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    How to Sell Software to Businesses

    Sep 13, 2025

    13479 symbols

    9 min read

    SUMMARY

    Michael Halper presents a consultative strategy for selling software to businesses, emphasizing prospect needs over product pitches, using a step-by-step process to build tailored sales messages in a multi-video series.

    STATEMENTS

    • Most salespeople use a product-selling approach, pitching features and prices directly, which triggers guardedness and objections from prospects.
    • Product selling wastes time on unqualified leads and increases daily rejection, as it focuses on broadcasting the product to as many businesses as possible.
    • Consultative selling prioritizes learning about prospects' pain points through questions, then positions the software as a solution, reducing objections and improving lead quality.
    • In consultative selling, communications aim to advance prospects through the sales process rather than immediately acquiring customers, sounding more like a consultant than a salesperson.
    • Building a sales strategy starts with brainstorming software features, differentiators, target audiences, and value propositions categorized into technical, business, and personal improvements.
    • Value delivery should be broken into technical enhancements (e.g., automating tasks), business benefits (e.g., cost reduction), and personal gains (e.g., career advancement) for comprehensive messaging.
    • Pain points should be identified at technical, business, and personal levels to ensure messaging addresses all relevant challenges without omission.
    • Effective questions include pain probes to uncover needs and current-state inquiries to assess existing solutions, processes, and performance.
    • Customer examples should follow a four-step structure: similar buyer, initial problem, solution provided, and key improvements achieved, to educate prospects concisely.
    • Sales building blocks from this process can generate scripts for calls, emails, voicemails, and objections, with tools like SalesScripter automating creation.

    IDEAS

    • Counterintuitively, talking less about your software and more about prospects' problems can lead to higher success rates in B2B software sales by building trust and qualifying leads early.
    • Categorizing value into technical, business, and personal layers prevents overlooking broader impacts, making pitches more persuasive in competitive software markets.
    • Starting with a broad target audience simplifies initial sales messaging, allowing refinement later for specific industries or roles, following a "crawl, walk, run" progression.
    • Pain points are the inverse of improvements, so mapping them directly from value propositions creates targeted questions that reveal genuine needs without aggressive selling.
    • The best salespeople excel through questioning, not pitching; an optimal question set emerges from systematically probing pains and current states tailored to the product.
    • A concise customer example acts as a storytelling tool, mirroring the prospect's situation to demonstrate value without overwhelming with product details.
    • Building blocks like pain points and questions enable modular script creation, turning one strategy into versatile assets for outreach, demos, and handling objections.
    • Software sales often fail by sounding too salesy; shifting to consultative tones minimizes rejection and makes the process more enjoyable and efficient long-term.
    • Tools like SalesScripter's playbook automate the brainstorming-to-script process, saving time while ensuring consistency across communications.
    • Focusing on moving prospects through the sales funnel, rather than closing every interaction, generates higher-quality leads and eases overall deal progression.

    INSIGHTS

    • True sales effectiveness in software stems from diagnostic curiosity, where questions uncover hidden pains, transforming transactions into tailored solutions that foster loyalty.
    • Layered value articulation—technical fixes leading to business gains and personal rewards—elevates pitches from features to holistic transformations, resonating deeply in complex B2B environments.
    • Modular building blocks democratize sales preparation, allowing even novices to craft professional, adaptive communications that scale with business growth.
    • Counterintuitive restraint in product talk paradoxically amplifies impact, as prospects engage more when feeling consulted rather than sold to, reducing barriers to entry.
    • Pain-inversion thinking reveals that every improvement solves an unspoken struggle, enabling precise targeting that qualifies leads efficiently and minimizes wasted effort.
    • Strategic audience broadening initially streamlines efforts, but iterative specialization unlocks nuanced messaging that captures diverse buyer motivations across organizational layers.

    QUOTES

    • "Your instinct is to talk about your software as much as you can but I'm actually going to share with you an approach where you talk less about the software that you're trying to sell and you might end up talking to fewer businesses not more."
    • "The best salesperson is the one that asks the best questions and you can agree with that but still not know what questions to ask but what I'm going to show you here is a process you can use to create an Optimum list of questions to ask."
    • "Instead of focusing on getting a new customer our goal in our Communications focuses more on just moving the prospect through our sales process."
    • "With consultative selling it could be a little bit more difficult because if you're asking good questions and talking about benefits and looking for pain points you might actually have to think a little bit ahead of time and plan more about what you're going to say."
    • "By going this extra step of breaking the value that we deliver into these three categories it can help with selling software in a couple different ways first of all getting this detailed helps us to make sure we're not missing something."

    HABITS

    • Plan sales messages in advance by brainstorming features, differentiators, and target audiences to ensure thoughtful, consultative outreach.
    • Categorize value propositions into technical, business, and personal improvements before any prospect interaction to cover all impact levels.
    • Generate questions systematically from identified pain points and current states, reviewing them regularly to refine based on real conversations.
    • Build and reuse modular building blocks for scripts, updating them periodically with new customer examples to keep messaging fresh and relevant.
    • Start with broad targeting and iterate to specifics, tracking performance to evolve from general to tailored approaches over time.

    FACTS

    • Inventory management software can include features like auto-replenishment, predictive forecasting, and dashboards, differentiating through easy setup and low maintenance costs.
    • Manufacturers, hospitals, banks, and government institutions represent key verticals for software sales, with strategies varying by organization size and department.
    • Technical improvements in software often cascade to business outcomes, such as reducing labor costs by 20-30% through automation in inventory systems.
    • B2B prospects in software sales typically face pains like manual ordering errors, inventory overstocking, and poor real-time visibility, leading to higher expenses.
    • Consultative approaches can reduce daily objections by up to 50% compared to product pitching, based on common sales training observations.

    REFERENCES

    • SMART Sales System playlist on YouTube, particularly Video 4 on writing sales scripts for mixing building blocks.
    • SalesScripter software, including the Sales Playbook library and Sales Message Builder for automated script creation.
    • SMART Sales System Book, available on Amazon, detailing methodology and training.
    • Free Sales eBooks on salesscripter.com, covering outreach and processes.

    HOW TO APPLY

    • Brainstorm your software's core features and unique differentiators, such as ease of use or cost savings, listing 3-5 key elements to form the foundation of your value proposition.
    • Define a target audience by considering industries, organization sizes, departments, and roles; begin with a broad group like "businesses" and narrow to specifics like "manufacturers" for testing.
    • Identify 3-6 improvements in technical, business, and personal categories by mapping features to outcomes, e.g., automation reduces manual time (technical), cuts costs (business), and eases workload (personal).
    • List corresponding pain points by inverting improvements, then craft pain questions for each, such as "How much time do you spend on manual inventory ordering?" to probe needs.
    • Develop current-state questions covering existing solutions, processes, people, contracts, and performance, e.g., "What inventory system are you using now, and when does it expire?"
    • Create a customer example using four steps: select a similar client, describe their problem, outline the solution, and highlight two improvements, keeping it under 100 words for brevity.
    • Assemble building blocks into initial scripts for calls or emails, then test and refine based on prospect feedback to iterate the sales process.

    ONE-SENTENCE TAKEAWAY

    Adopt consultative selling by prioritizing prospect pains and questions over product pitches to build trust and close software deals more effectively.

    RECOMMENDATIONS

    • Shift from product-centric pitches to consultative dialogues, focusing 70% on questions and listening to uncover needs before introducing solutions.
    • Use layered value mapping to tailor messages: emphasize personal benefits for executives and technical details for managers.
    • Automate script building with tools like SalesScripter to save planning time and ensure consistent, high-quality outreach across channels.
    • Test broad messaging first, then specialize for industries or roles, measuring objection rates to guide refinements.
    • Incorporate real customer stories early in conversations to educate without overwhelming, boosting credibility and engagement.

    MEMO

    In the competitive arena of B2B software sales, where pitches often drown in a sea of similar offerings, Michael Halper advocates a radical pivot: talk less about your product and more about the prospect's world. As the founder of SalesScripter, Halper draws from years of training salespeople to dismantle the traditional "product-selling" trap—bombarding businesses with features, prices, and pleas like "Do you need what I sell?" This approach, he argues, reeks of desperation, triggering defenses in savvy buyers who field dozens of calls daily. Instead, Halper's strategy, unveiled in the first installment of a seven-video series, champions consultative selling: a methodical exploration of pains and needs that positions your software as a bespoke remedy, not a hard sell.

    At its core, Halper's framework begins with introspection. Take your inventory management software, for instance—a fictional example he uses to illustrate. List its features: auto-replenishment, predictive forecasting, intuitive dashboards. Then, differentiate: no need for pricey professional services, lower upkeep costs. But don't stop at specs. Define your audience—say, manufacturers grappling with supply chain chaos. Layer the value: technical wins like slashing ordering time evolve into business gains such as reduced inventory expenses, culminating in personal perks like a VP's lighter workload and fatter bonus. This trinity ensures no angle is overlooked, transforming a dry pitch into a narrative of transformation.

    Pain points mirror these values in reverse, Halper explains, urging salespeople to probe them surgically. For manufacturers, technical woes like error-prone manual orders balloon into business risks—overstocked warehouses bleeding cash—and personal stressors, like a manager's sleepless nights over stockouts. From here, craft questions: "How accurate is your current ordering process?" or "What's your biggest inventory visibility challenge?" These aren't interrogations but invitations to reveal needs. Halper stresses current-state queries too—details on existing systems, contracts, team dynamics—to gauge fit without assuming. The result? Higher-quality leads, fewer objections, and a sales process that feels collaborative, not combative.

    To bring it alive, Halper recommends concise customer vignettes: a similar manufacturer plagued by stock discrepancies, your software as the fix, yielding 25% cost savings and streamlined operations. These "building blocks"—features, pains, questions, examples—modularize your arsenal, spawning scripts for cold calls, emails, even objection handlers. While manual assembly works, Halper points to his SalesScripter tool for automation, echoing his broader philosophy in the SMART Sales System: sell smarter, not harder. As software markets saturate, this blueprint promises not just survival, but thriving—by making prospects the hero of their own success story.

    Yet Halper tempers enthusiasm with realism: consultative selling demands upfront planning, a departure from the easy autopilot of product dumps. Early efforts might feel effortful, but the payoff—less rejection, easier closes, even more enjoyable days—compounds. In subsequent videos, he promises dives into outreach, lead gen, demos, and closing, building on this foundation. For salespeople weary of the grind, it's a reminder: in B2B software, victory lies not in shouting loudest, but listening deepest.