Best Fractional Chief Sales Officers in San Francisco

San Francisco Fractional CSO Services & Fractional Chief Sales Officers

The San Francisco–Oakland–Berkeley corridor has always been a proving ground for revenue leadership. This is a market shaped by venture capital expectations, product-led growth experiments, founder-led sales motions, and relentless pressure to scale quickly without breaking what already works. In the Bay Area, revenue leadership isn’t about maintaining the status quo—it’s about navigating constant change.

For HR and revenue teams alike, San Francisco presents a unique challenge. Hiring full-time executive sales leadership is expensive, risky, and often misaligned with a company’s current stage. That’s why more organizations across the Bay Area are turning to Fractional Chief Sales Officers (CSOs)—experienced revenue leaders who bring clarity, structure, and execution without the long-term commitment of a permanent executive hire.

At Digital Reference, we spend a lot of time studying how revenue leaders actually perform—not just how they present themselves. Our work centers on radical transparency, real-world leadership proof, and human-centered decision-making. 

This article introduces our curated list of San Francisco-area Fractional CSOs—leaders who operate as freelancers, solo consultants, and firm-based executives, all united by a shared ability to drive revenue while respecting people, process, and culture.

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🌉 Our Methodology: How Digital Reference Curated This List of San Francisco’s Top Fractional Chief Sales Officers

This list was built through intentional research and evaluation, not automation or sponsorships.

Our methodology includes:

• Deep reviews of LinkedIn career histories to understand progression, focus, and leadership depth
• Analysis of websites, advisory offerings, and positioning to identify real specialization versus generic claims
• Consideration of how each leader speaks about teams, enablement, and execution, not just pipeline growth
• A strong preference for professionals actively operating in or serving the San Francisco–Oakland–Berkeley market

We consistently prioritize fractional sales leaders who:

• Have personally led revenue teams through growth, transition, or turnaround
• Understand how sales strategy intersects with HR realities, including hiring, onboarding, and retention
• Operate with transparency and accountability—values core to Digital Reference’s mission
• Can adapt to the speed, scrutiny, and experimentation that define Bay Area companies

What follows is not a ranking. Each professional brings a distinct perspective on revenue leadership, shaped by different industries, company stages, and operating models.

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🌟 Meet the Top San Francisco Fractional Chief Sales Officers

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🍊 Brad McBride

CEO & Fractional VP of Sales at Brad McBride Consulting Group

Brad McBride operates at the intersection of founder empathy and sales discipline, making him a particularly strong fit for early- and growth-stage Bay Area companies.

As CEO of Brad McBride Consulting Group, Brad brings hands-on experience helping organizations transition from ad hoc selling to structured, repeatable revenue systems. His background reflects years of working alongside founders and executive teams who know they need sales leadership—but aren’t ready to overcorrect with bureaucracy.

What distinguishes Brad is his ability to meet teams where they are.

Notable characteristics of Brad’s approach include:

🔹 Helping founder-led sales teams professionalize without losing momentum

🔹 Clear emphasis on sales fundamentals: messaging, qualification, and accountability

🔹 Practical coaching that strengthens frontline execution, not just strategy decks

🔹 Strong alignment with HR on role clarity and expectations

Brad’s leadership style resonates in San Francisco’s startup ecosystem, where credibility comes from execution—not titles.

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🍊 Michael Walling

Fractional Chief Sales Officer

Michael Walling brings a calm, systems-oriented presence to organizations navigating revenue complexity.

As a Fractional CSO, Michael often partners with companies that have strong products but inconsistent sales out_comes. His work centers on building structure—processes, forecasting discipline, and leadership rhythms—that allow revenue teams to scale responsibly.

From a revenue operations and HR alignment perspective, Michael’s value lies in his consistency.

Key strengths include:

🔹 Establishing predictable sales processes that reduce reliance on individual heroics

🔹 Supporting leadership teams with clear reporting and forecasting practices

🔹 Helping sales managers become better coaches and communicators

🔹 Creating environments where performance expectations are transparent and fair

Michael’s approach fits well with Bay Area companies looking to mature their revenue function without stalling growth.

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🍊 Matt Androski

Chief of Sales Strategy & Revenue Operations at Serviceaide

Matt Androski brings a deep revenue-operations lens to sales leadership—an increasingly critical skill in San Francisco’s tech-driven environment.

In his role at Serviceaide, Matt focuses on aligning sales strategy with operational reality. His background reflects a strong command of how data, systems, and process design influence sales performance over time.

Matt’s work is especially valuable for organizations struggling with scale friction.

Defining elements of his leadership include:

🔹 Bridging the gap between sales strategy and RevOps execution

🔹 Designing systems that support growth rather than constrain it

🔹 Helping organizations avoid tool sprawl and process fatigue

🔹 Creating clarity between sales, marketing, and operations

Matt’s perspective resonates with Bay Area teams that value precision, integration, and long-term scalability.

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🍊 Josh Hogan

Fractional Sales Executive at ConTech Sales Consulting

Josh Hogan brings industry-specific insight to his fractional work, particularly within construction technology and adjacent sectors.

Through ConTech Sales Consulting, Josh helps companies navigate complex, relationship-driven sales cycles that don’t always fit traditional SaaS playbooks. His leadership reflects an understanding of how trust, timing, and credibility drive revenue in specialized markets.

Key aspects of Josh’s approach include:

🔹 Translating complex products into clear buyer value

🔹 Coaching sales teams on consultative, long-cycle selling

🔹 Helping organizations hire reps who can sell nuance—not just volume

🔹 Aligning revenue expectations with market realities

Josh’s work is a strong fit for Bay Area companies operating outside pure software models.

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🍊 Robb Miller

Fractional Head of US Sales at Squalify

Robb Miller brings international perspective and enterprise rigor to fractional sales leadership.

At Squalify, Robb leads U.S. sales efforts, helping bridge European product thinking with American go-to-market expectations. His experience reflects a deep understanding of how sales strategy must adapt across cultures, markets, and buyer personas.

Notable contributions include:

🔹 Establishing U.S. sales foundations for global companies

🔹 Leading enterprise sales motions with clarity and patience

🔹 Supporting teams through market-entry uncertainty

🔹 Building trust with buyers through consistency and expertise

Robb’s leadership is especially relevant in San Francisco’s globally connected tech ecosystem.

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🍊 Gary Hanna

Fractional Sales Leader / CRO at Hanna Group

Gary Hanna operates as a strategic revenue architect, helping companies rethink how sales, leadership, and growth fit together.

Through Hanna Group, Gary partners with organizations that need more than execution—they need perspective. His work often centers on aligning leadership intent with revenue reality.

Key elements of Gary’s leadership include:

🔹 Executive-level guidance grounded in real operating experience

🔹 Strong emphasis on leadership accountability

🔹 Helping companies diagnose root causes, not symptoms

🔹 Clear communication that builds confidence across teams

Gary’s approach appeals to Bay Area companies facing inflection points.

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🍊 Emily Harborne

Freelance Fractional Enterprise Sales Leader

Emily Harborne brings a relationship-driven, enterprise-focused mindset to fractional sales leadership.

Her work reflects deep experience navigating complex buying committees, long sales cycles, and high-stakes negotiations. Emily’s leadership style emphasizes trust, preparation, and strategic patience.

Defining strengths include:

🔹 Coaching teams to sell at the executive level

🔹 Elevating sales conversations beyond features and pricing

🔹 Supporting diverse, inclusive sales cultures

🔹 Helping organizations compete in crowded enterprise markets

Emily’s approach fits naturally within San Francisco’s enterprise and scale-up environments.

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🍊 Mateo Sluder

Founder & Fractional CPG Sales Leader at Weave

Mateo Sluder brings a consumer and CPG-focused perspective to fractional sales leadership—an important counterbalance in a tech-heavy market.

Through Weave, Mateo helps consumer brands scale distribution, retail partnerships, and sales strategy with intention.

Key aspects of Mateo’s work include:

🔹 Deep understanding of CPG sales dynamics

🔹 Practical leadership rooted in execution and relationships

🔹 Helping brands navigate growth without overextending

🔹 Strong alignment between brand identity and sales strategy

Mateo’s leadership broadens the definition of revenue leadership in the Bay Area.

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🍊 Stephen Guerguy

Fractional Head of Sales & Sales Coach at 0.1.10 Advisory

Stephen Guerguy blends sales leadership with coaching discipline, making his work especially impactful for developing teams.

At 0.1.10 Advisory, Stephen focuses on incremental improvement—helping teams move from good to great through clarity, consistency, and mindset.

Highlights include:

🔹 Sales coaching rooted in real-world scenarios

🔹 Helping reps internalize process rather than resist it

🔹 Supporting managers in becoming effective leaders

🔹 Driving performance through confidence and skill

Stephen’s philosophy resonates strongly in San Francisco’s growth-stage ecosystem.

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🍊 Nels Toriano

Founder & Fractional Sales Leader at Summit Business Partners LLC

Nels Toriano brings a practical, outcomes-driven approach to fractional sales leadership.

Through Summit Business Partners, Nels works with organizations that want clarity—on strategy, execution, and leadership expectations.

Key strengths include:

🔹 Helping companies simplify complex sales challenges

🔹 Aligning leadership teams around shared revenue goals

🔹 Supporting sustainable, repeatable growth

🔹 Clear, direct communication that builds trust

Nels’s work reflects the Bay Area’s demand for results without unnecessary noise.

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Why Digital Reference Matters in Revenue Leadership

Across San Francisco’s revenue ecosystem, one theme is constant: trust matters. Founders, HR leaders, and boards want proof—not just polish.

Digital Reference exists to make professional credibility visible, human, and verifiable. We help organizations and leaders move beyond static resumes through structured references, video context, and tools designed for transparency.

To learn more, explore the Digital Reference:

• Best Fractional CROs in San Francisco
• Best Fractional Chief Sales Officer (CSO) Services in the USA
• Best Sales & Business Development Consultants in NYC

San Francisco companies move fast—but the best ones grow with intention. We’re proud to support the fractional sales leaders helping make that possible.