When a large company claims "management won't approve this," you can mirror their tactic even as a solo founder. Create your own external constraint by saying "our policy doesn't allow that" or "my co-founder disagrees," preventing you from being the sole, easily pressured decision-maker.
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To make your startup indispensable to a corporate giant, propose a contract value high enough to require CEO-level sign-off. This elevates your project from a minor expense to a key strategic initiative, ensuring top-down support and embedding you in their transformational change.
When faced with endless requests, marketing leaders shouldn't just say "no." Instead, present the current list of projects and their expected outcomes, then ask the executive team which initiative they would like you to drop to accommodate the new one. This frames it as a strategic trade-off, not obstruction.
When you lack personal authority to challenge a senior stakeholder, leverage external expertise. Instead of presenting your questions as your own opinion, frame them using research or insights from established experts. This "borrowed credibility" makes your challenge more persuasive and encourages senior leaders to engage with the idea rather than dismiss your lack of experience.
If a customer asks to push a signed deal past an agreed-upon deadline, don't say yes or no. Saying "I don't know if we can hold the price" creates productive uncertainty. This forces them to weigh the risk of losing their discount against the inconvenience of finding a way to sign on time, often leading them to solve the problem themselves.
For complex legal requests that increase your business risk or costs (e.g., unlimited liability, extensive insurance requirements), treat them as an additional negotiation lever. Explain that your standard pricing is based on a reasonable, collaborative risk profile. Accepting their terms changes that profile and will require adjusting the price accordingly.
When competing against a large incumbent, reframe the comparison away from company vs. company. Instead, frame it as you—the dedicated founder—versus their salaried, indifferent employee. This shifts the focus from resources to personal commitment, turning your small size into an advantage.
By proactively asking about potential deal-killers like budget or partner approval early in the sales process, you transform them from adversarial objections into collaborative obstacles. This disarms the buyer's defensiveness and makes them easier to solve together, preventing them from being used as excuses later.
When a senior stakeholder proposes a potentially disruptive idea, direct resistance ('pushing') is counterproductive and strengthens their resolve. Instead, 'pull' them into a collaborative exploration. Acknowledge the idea, discuss the underlying problem it solves, and then gently steer the conversation back to how it aligns with the agreed-upon North Star, defusing tension.
When you identify a deal blocker, don't confront them alone. First, approach your champion and ask for their perspective on the dissenter's hesitation and advice on the best way to engage them. This provides crucial internal political context and helps you formulate a more effective strategy before you ever speak to the blocker.
