Fractional CROs in Boston Making Things Happen in 2025

Boston Interim Chief Revenue Officers to Know

At Digital Reference, we spotlight the operators behind Boston’s business growth—the people building systems, aligning teams, and turning GTM chaos into scalable revenue engines. In this edition, we’re highlighting Fractional Chief Revenue Officers (CROs) who help local startups, scaleups, and mission-driven firms bridge the gap between strategy and execution.

Boston’s blend of tech, biotech, finance, and education industries demands revenue leaders who can move fast, think cross-functionally, and deliver results. The professionals on this list bring just that.

How We Built This List – Fractional CRO Services

Our team at Digital Reference curated this list by looking beyond titles to focus on impact. We evaluated:

✅ Boston-based or regionally active professionals
📈 Proven history of delivering RevOps, GTM, and sales outcomes
🧠 Experience with modern frameworks—forecasting, enablement, GTM alignment
🗣️ Credibility through advisory roles, executive experience, or thought leadership

These fractional CROs don’t just advise—they build.

Featured Fractional CRO Service Providers

Terry Ladisheff

🔗 Website

Terry Ladisheff is the founder of Sunrise Revenue Group, where he helps early-stage and scaling companies design revenue engines that are data-driven and repeatable. With experience across SaaS, B2B services, and tech startups, Terry focuses on aligning marketing, sales, and customer success under unified revenue goals.

💠 Signature Strengths
📈 Data-driven revenue architecture
🧠 GTM and sales team alignment
📘 RevOps design for scaling
🛠 Forecasting and performance tracking

Christopher Simone

🔗 LinkedIn

Christopher Simone is a seasoned fractional CRO and GTM advisor specializing in high-growth SaaS and technology companies. As an independent revenue strategist, he helps firms refine their GTM playbooks, install scalable sales processes, and improve forecasting precision.

💠 Signature Strengths
📘 SaaS sales system design
🧠 GTM strategy and execution
📈 Pipeline performance optimization
🛠 Sales team structure and coaching

Thomas Libby

🔗 LinkedIn

Thomas Libby is a small business sales consultant and fractional CRO who works with founder-led businesses to formalize their sales processes and build predictable revenue streams. His focus is on helping teams transition from ad-hoc sales to structured systems that support long-term growth.

💠 Signature Strengths
📈 Sales process formalization
🧭 Founder coaching for revenue readiness
📘 Pipeline management discipline
🛠 CRM and forecasting setup

Raffi Yardemian

🔗 LinkedIn

Raffi Yardemian is a fractional CRO and RevOps leader known for helping B2B and SaaS firms align sales and marketing functions. His expertise lies in unifying GTM teams, cleaning pipeline data, and creating revenue operations frameworks that deliver accountability and predictability.

💠 Signature Strengths
🧠 RevOps frameworks and tooling
📈 Pipeline governance and hygiene
📘 Sales/marketing alignment
🛠 Forecasting and KPI system design

Mark Rubin

🔗 LinkedIn

Mark Rubin is a fractional sales leader and interim CRO who partners with startups and mid-market companies to overhaul GTM strategy, improve sales performance, and install the systems needed for scale. His approach combines hands-on coaching with systems design to help teams hit their targets consistently.

💠 Signature Strengths
📈 GTM and sales strategy
📘 Performance coaching for sales teams
🛠 Sales process design
🧠 Revenue operations cleanup

Why This List Matters

Boston’s dynamic business environment demands leaders who can build bridges between vision and execution. The fractional CROs featured here aren’t just advisors—they’re builders, system architects, and mentors who help teams hit ambitious goals while laying down foundations for sustainable growth.

From Kendall Square startups to mission-driven firms in the Seaport, these professionals bring structure, speed, and clarity to revenue leadership.

A Note from Digital Reference

We believe great revenue leadership doesn’t have to be full-time to be transformational. Whether you’re a founder building your first GTM engine or an executive team rethinking your approach to scale, we’re here to help spotlight the Fractional CROs driving results behind the scenes.

Want to recommend someone for this list? Get in touch.
Want to be part of this conversation? You’re already in the right place.

Learn More

• How to Hire a Revenue or Sales Consultant
  
  
• Revenue Consultants vs. Sales Experts: What Do They Do?
  
  
• What Are Revenue Professionals and What Do They Do?
  
  
• Find Fractional CROs Near Me
  
  

At Digital Reference, we help Fractional CROs stand out in a competitive market. Our platform supports executive operators, GTM architects, and RevOps leaders with structured, verified insights that elevate visibility and build trust.

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If you're a Fractional CRO ready to grow your reputation and attract better opportunities, join Digital Reference today and take ownership of your professional narrative.

Written by the Digital Reference editorial team. We spotlight the people behind the pipelines—empowering the operators, strategists, and builders who drive revenue forward.

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