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The Right Way to Hire Salespeople

The Right Way to Hire Salespeople

Private Equity FunCast · May 13, 2026

Stop hiring salespeople who just interview well. This episode provides a 5-part framework and the exact questions to hire top performers.

Hire Salespeople for Devotion to the Craft, Not Just for Discipline

Discipline can be taught with a good process, but devotion—a genuine passion for the "commercial sport" of selling—cannot. A devoted salesperson with moderate discipline will consistently outperform a highly disciplined but dispassionate one. Prioritize this innate drive when hiring.

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The Right Way to Hire Salespeople

Private Equity FunCast·2 months ago

Rapport-Building Skills in Sales Interviews Are a Common Hiring Trap

Salespeople are professionally trained to be liked, a skill crucial for their role but often over-weighted in interviews. This rapport doesn't indicate discipline or process-orientation. Hiring managers must test for performance skills beyond mere likability to avoid this trap.

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The Right Way to Hire Salespeople

Private Equity FunCast·2 months ago

Panel Interviews Outperform 1-on-1s by Forcing Real-Time Calibration

Having all decision-makers interview a candidate simultaneously ensures everyone hears the same answers in the same context. This structure allows for immediate, data-driven calibration if assessments differ, an advantage impossible to achieve with sequential, separate conversations.

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The Right Way to Hire Salespeople

Private Equity FunCast·2 months ago

Vague Answers to Quota Performance Questions Are a Major Sales Hiring Red Flag

Top salespeople know their numbers precisely. When interviewing, demand specific dollar amounts for their quota and actual performance. Resistance, vagueness, or answers like "100-plus percent" are strong signals they are either hiding underperformance or lack discipline.

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The Right Way to Hire Salespeople

Private Equity FunCast·2 months ago

A Tight Checklist, Not a Long Explanation, Reveals a Salesperson's True Process

When asked about their sales process, weak candidates brainstorm a long list of activities. Strong candidates have a concise checklist for the key "moments of truth" in a deal, like discovery or proposal calls. The brevity and clarity of their answer signal true process discipline.

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The Right Way to Hire Salespeople

Private Equity FunCast·2 months ago

Test Sales Candidates' Customer Focus By Having Them Pitch Their Current Product

Don't ask a candidate to pitch your product; they don't know it well enough. Instead, ask them to pitch their current product as if you were a customer. Critically, evaluate the discovery questions they ask and what they listen for to gauge their true customer focus.

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The Right Way to Hire Salespeople

Private Equity FunCast·2 months ago

A Bad B2B Sales Hire Costs Two Years of Growth, Not Just Salary

The combination of ramp-up time, long sales cycles, and a natural bias to give people "one more quarter" means it can take up to two years to identify and replace an underperforming salesperson. This delay significantly impacts growth plans more than the lost salary.

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The Right Way to Hire Salespeople

Private Equity FunCast·2 months ago

Uncover a Salesperson's Drive by Asking Them to Rate Themselves, Then Explain How to Improve by One Point

Ask a candidate to rate their sales ability on a 1-10 scale. Then, ask what specific skill, if mastered, would move them up one point. This trick question forces them to reveal a genuine area for improvement, demonstrating self-awareness and coachability.

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The Right Way to Hire Salespeople

Private Equity FunCast·2 months ago

Great Sales Problem-Solving Involves Removing Internal Obstacles, Not Just Closing Big Deals

When asking about a "gnarly deal," the best answers describe a specific internal obstacle (e.g., finance, security) and how the salesperson marshaled company resources to solve it. This reveals collaborative problem-solving, a more valuable trait than individual heroics on a big deal.

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The Right Way to Hire Salespeople

Private Equity FunCast·2 months ago

A Sales Leader's "I've Got a Guy" Referral Is a Major Hiring Process Red Flag

Sales leaders often refer candidates from past roles. While the network is valuable, this "I've got a guy" mentality can lead to shortcutting a rigorous evaluation process. A structured process must be enforced to ensure the best candidate is hired, not just the most familiar one.

The Right Way to Hire Salespeople thumbnail

The Right Way to Hire Salespeople

Private Equity FunCast·2 months ago