Fractional Chief Revenue Officer (CRO)

Stop leaving money on the table. Get a revenue leader who's built and scaled sales machines that actually work.
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Revenue is everything. Make every dollar count.

You've got a great product and paying customers, but your revenue growth is all over the place. Some months, you crush it; others, you miss targets by miles. Your sales process is a black box. Your team is winging it. And you're pretty sure you're leaving serious money on the table.

Time for a fractional CRO: revenue leaders who've built predictable growth engines and can turn your sales chaos into a money-making machine.

What a Fractional CRO Actually Does

Our fractional CROs aren't just senior salespeople with bigger titles. They're revenue strategists who:

  • Build predictable sales processes that hit targets consistently
  • Design compensation plans that motivate without breaking the bank
  • Implement sales technology that actually helps (not hurts) productivity
  • Create accurate forecasting so you know what's really coming
  • Develop pricing strategies that maximise unit economics
  • Build and train sales teams that convert prospects into customers
  • Optimise the entire revenue funnel from lead to close to expansion
  • Establish sales operations that scale with your growth
  • Manage key enterprise deals and strategic partnerships
  • Design territory and quota planning that drives the right behaviours

When You Actually Need a Fractional CRO

You're ready if:

  • You've outgrown founder-led sales but aren't ready for a full-time VP Sales
  • Revenue is inconsistent, and you don't know why
  • Your sales team exists but lacks process and leadership
  • You're scaling beyond simple transactional sales
  • You need someone to manage enterprise deals and complex sales cycles
  • Board meetings focus too much on missed revenue targets

You're not ready if:

  • You're still figuring out product-market fit
  • Your average deal size is under $5K and sales cycles are simple
  • You have a strong sales leader who just needs more resources
  • Your revenue challenges are more about product than process

What This Actually Costs

  • Typical Engagement: 2-4 days per week, $1,500-$2,500/day depending on experience 
  • Sweet Spot: $8K-18K monthly vs. $30K+ for a full-time CRO 
  • ROI Timeline: Revenue operations improvements are typically visible within 60-90 days
  • vs FTE: A full-time CRO costs $250K-400K+ plus equity. Most startups see 3-5x ROI on fractional investment.

Real Problems Fractional CROs Solve

  • "Our sales numbers are all over the place" A fractional CRO implements consistent processes, accurate forecasting, and predictable pipeline management.
  • "We close some big deals but can't replicate success" They document what works, create repeatable playbooks, and train your team to execute consistently.
  • "Our sales team isn't hitting targets" They audit your entire sales process, identify bottlenecks, and optimise conversion rates at every stage.
  • "We're competing on price and losing margin" They develop value-based selling approaches, pricing strategies, and positioning that command premium rates.

Common Engagement Scenarios

  • The Revenue Optimisation (3-6 months): Your sales are decent but inconsistent. They analyse your funnel, identify leaks, and implement improvements that boost conversion 20-50%.
  • The Sales Team Builder (6-12 months): You need to scale from founder-led to team-led sales. They design processes, hire salespeople, and build a predictable revenue machine.
  • The Enterprise Expansion (9-18 months): You're moving upmarket to bigger deals. They develop enterprise sales processes, manage key accounts, and build relationships that drive growth.
  • The Revenue Turnaround (6-12 months): Sales are declining or stagnant. They completely overhaul your approach, from messaging to process to team performance.

Why Shepherd CROs Drive Results

  • They've built revenue engines before: Our CROs have taken companies from $1M to $50M+ ARR and know exactly what works at each stage.
  • They're full-stack revenue leaders: They handle everything from sales strategy to team management to technology implementation.
  • They understand startup constraints: They build lean, efficient sales processes that work with limited budgets and resources.
  • They deliver measurable ROI: They focus on metrics that matter: pipeline velocity, conversion rates, deal size, and predictable growth.

Typical Engagement Timeline

Most engagements run 6-18 months, with many continuing as ongoing revenue advisors. Here's what a typical engagement could look like:

  • Month 1: Revenue audit and quick wins identification 
  • Month 2-3: Process implementation and team training 
  • Month 3-6: System optimisation and performance improvement 
  • Month 6+: Strategic revenue leadership and scale preparation

Why Shepherd?

We speak startup

Shepherd's curated network of 450+ fractional leaders aren't your typical leaders, they thrive in the scrappy nature of startups. They're resourceful. They own outcomes and dive deep into the nitty-gritty alongside you.

Swipe their playbook

Imagine having access to the playbooks used to drive the go-to-market success of some of the leading tech companies. No more second-guessing whether you're doing it right. Leverage their experience to scale growth.

Bang for your buck

Tap into a diverse experience and skillset tailored to your evolving business needs—all at a fraction of the cost of a full-time hire. You get 100% brainpower without breaking your bank.

Super flexible terms

No long-term contract and fancy offices required. Start with a day or two a week, for as long as you need. Scale up or down your team as you grow, or even assemble an A-team for special projects.

Rapid deployment

You've already got enough on your plate —don't waste time sourcing and interviewing candidates. Get matched with experienced fractional operators in days, not months.

Frequently Asked Questions.

Still have questions?

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How is this different from a VP of Sales?

CROs own the entire revenue process, not just sales. They optimise marketing handoffs, pricing, customer success, and expansion revenue.

Can they work with our existing sales team?

Absolutely. They typically coach and elevate existing salespeople rather than replacing them.

What if we already have a sales manager?

Perfect. Fractional CROs often work through existing managers, providing strategic leadership and advanced process design.

How quickly do they start producing results?

Most can identify quick wins within 30 days and show measurable improvements within 60-90 days.

Do they handle recruiting new salespeople?

Yes—most are experienced at hiring, interviewing, and onboarding sales talent.

What about compensation plan design?

They're experts at creating comp plans that motivate the right behaviours without breaking your budget.

Can they manage enterprise sales cycles?

Many specialise in complex, long-cycle enterprise sales and have relationships with large buyers.

What's the catch?

No catch. Just experienced revenue leaders who prefer the variety and impact of working with multiple growing companies.

Ready to drive velocity?

Great — let's get to work.
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