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The Top 3 Reasons AI Sales Tools “Don’t Work” (Spoiler: They Actually Do)

SaaStr

You wouldn’t expect a new SDR to be quota-crushing in week one, right? We probably went through 200+ iterations before we got to “Let’s Go” status. Most teams give up after iteration #3. The fix : Treat AI training like you would train a new SDR hire. Same principle applies here. Record their calls.

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Dear SaaStr: How Do I Ramp a New Sales Rep at a Seed Stage Start-Up?

SaaStr

By 90 days, they should be fully ramped and hitting quota. Give them a clear sales playbook with scripts, email templates, and objection-handling guides if you can. If you don’t set these milestones, it’s hard to measure progress and course-correct if they’re falling behind. Provide a Playbook. At Least of Some Sort.

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AI Sales Coaching: Your Always-on Coaching Assistant

Highspot

In fact, 65% of high-impact sales organizations (75% or more of reps achieving quota) report that sales managers spend 20% or more time coaching. This tool acts as a virtual assistant that provides real-time guidance during sales calls, offering suggestions for objection handling, tailoring pitches, and delivering compelling messages.

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Standardizing Your Sales Process to Improve Consistent Execution

Highspot

To help your sellers feel equipped to approach each phase of the sales process, create training that dives into the key skills to land in each stage – from needs assessment and product demos to objection handling and negotiation. Optimize Your Sales Process and Hit Your Targets You need your reps to consistently hit their quota.

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Why Reps Miss Quota: 3 Stats You Can’t Ignore (And How to Fix Them)

SalesHood

45% of overwhelmed sellers miss quota Source: Gartner Sellers are juggling more than ever—multiple tools, complex product lines, new messaging, evolving buyer expectations. It’s no surprise that overwhelmed reps are significantly less likely to be productive or hit quota. Top teams are evolving.

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How to Transition From Founder-Led Sales to Your First Sales Team: 9 Top Tips

SaaStr

And Get Them Both Hitting a Basic, Sustainable Quota. Include scripts, objection handling, and key metrics. If they tilt the curve. -> But also give your sales leader, and your individual reps before you have one, a quota on your time and meetings per week. Hire Two Sales Reps To Start, Not One. Be specific.

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How sales, training, and revops leaders use learning analytics to boost results

Highspot

For example, sales reps who skipped interactive role-plays in training struggled with objection handling. For example, sales reps with low engagement in sales coaching sessions are 30% less likely to hit quota. Quota attainment: By linking training and content to sales outcomes, sales enablement analytics show what works.