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Discovering the Unknown Unknowns: A Guide for Software Sales Reps

Writer's picture: Wayne JohnsonWayne Johnson




In the world of software sales, identifying client needs is critical to success. But what happens when clients don’t know what they need—or worse, when they don’t know what they don’t know? These “unknown unknowns” can derail a deal or leave valuable opportunities untapped. As a software sales rep, mastering the art of uncovering these blind spots sets you apart and significantly improves your chances of winning deals.


This article will walk you through practical steps and strategies to uncover the unknown unknowns in sales opportunities.


What Are Unknown Unknowns?


Unknown unknowns are the challenges, risks, or opportunities your prospect doesn’t even realize exist. These blind spots might stem from:

  • Lack of awareness of potential solutions.

  • Gaps in their understanding of industry trends.

  • Overconfidence in their current processes.

Your role as a sales rep is to act as both an educator and a consultant, helping them discover what they’re missing.


Strategies to Discover Unknown Unknowns

1. Start with Research-Driven Curiosity

Before meeting with a prospect, dig into their industry, business model, and competitors. Look for:

  • Recent trends or disruptions in their market.

  • Regulatory changes that might impact them.

  • Innovations their competitors have embraced.

Arming yourself with insights lets you ask questions that spark curiosity and uncover areas they might not have considered.

2. Ask Provocative, Open-Ended Questions

Instead of sticking to surface-level questions about their pain points, challenge their assumptions with questions like:

  • “What’s a process in your business that hasn’t been reviewed in years but impacts your bottom line?”

  • “How do you measure success in areas where you feel things are ‘just okay’?”

  • “What’s your biggest fear regarding future growth, even if it seems unlikely today?”

These types of questions force your prospect to think deeply and may reveal overlooked challenges.

3. Map Their Ecosystem

Clients often see problems in silos, but unknown unknowns often lurk in the intersections of processes, teams, or departments.

  • Ask about how different teams collaborate.

  • Explore the dependencies between their systems.

  • Identify inefficiencies at the edges of their workflows.

By mapping their ecosystem, you can reveal hidden opportunities to improve integration or eliminate bottlenecks.



4. Leverage Customer Stories


Share examples from other customers who faced similar challenges but also introduced unexpected problems they hadn’t foreseen. For instance:

  • “One of our clients thought their issue was A, but during implementation, we discovered B, which was even bigger—and solving it saved them X amount.”

These stories demonstrate your ability to uncover and solve problems your prospect might not be aware of.



5. Utilize Data-Driven Insights


If your solution has analytics capabilities, offer to provide a preliminary analysis or benchmark their current performance against industry standards.

  • “Based on our data, companies like yours typically lose X% efficiency in [specific process]. Does that sound familiar?”

  • “Have you ever analyzed [specific metric]? It often reveals surprising opportunities.”

Data-driven conversations are an excellent way to bring unknown challenges to light.



6. Collaborate, Don’t Pitch


Position yourself as a partner in problem-solving, not just someone trying to sell software.

  • Conduct workshops or brainstorming sessions with their teams.

  • Use whiteboarding techniques to visually explore their processes and gaps.

By collaborating, you can uncover problems they didn’t know existed while building trust and credibility.



Mindset Shift: Embrace the Power of “I Don’t Know”


Sometimes, the most insightful discoveries come from admitting what you don’t know and showing genuine curiosity:

  • “That’s an interesting challenge. How does it impact [another area]?”

  • “I don’t have all the answers right now, but let’s explore this together.”

By modeling curiosity and a willingness to learn, you encourage your prospects to do the same.



The Law of Unintended Consequences


The Law of Unintended Consequences highlights how actions, especially in complex systems like businesses, often result in unexpected outcomes—both positive and negative. As a sales rep, you can leverage this principle to uncover unknown unknowns by asking thoughtful questions that probe for hidden risks, ripple effects, and overlooked opportunities. For example, helping prospects consider how changes might impact other teams or reveal new efficiencies demonstrates foresight and positions your solution as a safeguard against uncertainty. By addressing these unintended consequences, you build trust and differentiate yourself as a strategic partner who helps clients navigate complexity and future-proof their decisions.


Conclusion


Discovering the unknown unknowns requires preparation, curiosity, and collaboration. By shifting your mindset from “solution seller” to “problem discoverer,” you not only differentiate yourself but also create deeper, more meaningful relationships with your prospects.

As you refine your approach, you’ll find that uncovering the hidden opportunities becomes second nature—leading to more closed deals and long-term customer success.

Take your next sales call as an opportunity to practice these strategies. You might be surprised at what you uncover.


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