YouTube tutorials cost nothing. A £50/month community costs something. A £5,000 coaching engagement costs a lot. Here's what the evidence says about what each level actually delivers.
Editor-in-chief, Lion's Den Insider
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Everyone entering remote sales faces the same early question: how much do I need to invest in training before I can start making money? The range of available options is enormous — from free YouTube tutorials to £5,000+ coaching engagements — and the marketing for paid options is produced by people whose income depends on you buying. That makes the question harder to answer honestly than it should be.
This piece is an attempt at that honest answer. It covers the four main tiers of sales training investment, what each tier actually provides, where each one tends to fail, and which types of learner benefit most from each.
It is not an argument for any specific paid product. It is a framework for allocating your learning budget based on what you actually need.
What you get: Conceptual knowledge, frameworks, tactics, and worked examples from practitioners who have written books or built audiences. The quality range is enormous — some of the most technically rigorous sales content on the internet is free, including detailed analyses of call recordings, SPIN Selling methodology breakdowns, and specific objection handling sequences. Reddit communities like r/sales contain years of archived discussion from working sales professionals across industries.
What you do not get: Feedback on your specific performance. Free content is broadcast by nature — it tells you what works, not whether you are doing it. A YouTube tutorial on discovery questions cannot tell you that your discovery questions are too leading, or that you answer your own questions before the prospect has a chance to respond, or that your pace is too fast for your market. For skill development, feedback is the limiting factor. Free content has zero feedback loop.
Best suited for: Learning concepts before your first role. Building vocabulary. Identifying what areas you need to develop. Generating questions to bring to a manager or coach. Supplementing a structured programme that provides the feedback component.
Worst used as: A substitute for structured feedback when you have plateaued. A new rep spending 20 hours a week studying free content instead of making calls is deferring the learning that can only happen through practice and review.
What you get: A sequenced learning path, a curriculum that builds from foundations to advanced skills, and — in the better products — exercises and self-assessment tools. Courses from credible authors (Neil Rackham's SPIN Selling training, LinkedIn Learning, HubSpot Academy's free certification courses) provide structured progression that self-directed free study often lacks.
What you do not get: A live community or individual feedback. Most course-based training is asynchronous and self-assessed. You complete the modules, pass the test, get the certificate. Whether you can actually apply what you learned in a live sales conversation is not assessed.
Best suited for: Building a foundation before a job or before joining a community. Learning a specific methodology (SPIN, Challenger, consultative selling) in a structured way. Demonstrating credibility to a prospective employer.
Worst used as: A substitute for live practice. Completion of a course is evidence that you consumed content, not that you can sell. Employers who evaluate only certifications will hire reps who are knowledgeable but not necessarily skilled. The correlation between course completion and quota attainment is modest at best.
What you get: Access to a group of peers and often a coach or founder, regular live sessions, recorded content libraries, and — in the best communities — some form of live call review or active feedback. The community dimension matters because sales is largely a social skill, and practising objection handling with a community of peers is more realistic than practising alone. Job boards, referral networks, and accountability structures are additional features some communities offer.
What you do not get: Individual coaching on your specific situation at this price point. In a community of 100+ members, a live session produces group feedback, not individual feedback. The quality of feedback you receive depends heavily on how actively you participate — members who post their calls, ask specific questions, and engage with other members' content get more than members who lurk.
Best suited for: Reps who have basics in place and need a feedback environment and peer accountability. People changing careers into sales who need both community support and structured content. Individuals who are self-directed enough to extract value from a community rather than passively consuming it.
Worst used as: A substitute for individual coaching when your blocking issue requires individual diagnosis. A community programme can identify that your discovery is weak. It cannot always tell you specifically why your discovery is weak in the way that a dedicated coach reviewing your calls one-on-one can.
What you get: Individual attention on your specific situation. A coach who reviews your actual calls, identifies your specific blockers, and gives feedback that is not applicable to anyone else in the group because it is about you specifically. For experienced sales professionals who have plateaued, individual coaching often produces faster improvement than any amount of additional content consumption because the blocking issues are typically execution-level, not knowledge-level.
What you do not get: Guaranteed results. Individual coaching is only as good as the coach's ability to diagnose your specific situation and your willingness to implement feedback. A mismatch between coach style and learner style, or a coach who gives general advice rather than specific feedback, will produce poor results regardless of price.
Best suited for: Reps or entrepreneurs who are already producing reasonable results and need marginal improvement on specific blockers. Founders building a sales process who need a fractional sales leader rather than a training resource. People in a high-commission environment where a 10% improvement in close rate has significant income impact.
Worst used as: An entry-level investment before you have basic skills in place. Paying for individual coaching when you do not yet have enough call volume to generate material for the coach to review is expensive and slow.
The right training investment is a function of where you are, not where you want to be. A framework:
The most expensive mistake in sales training is investing in the wrong tier for your current situation. Expensive individual coaching for someone who needs volume and practice first. Community membership for someone whose issue requires individual diagnosis. Free content for someone who has plateaued and needs external feedback. The tier matters as much as the specific product within each tier.
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YouTube tutorials cost nothing. A £50/month community costs something. A £5,000 …
YouTube tutorials cost nothing. A £50/month community costs something. A £5,000 …
YouTube tutorials cost nothing. A £50/month community costs something. A £5,000 …
YouTube tutorials cost nothing. A £50/month community costs something. A £5,000 …