Fractional CROs in San Diego Making Things Happen in 2025

San Diego Interim Chief Revenue Officers to Know

At Digital Reference, we continue to spotlight revenue professionals who bring clarity, precision, and measurable results to high-growth companies. In this edition, we turn our focus to San Diego—a city known for its biotech, SaaS, and innovation economy.

The professionals featured here are trusted go-to-market operators, advisors, and fractional leaders who help organizations scale with strategy and discipline. Whether you're a founder transitioning out of founder-led sales or a growth-stage firm tightening your commercial operations, these are the experts worth knowing.

How We Built This List – Fractional CRO Services

At Digital Reference, we carefully curate professionals who demonstrate:

📍 Presence and impact in the San Diego business ecosystem
📈 Proven success in scaling revenue across industries
🧠 Experience in modern sales, GTM strategy, RevOps, and enablement
🗣 Recognition through leadership, mentorship, or ecosystem contributions

Featured Fractional CRO Service Providers

Greg Grand

LinkedIn

Greg is founder and CEO of G Squared Advisors, based in San Diego, focused on acting as a fractional VP of Sales or interim revenue leader for fast‑growing organizations. With over 25 years of sales leadership experience—from startups to enterprises—he combines strategy with hands‑on execution to help SMBs scale revenue with precision. What makes Greg stand out is his “go deep” philosophy: he immerses himself in clients’ sales culture and works alongside teams—he’s not a remote advisor.

• 🌟 builds tailored sales frameworks grounded in real-world experience with 25+ years in leadership
• 🤝 rolls up his sleeves and embeds within teams—not just high-level planning
• 🚀 proven track record in doubling close rates and speeding up deal cycles (client‑reported)
• 🎙 featured on Bold Journey and Do Good Work podcasts sharing his revenue‑first mindset and playbooks
• 🧠 niching on B2B SaaS and innovation‑economy companies ready to accelerate sales from founder‑led to systematized process
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Leslie Myrell

LinkedIn

Leslie serves as a fractional CMO/CRO and founder of Everest Consortium, headquartered in San Diego. She brings a strong operational sensibility—hands-on leadership in sales, marketing, and go‑to‑market strategy. Her approach emphasizes building consistent revenue engines by aligning brand messaging, customer journey mapping, and scalable demand pipelines. In Digital Reference’s recent editorial, her San Diego‑based practice was spotlighted for its precision and cross-functional strategy execution.

• 🎯 skilled at turning founder energy into repeatable revenue growth via unified marketing‑sales ops
• 🧩 builds demand pipelines with automated nurture flows, tight lead scoring, and brand positioning
• 🏆 recognized by local publications for impact in biotech and digital innovation sectors
• 💡 ideal for founders pivoting from founder-led sales toward structured growth strategies
• 🤲 deeply partnership‑focused; works “with” leadership rather than directing from afar
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Krista Hollingsworth

LinkedIn

Krista is the sole operator behind K. Hollingsworth Consulting, identified as a certified small‑business consultant and fractional CRO. She’s the creator of Revenue Operations, Illuminated™ (R.O.I.), a proprietary framework that ties culture, AI strategy, and repeatable revenue operations into one holistic system. Krista regularly shares insights from events like the Microsoft Copilot Summit (which she attended in San Diego)—she’s helping businesses leverage AI strategically to scale revenue and reduce friction. ‍

• 🔧 developer of Revenue Operations, Illuminated™ framework designed for SMB leaders
• 🤖 integrates practical AI strategies (like Copilot agents) to reduce sales friction and automate growth
• 📈 known for helping clients renegotiate contracts, streamline operations, and boost margins
• 🎤 regularly shares thought leadership via video posts and blog content tied to San Diego tech events
• 🧍‍♀️ runs solo—promise of a one-on-one client experience without agency bureaucracy
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Jeff Lundal

LinkedIn

Jeff brands himself as a CRO, GTM Leader, Advisor, and Investor, with a portfolio spanning fractional and interim leadership roles. He’s known for helping legacy organizations revitalize their revenue models and launch new business lines. His recent freelance references and client engagements suggest mobility—worth verifying directly. Still, his hands‑on, metrics‑oriented style and experience across GTM transformations make him a notable inclusion.

• 📌 specializes in GTM strategy overhaul for mature and growing B2B companies
• 🔄 expert at transforming stalled businesses into high‑velocity revenue engines
• 💡 advisory & investor focus brings both capital-smart and growth‑smart perspective
• 🧠 values data-driven decisions and scalable systems over gut-feel leadership
• 🚩 location TBD—suggest reaching out to confirm San Diego base before publishing

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Why This List Matters

Fractional CROs are increasingly becoming essential players in modern business strategy. In fast-moving markets like San Diego, where innovation meets execution, companies need leaders who can plug in quickly and deliver results.

The professionals featured here are more than consultants—they’re trusted extensions of the executive team. They offer hands-on support, scalable systems, and strategic insight, helping companies build revenue operations that last beyond a single quarter or campaign.

We’ll continue updating this list as more fractional CROs shape the region’s business landscape. Know someone we should consider? Let us know.

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.

Check Out Our Local Directories of Fractional CROs and Interim Chief Revenue Officers by City

This resource highlights city-specific guides to some of the most impactful Fractional Chief Revenue Officers across the U.S. and Canada. Each directory offers a snapshot of the regional business vibe and the revenue leaders bringing structure, speed, and results to fast-moving companies.

• Atlanta
  Fractional CROs in Atlanta Making Things Happen
  Atlanta’s revenue leaders are fueling the Southeast’s hottest growth corridor—where startups, logistics firms, and creative agencies collide. These CROs are known for turning ambition into pipeline, and pipeline into profit.
• Austin
  Fractional CROs in Austin Making Things Happen
  In the city where tech meets talent and speed meets scale, Austin’s fractional CROs are helping founders ditch the duct tape and build go-to-market machines that actually work.
• Boston
  Fractional CROs in Boston Making Things Happen
  Home to biotech breakthroughs and SaaS giants alike, Boston demands CROs who can think fast and scale smart. These leaders turn academic precision into commercial horsepower.
• Charlotte
  Fractional CROs in Charlotte Making Things Happen
  Charlotte’s on the rise, and so are the companies within it. These CROs are helping businesses break through their next growth ceiling—bringing sales, marketing, and ops into lockstep.
• Chicago
  Fractional CROs in Chicago Making Things Happen
  In the city that knows how to hustle, Chicago’s CROs blend old-school grit with modern GTM strategy. Whether you’re scaling SaaS or rebooting a sales team, these are the pros who get it done.
• Dallas
  Fractional CROs in Dallas Making Things Happen
  Big goals meet big execution in Dallas. These CROs are the architects behind the revenue engines driving scale in one of the country’s most ambitious business markets.
• Denver
  Fractional CROs in Denver Making Things Happen
  Denver’s growth-stage scene is thriving—and these CROs are building the systems to match. From SaaS to wellness, they bring structure to scale and clarity to chaos.
• Detroit
  Fractional CROs in Detroit Making Things Happen
  Detroit’s next wave of innovation is here, and these CROs are leading the charge. Whether it’s modernizing sales or building GTM from scratch, they bring traction where others stall out.
• Los Angeles
  Fractional CROs in Los Angeles Making Things Happen
  In the land of big ideas and tight timelines, LA’s CROs know how to move fast and make it stick. They specialize in aligning creative teams with commercial outcomes.
• Miami
  Fractional CROs in Miami Making Things Happen
  Miami’s going from sun and sand to serious scale. These CROs are helping tech, fintech, and healthcare companies grow with intention—without losing momentum.
• New York City
  Fractional CROs in New York City Making Things Happen
  This city runs on pressure—and NYC’s fractional CROs know how to perform under it. From Wall Street to Williamsburg, they build revenue engines that match the city's pace and complexity.
• Philadelphia
  Fractional CROs in Philadelphia Making Things Happen
  In Philly’s mix of innovation and legacy industries, these CROs are guiding businesses through GTM makeovers, sales optimization, and scaling with substance—not just speed.
• San Francisco
  Fractional CROs in San Francisco Making Things Happen
  When you need execution, not just advice, SF’s CROs deliver. They help companies navigate high-growth stakes, messy GTM ops, and the push from founder-led selling to scalable systems.
• Toronto
  Fractional CROs in Toronto Making Things Happen
  Toronto’s business scene is international, ambitious, and moving fast. These CROs are translating strategy into systems for companies scaling across North America and beyond.
• Washington, DC
  Fractional CROs in Washington DC Making Things Happen
  In a city full of policy, purpose, and pivoting sectors, DC’s CROs are guiding organizations through complex sales motions and regulated markets—with speed and precision.

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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.