In the latest episode of Product Led Growth Leaders, the host engages in a conversation with Mike Cofone, a partner at Swift Insights and co-founder of Sherlock, an AI-powered sales platform. Mike’s journey from Olympic-level rowing to data-driven sales leadership offers a unique perspective on the challenges and innovations shaping modern sales, particularly in the B2B SaaS space. The discussion explores the evolution of email deliverability, the impact of AI in sales, and innovative outreach strategies that are redefining how businesses connect with potential clients.
Mike Cofone’s career path is far from conventional. After training for the Olympics in men’s rowing, his athletic aspirations were unexpectedly cut short when his event was removed from the games. This shift led him to academia, where he pursued studies in data science and business analytics at the London School of Economics. Despite an initial reluctance toward math, he discovered a passion for using data to refine sales strategies. His transition from sports to sales underscores the value of adaptability and a willingness to embrace new disciplines in pursuit of success.
One of the central challenges discussed in the episode is the decline of traditional email outreach. Initially, Sherlock focused on optimizing email deliverability through AI-driven techniques to bypass spam filters, allowing businesses to reach potential clients more effectively. However, as email providers like Google and Microsoft enhanced their filtering capabilities, even well-structured emails began struggling to land in inboxes. This shift forced a strategic reevaluation of outreach methods.
Recognizing the diminishing effectiveness of email, Sherlock pivoted toward alternative outreach methods. Many companies continue to rely heavily on email despite declining response rates. Mike recounts working with a company that sent over 15 million emails monthly, only to find that the approach yielded little return. As a solution, Sherlock now advocates for personalized mailings that integrate elements like local news or event mentions to create more meaningful engagement with recipients.
Mike breaks down how sales strategies should be tailored based on annual contract value (ACV). The pricing structure of a product dictates the level of personalization and effort required in sales outreach:
Products under $1,000 typically require a one-call close.
Products between $1,000 and $10,000 necessitate a more consultative approach.
Products over $10,000 demand high-volume outreach strategies coupled with personalized touches.
For high-value SaaS products, building brand awareness is essential. Mike explains that potential buyers need to be exposed to a brand’s messaging multiple times—often 30 or more—before recognizing it. To achieve this level of familiarity, businesses must diversify their outreach methods, incorporating direct mail, event sponsorships, and hyper-personalized communication to increase brand recall among decision-makers.
Mike emphasizes that successful sales strategies rely on relationship-building rather than aggressive selling. Instead of pushing for immediate deals, he advises sales professionals to ask potential customers for feedback on their offerings. This approach fosters trust and provides valuable insights that can shape product development and sales tactics.
Sherlock’s early success stemmed from prioritizing feedback over sales pitches. Mike’s team initially reached out to 100 potential customers, not to sell, but to gather input on their needs. When they later returned with solutions addressing those concerns, many of those contacts were ready to convert into paying customers.
One of the more unconventional sales techniques Mike shares involves reaching out to prospects via text message before calling them. By sending a brief introduction via text and notifying the recipient of an impending call, he increases the likelihood of the prospect answering. This method capitalizes on the familiarity and immediacy of texting, making the phone call feel more personal rather than a cold sales attempt.
Sherlock has developed AI-driven software solutions that streamline sales operations, making teams more efficient. These tools assist with everything from automating outreach to refining targeting strategies. AI agents help sales teams manage workloads while data analytics tools support more effective remarketing efforts.
While AI reduces the need for bloated sales teams, it simultaneously empowers existing sales professionals to be more effective. By automating repetitive tasks and improving lead qualification, AI allows sales teams to focus on high-value interactions and strategic relationship-building.
Mike underscores that customers often buy into a brand’s story rather than just its product features. Sales teams that incorporate storytelling into their outreach can foster deeper emotional connections with prospects. A compelling narrative helps humanize the company, making it more relatable and trustworthy in the eyes of potential buyers.
As the conversation draws to a close, Mike shares Sherlock’s vision for the future. The company is undergoing a rebranding initiative, launching a new website to better align with its expanded offerings. Additionally, Sherlock is preparing for a funding round to further develop its AI-powered sales solutions and solidify its market position.
This episode of Product Led Growth Leaders offers valuable insights into the shifting dynamics of sales, particularly in the B2B SaaS industry. Mike Cofone’s experiences highlight the importance of adaptability, the need for innovative outreach strategies, and the role of technology in modern sales processes. As email deliverability declines and buyer expectations evolve, sales teams must explore new channels, embrace AI-driven tools, and leverage storytelling to create deeper connections with potential customers.
By understanding the nuances of different contract values, integrating customer feedback into sales strategies, and rethinking traditional outreach methods, sales professionals can enhance their effectiveness and drive stronger results. Mike’s transition from athlete to sales expert reinforces the idea that success comes from continuous learning, adaptability, and a willingness to challenge outdated sales norms. As businesses continue to navigate the complexities of modern sales, embracing innovative techniques and leveraging technology will be critical for sustainable growth.
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