinate status updates, and drive issue resolution throughout the deal lifecycle.

Qualifications

• 5+ years of project management or operations experience leading complex, multi-stakeholder initiatives across multiple entities simultaneously
• 3+ years of experience in rollup, tuck-in, or platform acquisition environments (M&A-driven scaling, entity integration)
• Hands-on experience managing sensitive, high-volume data records across disparate systems and entity structures
• Demonstrated experience standardizing, migrating, and reconciling data sets during organizational integration or transition
• Experience building or refining operational playbooks and SOPs for scaling or integrating newly acquired entities
• Proficiency with project management tools (Monday.com, Asana, ClickUp, or similar)
• Strong written and verbal communication skills, including client-facing correspondence, with comfort operating in ambiguous, fast-moving environments

Responsibilities

• Manage 4–5 active deals simultaneously on a rolling 60-day close cycle
• Serve as the primary point of contact for sellers, delivering status updates, document requests, and closing notices
• Manage seller expectations and proactively resolve issues throughout the deal process
• Prepare and deliver deal milestone reports and issue client notices at required deal stages
• Escalate material issues to the TAAS Director
• Partner with the Sr. Data Integration & Automation Manager to submit and track data transformation requests for each deal
• Maintain accurate deal records, timelines, and status logs in the team’s project management system
• Contribute to process improvement and onboarding documentation as the team and automation tooling scale

Skills

Project management

Operations management

Data management

Stakeholder management

Communication

Tools

Monday.com

Asana

ClickUp

Job description

Responsibilities

• Manage 4–5 active deals simultaneously on a rolling 60-day close cycle
• Serve as the primary point of contact for sellers, delivering status updates, document requests, and closing notices
• Manage seller expectations and proactively resolve issues throughout the deal process
• Prepare and deliver deal milestone reports and issue client notices at required deal stages
• Escalate material issues to the TAAS Director
• Partner with the Sr. Data Integration & Automation Manager to submit and track data transformation requests for each deal
• Maintain accurate deal records, timelines, and status logs in the team’s project management system
• Contribute to process improvement and onboarding documentation as the team and automation tooling scale

Requirements

• 5+ years of project management or operations experience leading complex, multi-stakeholder initiatives across multiple entities simultaneously
• 3+ years of experience in rollup, tuck-in, or platform acquisition environments (M&A-driven scaling, entity integration)
• Hands-on experience managing sensitive, high-volume data records across disparate systems and entity structures
• Demonstrated experience standardizing, migrating, and reconciling data sets during organizational integration or transition
• Experience building or refining operational playbooks and SOPs for scaling or integrating newly acquired entities
• Proficiency with project management tools (Monday.com, Asana, ClickUp, or similar)
• Strong written and verbal communication skills, including client-facing correspondence, with comfort operating in ambiguous, fast-moving environments

Core Competencies

Demonstrates expertise in project management and operations, particularly in managing complex, multi-stakeholder initiatives and M&A-driven scaling. Proficient in data management and operational playbook development to support organizational integration and process improvement.