Gregory Colletti

Director of Engineering

Boston, MA, United States18 yrs 8 mos experience

Highly Stable

Key Highlights

Led multiple M&A integrations with 100% success rate.
Achieved significant cost savings through strategic vendor negotiations.
Spearheaded disaster recovery projects with zero downtime.

Stackforce AI infers this person is a SaaS and Fintech expert with a strong focus on M&A integrations and disaster recovery.

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Skills

Core Skills

Enterprise Program ManagementM&a IntegrationTechnology IntegrationProject ManagementDisaster Recovery

Other Skills

Cross-functional Team LeadershipProgram ManagementProject LeadershipStrategic ConsultingVendor ManagementBusiness Continuity PlanningBudgetingProject EngineeringConsultingPortfolio ManagementStrategic PlanningBusiness DevelopmentTelecommunicationsData AnalysisSDLC

About

With a robust background in spearheading IT strategies that align with business goals, I bring expertise in M&A integrations, large-scale migrations, and creating synergies between business and technology. At Progress, I lead critical cross-functional projects for the CIO organization and beyond that transform operations, showcasing my ability to innovate and execute at scale. My technical skills and leadership in data center and cloud migrations, combined with a strong foundation in business management from Babson College, empower me to drive technology vision forward.My leadership style is characterized by a commitment to collaboration, transparency, and empowering team members to achieve their full potential. I am passionate about mentoring and developing talent, and I take pride in creating an inclusive and supportive work environment where innovation thrives.

Experience

18 yrs 8 mos

Total Experience

6 yrs 11 mos

Average Tenure

4 yrs 9 mos

Current Experience

Progress

3 roles

Director, Strategic Portfolio Management

Promoted

Dec 2025 – Present · 5 mos · Greater Boston · Hybrid

Enterprise Program Management

Senior Principal Business Services Partner

Aug 2023 – Dec 2025 · 2 yrs 4 mos · Greater Boston · Hybrid

> Architected technology integration roadmap for 3 acquisitions valued at $500M+, delivering Day 1 readiness on 100% of critical systems and infrastructure
> Owned product strategy for post-merger technology platform consolidation, and worked with procurement on achieving a 30% reduction in technical debt and $1.8M annual run-rate savings
> Supported our DevSecOps transformation that decreased deployment cycle time by 25% and improved visibility to the business
> Collaborated with C-suite stakeholders to align technology investments with strategic growth initiatives, resulting in enhanced security (SLSA compliance) and improved customer experience
Reduced operational complexity and risk of supply chain attacks.

Cross-functional Team LeadershipProgram ManagementM&A IntegrationTechnology Integration

Principal IT Project Manager / Business Services Partner

Aug 2021 – Aug 2023 · 2 yrs · Greater Boston · Hybrid

> Led cross-functional teams to execute multiple concurrent M&A IT integrations, completing all within budget and ahead of schedule by average of 3 weeks
> Implemented Cloud Financial Governance and reduced waste by identifying and eliminating $2.1M in redundant technology spend
> Orchestrated integration of acquired company's 200+ person technology organization, and rolled out a new product engineering lab giving product teams a place to collaborate on cross-functional product interactions enabling cross-sell.

Technology IntegrationM&A IntegrationProject Management

The cavan group

3 roles

Senior Consultant & Project Manager

May 2020 – Jul 2021 · 1 yr 2 mos · Hybrid

> Directed cross-country disaster recovery data center migration for Fortune 500 financial services client, relocating 500+ servers and 2PB of data with zero downtime and full regulatory compliance
> Completed $4.5M infrastructure project 15% under budget through strategic vendor negotiations and optimized resource allocation
> Achieved 100% success rate on disaster recovery testing across 40+ critical business systems, ensuring business continuity readiness

Project LeadershipStrategic ConsultingDisaster RecoveryProject Management

Project Manager II / Consultant

Jun 2018 – May 2020 · 1 yr 11 mos · Hybrid

> Managed IT integration for 4 insurance company acquisitions totaling $150M+ in deal value, consolidating infrastructure and applications for 5,000+ users
> Led technology build-out for 3 new regional offices, delivering network, security, and workspace technology on accelerated 6-week timeline
> Reduced IT integration costs by 28% through standardization of integration playbook and reusable technology patterns

Project Manager

May 2016 – Jun 2018 · 2 yrs 1 mo · Hybrid

> Executed complete RFP lifecycle for $12M data center modernization program, evaluating 15+ vendors and delivering executive recommendation that saved 22% vs. initial estimates
> Developed IT strategic plans and 3-year budget forecasts for clients across financial services and insurance sectors, aligning technology investments with business growth objectives
> Specialized in complex migrations: completed 8 data center consolidations, 12 cloud migrations, and 6 M&A IT integrations with 98% average on-time delivery rate

Business Continuity PlanningProject Management

Nyc department of information technology & telecommunications

Project Engineer

Aug 2007 – May 2016 · 8 yrs 9 mos · Brooklyn, NY · On-site

> Served as lead project manager for $18M citywide telecommunications network expansion, delivering 45 new sites and upgrading 80 existing locations across all 5 boroughs ensuring outage resilience and telco-vendor-independence
> Spearheaded migration of 60+ city facilities from legacy TDM to modern IP-based infrastructure, improving network reliability by 35% and reducing annual operating costs by $800K
> Led implementation of secure point-to-point wireless network connecting 150+ NYC agencies and emergency services, supporting critical public safety communications infrastructure
> Partnered with Infosec team to achieve 100% compliance with federal security standards (FISMA) across all telecommunications projects
> Authored 25+ comprehensive project proposals including scope, technical schematics, and ROI analysis, securing $22M in project funding approvals

BudgetingProject Management