The Founder’s Dilemma: Should You Hire a Marketer or a Salesperson First? (The Answer is Neither)

B2B sales pipeline strategy is one of the most overlooked priorities for founders. Many CEOs have lived the same frustration: they invest heavily in a high-priced salesperson, only to watch them struggle without qualified leads or brand credibility to work with. The disappointment feels like a hiring mistake, but the problem runs deeper.

The real issue isn’t the talent of the salesperson, it’s the absence of a system that consistently generates opportunities. Without air cover from marketing, a clear ICP, and a repeatable flow of qualified leads, even the best sales hire ends up spending their time cold prospecting instead of closing deals.

This article explores why hiring sales too early is one of the costliest errors in B2B growth. You’ll learn how to build a scalable B2B sales pipeline strategy first, how to recognize the signs you’re ready to hire, and how to set sales talent up for real success.

Let’s begin!

The Costly Hiring Fallacy

B2B sales pipeline strategy is often misunderstood, which is why so many founders make the same costly mistake: hiring a “rockstar salesperson” to fix revenue problems. The belief is that one high-performing hire will unlock growth, but without a functioning pipeline, even the most talented salesperson can’t succeed.

Research shows that more than 70% of first sales hires in startups fail within 12 months, costing companies hundreds of thousands in salary, benefits, and lost opportunity. The real issue isn’t the salesperson, it’s the lack of a lead generation engine, brand credibility, and a system that gives them opportunities to close.

We’ve seen it firsthand: a company hired a $150,000 sales leader, handed them a laptop, and told them to “go hunt.” Nine months later, morale was low, cash was burned, and the pipeline remained empty. The hire wasn’t the problem; the absence of a pipeline strategy was.

Salesperson vs. System: The Core Difference

B2B sales pipeline strategy works when companies understand that salespeople accelerate deals but cannot generate a pipeline on their own. A great salesperson can turn warm leads into closed revenue faster, but without consistent demand, they end up chasing cold prospects with little chance of success.

The real driver of growth is the system. A system means having a lead generation engine, brand credibility, and a consistent mix of inbound and outbound strategies. It ensures a salesperson spends most of their time closing qualified opportunities rather than scrambling to create them from scratch.

Think of it like this: sending a salesperson into the market without a system is like sending a hunter into a desert. No matter how skilled they are, they won’t find enough to survive. A system, on the other hand, is the forest teeming with opportunity, it equips sales talent with the environment they need to thrive.

The 5 Signs You Hired Too Early

Hiring sales talent before building a B2B sales pipeline strategy often leads to frustration and wasted resources. The symptoms usually show up within the first few months, and recognizing them early can save founders significant time and money. Here are five clear signs that your company made the leap too soon.

1. Sales Reps Spend 80% of Their Time Prospecting

A strong salesperson should be accelerating deals, not endlessly hunting for them. If most of their week is spent chasing cold prospects, it’s a sign the system isn’t supplying enough qualified leads.

2. No Inbound Lead Flow Exists

Outbound alone rarely sustains growth. Without inbound leads from content, marketing campaigns, or referrals, sales hires work without leverage. The absence of inbound flow makes scaling almost impossible.

3. Lack of Brand Authority

When prospects don’t recognize or trust your company name, even the best pitches fall flat. Brand credibility must exist before sales outreach gains traction. Authority gaps leave sales reps fighting an uphill battle.

4. High Turnover or Burnout Among Sales Hires

Salespeople hired into weak pipeline systems often burn out quickly. They are blamed for missed targets even though they were given no foundation for success. This cycle leads to high turnover and cultural strain.

5. The Pipeline Remains Stagnant Despite Added Headcount

If adding sales reps doesn’t move the needle on pipeline growth, the problem isn’t people, it’s the system. Without a structured strategy, new hires only replicate the same limitations.

These warning signs reveal when companies have focused on headcount instead of building a machine. Recognizing them early allows founders to redirect energy toward strengthening their B2B sales pipeline strategy before investing in more sales hires.

Building the Pipeline First

Before hiring more salespeople, companies need to create a repeatable B2B sales pipeline strategy that consistently produces opportunities. A strong pipeline ensures that sales hires are set up for success instead of scrambling for leads. Here are five steps to build that foundation.

Define ICPs and Segment by Role

  • Start by identifying your ideal customer profiles (ICPs) and segmenting them by role.
  • Understanding each role’s unique pain points allows you to craft outreach that feels relevant and credible instead of generic.

Build Authority Through Content and Brand Positioning

  • Salespeople gain traction when prospects already recognize your company. 
  • Publish content, case studies, and insights that position your brand as a trusted voice in the industry. Authority creates the trust that makes outreach work.

Test Outbound Sequences with Founders or Marketers First

  • Instead of sending sales hires in blind, founders and marketers should test outbound sequences themselves. 
  • This validation process helps refine messaging, channels, and timing before scaling it through a sales team.

Create Lead Nurturing and Trust-Building Assets

  • Not every prospect is ready to buy today. Build nurturing assets like guides, webinars, or playbooks that keep your brand top of mind and develop trust over time. 
  • This turns cold leads into warm opportunities.

Establish KPIs for Pipeline Health

  • A pipeline without metrics is just guesswork. 
  • Define KPIs such as SQL acceptance rate, lead-to-meeting ratio, and average deal velocity to measure pipeline effectiveness and identify bottlenecks.

Building the pipeline first ensures your sales hires step into an environment where they can thrive. A strong system creates momentum, turning salespeople into accelerators of growth instead of struggling hunters in an empty market.

When to Hire Sales (and How to Set Them Up for Success)

Hiring sales talent makes sense only after a strong B2B sales pipeline strategy is in place. Once your pipeline produces consistent opportunities, salespeople can focus on accelerating deals instead of generating leads from scratch. 

Here are five signs that you’re ready to hire and how to ensure they succeed:

  • Consistent Inbound Leads: Your content, brand authority, and campaigns should already be generating a steady flow of inbound leads. A reliable stream of interest ensures sales hires spend their time closing, not chasing.
  • Outbound Tests Are Validated: Before handing outbound to a salesperson, founders or marketers should test and refine sequences. A proven playbook gives new hires confidence and eliminates the trial-and-error phase that drains time and morale.
  • KPIs Are Clearly Defined: Metrics like SQL acceptance rate, lead-to-meeting ratio, and deal velocity must be in place before hiring. Clear KPIs give sales hires measurable targets and allow leadership to track whether the system is working.
  • Sales Hire Becomes an Accelerator: When the pipeline is healthy, a salesperson isn’t expected to perform miracles. Instead, they become accelerators who convert opportunities faster, expand relationships, and increase revenue efficiency.
  • Systems Support Success: From CRM workflows to marketing alignment, systems must already be established. With the right structure in place, sales hires can focus on their strengths, closing deals, rather than fixing broken processes.

Hiring sales too early leads to wasted resources, but hiring once the system is ready creates leverage. With a strong pipeline in place, salespeople become the accelerators of growth, not the band-aid for deeper strategy gaps.

Final Thoughts

A failed sales hire isn’t always the result of hiring the wrong person. More often, it’s the result of bringing someone on before the right systems and pipeline are in place. Without a foundation of demand generation and brand authority, even the best salespeople will struggle.

Review your current B2B sales pipeline strategy before making your next hire. Map your ICPs, validate outbound sequences, and ensure a steady flow of inbound opportunities. Doing this work first is critical because it creates the conditions where sales talent can thrive instead of burn out.

At BlackHole, we help B2B companies design unbreakable pipeline systems so sales hires succeed from day one. Ready to build the machine before you hire the operator? Click the link to learn more about our approach.

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