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How Dooley Increased Its Pipeline by 431% with Awareness Strategies

When it comes to driving pipeline growth, many startups focus on traditional marketing strategies that rely heavily on paid advertising or automated sales funnels. However, Dooley, a B2B SaaS company, took a different approach that resulted in a staggering 431% increase in its qualified pipeline. Their secret?

A layered content strategy that engaged customers early, built awareness, and activated leads through authentic, engaging content. 

As Saad Khan, GTM consultant, explained, “We recognized the need to differentiate between aware and unaware potential customers.”

In this case study, we’ll explore how Dooley used content-driven strategies to nurture leads organically and drive exceptional results.

The Challenge

Like many SaaS companies, Dooley struggled with a common issue: activation failure. Despite thousands of signups, many users were not progressing into active customers. 

This “activation failure” occurred when new users signed up but didn’t engage with the product, leaving many leads inactive in the CRM.

Additionally, a significant portion of their audience existed in the “unaware layer.” These potential customers were exploring options, window shopping, but were not yet ready to buy. 

The challenge was how to engage these passive leads without pushing them too quickly through an automated sales funnel.

The Strategy: Engaging the Unaware Layer

To address these challenges, Dooley implemented a multi-layered content strategy designed to increase awareness, engagement, and activation. 

The key was recognizing the difference between aware and unaware customers and catering content to each group.

1. Layered Approach to Buyer Awareness

The first step was identifying the “unaware layer,” where potential customers were passively engaging with content but had no clear intent to purchase. 

As Saad Khan noted, “The unaware layer is when people are window shopping, the unaware people are engaging with blogs, webinars, and articles.

Dooley created content specifically for this audience, focusing on educational resources like blogs, webinars, and case studies. The goal was to engage potential customers without pushing them through an immediate sales funnel.

2. Organic Content and Engagement

Dooley’s marketing team prioritized organic content that resonated with their target audience. This content was designed to foster discussions, comments, and engagement, creating a network effect. 

As Saad Khan explained, “We generated a network effect by getting marketers to comment and engage, amplifying the voice of our brand.”

Dooley’s marketing strategy also involved partnerships with industry influencers and thought leaders, further boosting visibility and credibility within key markets.

3. Bold Campaign: “What the F* is Dooley?”**

To capitalize on the growing buzz around their product, Dooley launched a bold marketing campaign titled “What the F*** is Dooley?” 

This campaign, in collaboration with organizations like J.B. Sales, aimed to answer a frequently asked question in the market and drive brand awareness. 

The provocative and attention-grabbing campaign sparked interest, raised curiosity, and increased engagement across multiple channels.

“We partnered with companies like J.B. Sales and Misrepresenting Club and launched the campaign to educate audiences of sellers on how Dooley could help their businesses,” Saad Khan recalled. 

The campaign’s success was driven by its ability to connect with an audience that was already curious about the brand but needed more information.

Inbound Marketing Playbook 2025

The Results

1. 431% Increase in Qualified Pipeline

Dooley’s content-driven approach resulted in a 431% increase in its qualified pipeline. By focusing on engaging content and educational resources, they were able to turn thousands of inactive leads into qualified opportunities.

2. Improved Activation Rates

By engaging potential users early with content that spoke to their needs and challenges, Dooley saw a significant increase in activation rates. Their nurturing efforts provided the necessary education for prospects to move from the “unaware” stage to the purchasing stage.

3. Brand Visibility and Awareness

The “What the F*** is Dooley?” campaign significantly boosted brand visibility, particularly on social media and industry platforms. The bold, authentic messaging resonated with their audience and helped Dooley establish a stronger presence in key markets.

Key Takeaways for Startups

  • Recognize Different Buyer Stages: By identifying the “unaware layer,” Dooley was able to tailor their content to engage potential customers early, before they were ready to buy. Startups should create content for each stage of the buyer journey, from awareness to consideration to decision-making.
  • Create Authentic Content: Focus on content that resonates with your audience and fosters genuine engagement. Organic content that educates and entertains will build trust and lead to more qualified opportunities.
  • Be Bold with Campaigns: Don’t be afraid to take risks with your marketing campaigns. Dooley’s “What the F*** is Dooley?” campaign worked because it grabbed attention and capitalized on curiosity, while still educating prospects.

Conclusion

Dooley’s 431% pipeline growth is a testament to the power of a content-driven strategy that engages potential customers at every stage of the buyer’s journey. By focusing on educational, authentic content and bold campaigns, Dooley was able to activate dormant leads and build a strong, qualified pipeline. As Saad Khan wisely noted, “It’s about recognizing the unaware layer and engaging them before they’re ready to buy.” This approach can serve as a blueprint for startups looking to drive sustainable growth and improve activation rates.

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