In this episode, Rosa Campagna tells us about what it actually takes to win at the highest level in enterprise and why patience, hospitality, and influence may be more important than any sales technique.

Rosa Campagna is the number one top performing sales rep globally at OneStream Software for FY25, hitting 428% of quota attainment in one of the most competitive enterprise sales organizations in the market. She works with customers ranging from $4 to $40 billion in revenue and has built her success on three principles: knowing how people think and feel, mastering the internal sale, and refusing to put enterprise customers to bed in pursuit of short-term wins.

Rosa came to sales by accident. She thought she wanted to be Samantha from Sex and the City, landing somewhere in PR and marketing. A theater kid at heart, she eventually found her way into consulting and professional services in the Salesforce ecosystem, survived multiple layoffs during a volatile period of acquisitions, and ultimately made the bet that she was better at selling a thing than selling the process to build one. That pivot to software sales at OneStream, combined with the mentorship of John Davis and a relentless show must go on mentality she calls the Rosa Factor, is what got her to the top of the global leaderboard.

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This episode's guest is Patrick Donnelly, the top strategic enterprise AE at Nook. Patrick brings a founder's mindset to the field, he originally wanted to be a rock star or a startup founder, but found his creative calling in enterprise sales instead. Now three years in at Nooks, he has built the process, led the upmarket charge, and stayed at the top by doing the same things that got him there. Patrick shares a candid, practical playbook built on curiosity, humility, and the conviction that discovery is not a stage it is a lifestyle.

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Adam Wicks is a top-performing seller at Gainsight who has achieved extraordinary results, including a 600% year by combining precision, discipline, and creativity. In this episode, he breaks down a simple but powerful idea: sales is both art and math.

On one side, there's the rigor - qualification, pipeline quality, risk management, and deal economics. On the other, there's the craft - understanding people, reading situations, and adapting in real time. Adam's approach is about operating in both worlds at once.

The result is a more complete model of sales success: one that prioritizes internal alignment, deep curiosity, and human connection just as much as metrics and process.