Creating great advertising isn’t easy. It requires leadership, strategic depth, and creativity. Yet many marketers find the process stressful and frustrating, feeling like they’re never quite hitting the mark. If you’ve ever felt stuck or unsatisfied with your advertising efforts, you’re not alone. We go through the 12 common reasons why advertising feels harder than it should—and actionable fixes to help you improve.
12 reasons why Advertising feels harder than it should
1. You can’t find your comfort zone
You show up skeptical, uptight, too tough, too easy, or easily annoyed, which throws off the team dynamic. Your creative advertising partners will see you as toxic.
- Fix: Build trust with your agency by starting every meeting with clarity and positivity. Set clear goals and allow space for open dialogue. A strong working relationship sets the tone for success.
2. You feel unsure if it’s your place
You think the advertising agency is the expert, so you give them no direction—or too much freedom. Either way, mistakes are bound to happen.
- Fix: Own your role as the leader. Offer a clear, strategic brief and guide the process through regular, constructive feedback. Your input shapes the final result.
3. You settle for something you hate
Time pressure leads you to accept work you’re not happy with.
- Fix: Avoid last-minute compromises by building extra time into your schedule for review and refinement. A little planning goes a long way in ensuring you love the final product.
4. You struggle to sell it to management
Even if you like the advertising, you’re unsure or hesitant when presenting it to your boss.
- Fix: Align with stakeholders early. Practice confidently presenting your advertising ideas by highlighting how the creative aligns with your strategy and drives results.
5. The Creative Brief falls flat
Either the agency’s Creative Brief misses the mark, or you box them into a strategy they don’t believe in.
- Fix: Collaborate on the brief to ensure it is inspiring and strategically sound. Before beginning creative work, clarify objectives and agree on the direction.
6. You let the creative team oversell you
You’re unsure what you want, so you settle for something that’s just okay.
- Fix: Define success upfront. Use clear criteria to evaluate creative options, ensuring they align with your brand’s strategy and goals.
7. You lose your connection with the Advertising Agency
A lack of personal rapport with your agency leads to miscommunication and misalignment.
- Fix: Treat your agency as a true partner. Foster a collaborative relationship with regular check-ins, open dialogue, and mutual respect.
8. You lose traction during production
The ad’s tone shifts from concept to execution, losing its original spark.
- Fix: Stay engaged throughout production and post-production. Be hands-on during approvals while trusting the creative team to maintain consistency.
9. You think you’re stuck with a ‘boring’ brand
You believe your brand’s lack of “cool factor” limits your advertising potential.
- Fix: No brand is boring if you uncover the right emotional hook. You can focus on making your brand relevant and exciting to your audience, regardless of the category.
10. You avoid taking creative risks
Playing it safe leads to forgettable advertising.
- Fix: Push for bold but smart risks that align with your strategy. Encourage your agency to take creative risks and use audience testing to validate ideas without fear.
11. You don’t dig deep enough strategically
Your briefing feels like a game of chance because the strategy isn’t clear.
- Fix: Invest time in strategic thinking before briefing your agency. A clear strategy ensures your creative team is set up for success.
12. You rely on advertising to fix a weak strategy
You think great advertising can overcome a lack of strategic clarity.
- Fix: Strong strategy drives great advertising. Refine your positioning and messaging to ensure every ad has purpose, consistency, and impact.
Final Thoughts
Advertising can be challenging, but it’s also one of the most rewarding parts of marketing. By addressing these common pitfalls, you can lead your team and agency with confidence, creating work that resonates with your audience and drives results.
Want to Get Better at Advertising?
Great advertising doesn’t happen by chance. It takes strategic depth, leadership, and collaboration. If you’re ready to level up your skills, check out our Beloved Brands Marketing Training programs: Click to learn more. We’ll help you and your team make smarter advertising decisions that grow your business.