How to Know If the Fractional VP of Sales You Hired Is Actually Good

Christina
November 19, 2025
Group of diverse business professionals having a discussion in a modern office, illustrating fractional sales leadership in action, supporting scalable growth without full-time overhead.

Hiring senior sales leadership is a huge and important commitment. When you bring on a full time VP of Sales, the process includes several interviews, detailed reference checks, and time spent together in meetings and call reviews. You have to check how they coach the team, how they prepare for deals, and how they influence performance day by day. With a Fractional VP of Sales, the experience is different. Onboarding happens faster, the working hours are the same, and you do see them delivering results faster. 

It is completely reasonable to ask yourself an important question: How do I know whether this fractional sales leader is actually strong at the job and not simply good at talking?

In this article I will be talking about clear ways to evaluate if the Fractional VP of Sales you hired through Revenue Nomad is delivering meaningful results or not.

Why Evaluating Fractional VP of Sales Matters?

Fractional sales leadership is becoming more common among SaaS service companies. They want expertise but are not ready to pay a full time executive salary. It allows you to work with experienced leaders while avoiding the financial impact of a full time commitment.

Even though the model is appealing, it is still very new in many industries. Because of that, most founders are not sure how to judge effectiveness when the leader works part time, remotely, and with several clients.

Another challenge is that many founders do not come from sales backgrounds. It is easier to notice a poor demo or a chaotic pipeline, but understanding what a strong VP of Sales should be doing in the first few weeks or months feels less obvious. What should improve? What should change? What type of behavior signals that the leader is driving progress rather than reciting polished answers?

There is no universal scoreboard for fractional sales leadership the way there is for SDRs or account executives. A fractional leader’s success depends on your funnel maturity, your sales team’s abilities, your ideal customer clarity, your pricing model, your CRM quality, and your deal cycle. A capable VP of Sales looks different at every company because every company is at a different stage.

This creates fear among a lot of founders. They keep thinking what if the leader just sounds impressive on paper?

Some fractional leaders are great communicators but do not know how to build a predictable sales operation. That is why companies need a practical and reliable system to evaluate performance.

With a Fractional VP of Sales, the experience is different. Onboarding happens faster, the working hours are the same, and you do see them delivering results faster. 

What Makes Evaluating Them Hard?

Before describing what good looks like, it helps to understand the challenges that make this evaluation difficult.

They are not physically present full time

Because your fractional VP works limited hours or remotely, you do not get to observe them in real company situations. You do not witness how they teach sales reps, you do not see how they run objection handling, and you do not witness how they lead meetings in person. Their influence is real but harder to see.

They work with multiple clients

Most fractional VPs support more than one company at a time. There is nothing wrong with that, but it means their schedules and mental load are divided. Their ability to help you depends on how strong their systems are, how well they organize their workload, and how efficiently they execute.

Their success depends on your environment

Even the best VP of Sales is not used to working in every context. If your CRM has unreliable data, if your pipeline is inconsistent, if you lack an ideal customer profile, or if your team has not been coached before, the leader should be able to fix foundational issues first. In more structured environments, results appear quicker. There is no single formula that works everywhere, so obviously they should be having the ability to think how to solve problems for your specific case. 

Most founders have never experienced strong sales leadership

Founders mistake confident presentation for sales leadership. Someone may speak well in meetings, produce decks, or send long updates, but none of that guarantees better win rates, cleaner pipelines, or shorter sales cycles. Without an evaluation system, the difference between appearance and real progress is unclear.

How Revenue Nomad Can Give You a Headstart?

Here is an advantage you get by hiring through Revenue Nomad. The quality bar is higher before you even meet the candidate.

Other fractional marketplaces don’t maintain high standards. On many platforms, anyone can label themselves as a fractional VP of Sales even if they have never led a team, have never owned a revenue number, or have not built a scalable sales process. That creates confusion for founders who cannot easily verify which candidates are legitimate.

Revenue Nomad addresses this problem by screening every fractional VP of Sales with a detailed process. Their talent pool consists of leaders with real experience building revenue systems, running P and L, leading teams, improving sales operations, and delivering repeatable results. They also ensure stage alignment so that early stage companies are matched with leaders who understand early stage challenges, and scaling companies are paired with leaders who have handled much complex processes.

You begin with a vetted list of proven operators. But you should be evaluating them regularly to make the right business decisions. The next part of the blog will be talking about how you can evaluate their performance or even their strategies. 

Indicators a Fractional VP of Sales Is Really Good

Below is a simple framework you can use to evaluate four areas of your fractional VP’s work: strategy, execution, leadership, and performance.

Strategic Indicators

A strong Fractional VP of Sales begins by understanding your environment. They do not suggest solutions before studying your pipeline, your past deals, your buyer objections, your CRM accuracy, your messaging, your pricing structure, and your team’s skill levels. They make a strategy only after understanding and analysing your system deeply. 

They provide a written ninety day plan that lays out what will happen each week. This includes CRM cleanup, pipeline stage adjustments, sales process design, discovery improvements, coaching schedules, and specific goals matched to clear metrics.

They make sure their plan matches your business model. High contract value sales, low cost subscriptions, long cycles, and short cycles each demand a different approach. A strong leader adapts the strategy to your model, your buyer type, and your deal patterns.

They also define KPIs based on revenue drivers such as SQL to close rate, deal size, cycle length, meeting conversion, win rate among ideal customers, and forecasting accuracy. A strategic VP matches goals with real numbers.

Execution Indicators

Within the first few weeks, you should be able to see actual changes. This includes improvements to your CRM, reorganized pipelines, structured deal reviews, better discovery scripts, refined messaging, and improved follow up processes.

You should also be able to see better visibility. There should be more reliable qualification, cleaner data, organized forecasts, useful dashboards, and consistent meeting cadences. Strong visibility leads to more predictable revenue.

A good fractional VP builds systems that remain after the engagement ends. These include playbooks, checklists, frameworks, templates, and communication structures.

They also participate in important deals. When they join calls, remove roadblocks, adjust messaging on the spot, or help negotiate, they show active involvement that leads to quantifiable wins.

Leadership Indicators

Your team should feel the difference. Reps should improve at discovery, sound more confident, run better demos, and become more structured in follow up.

Communication should be transparent. Your VP should send clear weekly updates, outline risks, present the next steps, and explain what they need from you.

They must own outcomes. When forecasting is off, when processes need work, or when pipeline quality dips, a strong leader should acknowledge the issue and fix it.

Performance Indicators

Within about six to twelve weeks, early signs of progress should appear. This includes better win rates, more organized pipeline, improved forecasts, shorter cycles, and stronger qualification.

Even if revenue has not dramatically increased yet, you should feel more control and more stability in the sales engine. Directional improvement is one sign that you should be expecting.

The Ninety Day Success Check

Here is a straightforward way to evaluate performance across the first ninety days.

Days one to thirty

Your fractional VP should complete a full evaluation of your current sales setup. They should review your team, your CRM data, your pipeline, your messaging, your process gaps, and your overall system. They should present a ninety day plan that includes assessments and execution steps.

Days thirty one to sixty

You should begin witnessing execution. CRM improvements should be noticeable, forecasts should be more reliable, and reps should have better coaching support. Deal reviews should be established, messaging should be sharpened, and your outbound and inbound processes should strengthen.

Days sixty one to ninety

You should now see clear movement. The pipeline should improve in quality, reps should feel more capable, cycle times should begin to shorten, and reporting should be reliable. You should be able to feel that the system is more consistent, structured, and predictable.

Red Flags That Suggest Your Fractional VP Is Not Strong

You should understand when the person you hired is not performing up to the mark. This should not happen when important opportunities are slipped away. If you recognize this at an early stage you can do something to address this. I have shared a few indicators that will tell you that the leader is not performing well. 

Premature Commitments Without Context

A strong sales leader spends meaningful time studying your pipeline, product, pricing, and customer segments before making any predictions. When someone begins offering projections or solutions before gathering information, it shows they are relying on assumptions instead of analysis. This usually leads to decisions that do not match your stage or sales motion.

Lack of Structured Planning

A capable VP of Sales presents a clearly organized ninety day plan soon after onboarding. If you do not receive a documented roadmap, it suggests they are reacting to daily issues rather than directing the function. Without structure, the team loses clarity on priorities, and progress becomes difficult to measure.

Deflection Instead of Ownership

Leaders who point to the market, the product, or the team as the primary reason for stalled performance are avoiding the responsibility of diagnosis. A senior hire should investigate root causes, gather evidence, and bring solutions instead of shifting blame.

No Improvement in Forecasting or Data Discipline

A fractional VP who sidesteps CRM reviews, avoids pipeline data, or fails to refine forecasting models is not building the operational foundation required for predictable revenue. When forecasting accuracy remains poor, it means the VP has not introduced better qualification, deal review, or inspection habits.

Absence of Coaching and Team Development

If your sales representatives mention that one to one sessions, call reviews, or skill development conversations are not happening, the leader is not raising the team’s capability. A VP of Sales should elevate performance, not simply monitor activity.

Reliance on Generic Advice

When guidance feels vague or identical to what any consultant might say, it signals that the VP is not tailoring their approach to your specific industry, deal cycle, or ACV. Effective leaders adapt their methods to each company’s structure and constraints.

How to Set Your Fractional VP of Sales Up for Success

Now that you know how to spot the red flags before it's too late, it is important that you also support the fractional leaders from your side. I will now be talking about the things that you should be doing from your side to ensure they perform well. 

Provide Access to People and Data

Your VP can only make accurate assessments when they can speak with team members and review real performance data. Access allows them to understand patterns, bottlenecks, and opportunities without guesswork.

Communicate Clear Priorities

Explain whether your focus is shorter sales cycles, better forecasting, improved qualification, or stronger pipeline health. Defined priorities help the VP build a roadmap that matches your expectations.

Share Full Context

Describe your product, customer behavior, past challenges, and previous sales outcomes. Transparency shortens the learning curve and enables faster progress.

Support Their Decision Making

Avoid stepping into daily tactics and allow them to run the sales function. Authority to adjust processes or refine messaging strengthens their impact.

Maintain Weekly Alignment

Consistent check-ins keep both sides coordinated and allow quick adjustments when market or pipeline conditions shift.

Why Companies Using Revenue Nomad get Sales Leadership Faster

Companies that hire through Revenue Nomad find their ideal leadership person much early because of many reasons. Revenue Nomad gives you access to leaders that have already shown real sales success. So you start with excellent experienced candidates. Since expectations are defined from the beginning, progress becomes visible quickly. These leaders bring proven frameworks rather than starting from zero (the time to learn skills is cut short). You can measure results within the first few weeks instead of waiting for months. The platform has AI based matching that filters out individuals who focus only on presenting well rather than delivering results. This leads to clarity, direction, and confidence much earlier in the engagement.

FAQ

What is a fractional VP of sales
A Fractional VP of Sales is a part time senior leader who guides your sales strategy, coaches your team, improves your processes, and strengthens your overall revenue operation without requiring a full time salary.

How do I hire fractional talent like a Fractional VP of Sales
Platforms such as Revenue Nomad match you with vetted sales leaders who have real experience, proven results, and relevant industry backgrounds.

Why should I consider hiring fractional leaders instead of a full time VP of Sales
You receive deep expertise without paying for a full time executive. This works well when you are scaling, entering a new market, or refining your sales operation.

How long does it take to know whether the fractional VP is working
You should evaluate progress within the first ninety days. Strategy, execution, and team improvements should be visible. Within six to twelve weeks, you should see meaningful indicators of better performance.

What if the fractional VP is not delivering
If you hired through Revenue Nomad, you have access to feedback processes, performance reviews, and in many cases replacement options. Early communication and structured expectations make it easier to address problems before they grow.