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Summary
- Formal sales training can improve rep performance by an average of 20%, but practical experience from on-the-job training is irreplaceable for building resilience and adaptive skills.
- The most effective development strategy is a "blended learning" approach, which strategically combines structured courses with daily practice and real-world application.
- Modern AI platforms bridge the gap between learning and doing by enabling reps to practice critical conversations in a risk-free environment. Hyperbound's AI Sales Roleplays provide a space for reps to apply new skills with instant, personalized feedback.
You've just landed your first sales role, or perhaps you're considering a career switch into sales. The excitement quickly gives way to anxiety as you realize you have no idea how to make those first cold calls. Your manager hands you a script and says, "The phone's right there. Start dialing." Your stomach tightens. Is this really how you're supposed to learn one of the most critical skills in business?
Meanwhile, your inbox is flooded with ads for expensive sales courses promising to transform you into a closing machine in just weeks. But can a course really prepare you for the unpredictability of real sales conversations? And is it worth the investment when so many seem like potential scams?
This dilemma—formal training versus learning by doing—haunts nearly every sales professional at some point in their career.
The Sink-or-Swim Reality of Sales Training
"Get a crappy sales job, learn, fail, and learn some more."
This common advice reflects the prevailing worldview in sales: practical experience trumps theoretical knowledge. Many seasoned sales professionals will tell you that no course can replace the education you get from making your first hundred cold calls or handling objections in real time.
According to discussions on Reddit, many new sales representatives feel overwhelmed by "pressure to start selling without sufficient preparation" and experience "fear and anxiety related to making sales calls." Yet they're often told that "excessive preparation indicates a lack of readiness for sales."
The truth? Both perspectives have merit—and limitations. Let's examine both approaches before revealing why the most successful salespeople don't choose one over the other.
The Case for Formal Sales Representative Courses
While "learning by doing" has its place, structured sales courses offer significant advantages that shouldn't be dismissed:
A Framework for Success
Effective sales training provides a structured approach to developing the skills, knowledge, and behaviors needed to hit quotas. It standardizes sales processes and communication, giving everyone a common language and framework for prospecting, asking discovery questions, and building a pipeline.
The ROI Is Real
Despite skepticism, the numbers tell a compelling story:
- Sales training improves performance by an average of 20%
- Each dollar invested in sales training yields an estimated $29 in incremental revenues
- Modern AI-powered coaching platforms like Hyperbound give teams the ability to practice, get feedback, and analyze performance at scale, leading to larger deal sizes and more consistent quota attainment.
These statistics counter the common perception that courses are merely expensive time-wasters.
What Makes a Sales Course Worth Your Time
Before investing in a sales course, evaluate it against these criteria:
- Specific Goals: Does it address the sales behaviors you need to improve (e.g., objection handling, product knowledge)?
- Format & Accessibility: Consider whether in-person, virtual, or blended learning fits your schedule and learning style.
- Certification Value: While certifications can enhance your resume, check how hiring managers perceive them. As one Reddit user noted, there's often "uncertainty about the relevance of certifications for entry-level sales positions."
- Provider Expertise: Research the track record and participant feedback before committing.
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Notable Sales Training Programs
Several reputable programs have demonstrated real-world effectiveness:
- The Challenger Sale: Teaches leading with insights rather than features and benefits to influence buyers
- HubSpot Inbound Sales: A free course covering prospect identification and creating personalized presentations
- RAIN Selling: Focuses on consultative selling skills with ongoing coaching for reinforcement
- The Brooks Group (IMPACT Selling): Teaches a six-step structured sales process to improve performance
The Power of On-the-Job Training (OJT)
Despite the benefits of formal training, there's no denying that experience is irreplaceable in sales. As one sales professional shared on Reddit: "The best way to learn is to do. Fail and fail again until one day it clicks."
Why Experience Matters
Real-world sales experience offers benefits that no course can fully replicate:
- Adaptive Skills: You learn to think on your feet and adjust to unexpected customer reactions.
- Resilience Building: Rejection becomes normal, and you develop emotional fortitude.
- Cultural Immersion: You absorb the unwritten rules and language of sales organizations.
The Evolution of On-the-Job Training
Fortunately, modern OJT has evolved beyond the "trial by fire" approach. Today's onboarding processes emphasize structured support through:
Coaching: The Critical Element
According to Training Industry, effective coaching is the most important component of OJT. This includes:
- Tactical Coaching: Immediate feedback on skill demonstrations (like call reviews) in the early days
- Strategic Coaching: Broader guidance on account strategy as you gain experience

Modern OJT Methods
- AI-Powered Coaching: Instead of relying solely on manual call reviews, platforms like Hyperbound use AI to automatically score conversations and deliver instant feedback. This scales coaching and allows reps to practice critical skills through realistic AI sales roleplays.
- Content Repositories: Searchable libraries of best practices and resources
- Structured Fellowships: Programs like Sales Bootcamp combine one-week online training with three-month fellowships offering ongoing guidance during real work experience
The Winning Formula: Blended Learning
The most effective approach isn't choosing between courses and OJT—it's strategically combining them. This "blended learning" method provides several advantages:
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Why Blended Learning Works
- Dual Coding: Retention improves when information is learned through multiple channels (e.g., video course + live coaching)
- Cooperative Learning: Working with peers in role-plays and breakout groups enhances understanding
- Interleaving: Switching between topics (e.g., prospecting techniques and objection handling) strengthens memory and application
Four Methods of Training Delivery
According to Richardson, effective sales training combines:
- In-Person Instructor-Led Training: Provides undivided attention and immediate feedback
- Virtual Instructor-Led Training: Simulates classroom environments via video conference
- Digital Sales Training: Self-guided learning through videos and assessments
- Sales Coaching: Equips leaders with skills to develop their teams
A Practical Example
Imagine you're learning the SPIN selling methodology through an online course. You understand the concepts, but implementation feels daunting. To bridge the gap, you use an AI coaching platform like Hyperbound to practice with a hyper-realistic AI buyer. You can run through your SPIN questions in a dozen different scenarios before ever speaking to a live prospect. Your manager can then review your AI role-play scores and provide targeted feedback during a live coaching session.
This sequence—learn, practice, apply, refine—creates a powerful learning loop that neither approach could achieve alone.
Measuring What Matters
Companies invest over $30 billion annually in sales training, yet only about 11% of efforts focus on evaluation. Up to 30% of companies do no formal evaluation at all, according to research by Federico Presicci.
This explains why many sales representatives complain about "ineffective and outdated sales training methods" that feel disconnected from real-world challenges.
Evaluation Models Worth Understanding
To ensure your training time isn't wasted, familiarize yourself with these frameworks:
The Kirkpatrick Model
The most widely used evaluation framework has four levels:
- Reaction: Did you find the training engaging? (Measured through surveys)
- Learning: What skills did you gain? (Tests, assessments)
- Behavior: Are you applying the learning on the job? (Manager observation, call reviews)
- Results: How did it impact business metrics? (Quota attainment, deal size, pipeline velocity)
Phillips ROI Model
This adds a fifth level to Kirkpatrick's framework:5. Return on Investment (ROI): Calculates the monetary benefits versus costs
Your Personal Sales Development Roadmap
Success in a modern sales role doesn't come from choosing courses or OJT—it comes from strategically combining them.
For New Sales Representatives
- Don't be afraid to "get a crappy sales job" to start. Real-world experience is invaluable.
- Use that experience to identify your specific skill gaps.
- Seek targeted, reputable training to fill those gaps (consider starting with free resources like HubSpot courses).
- Apply what you learn immediately in your daily sales activities.
- Request coaching from managers or mentors to refine your approach.
For Experienced Sales Professionals
Your OJT is continuous. Never stop learning. Use platforms like Hyperbound to practice new messaging, master competitive talk tracks, and get AI-driven feedback on your real calls, helping you refine advanced techniques like ValueSelling or MEDDICC.
Remember that the most successful salespeople aren't those who merely survived the sink-or-swim experience or accumulated certifications. They're the ones who deliberately created their own blended learning journey—combining structured education with daily practice—to develop into the complete sales professionals that the market rewards most generously.
The choice isn't courses versus on-the-job training. It's how effectively you integrate both into your professional development strategy.

Book a demo with Hyperbound
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