To transition from working 'in the business' to 'on the business,' Snowflake's CRO was told his hands-on, 'deal hound' approach wouldn't work at scale. The solution was to hire other capable 'drivers,' trust them to do their jobs, and hold them accountable. If a leader has to do their team's job, it's a problem with the team member.
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Stop asking "how" to solve a problem and start asking "who" is the right person to solve it. Shifting your mindset to hiring A+ players who can take ownership of outcomes is the key to unlocking the next level of growth and freeing up your own time.
To navigate the unpredictable AI landscape, Snowflake's CEO dismantled its specialized, multi-layered structure that had slowed down iteration. This shift prioritized accountability and shorter engineer-to-customer feedback loops, recognizing that speed and adaptability now trump carefully laid out strategies.
Amplitude's CEO describes the painful transition from founder (running to the hardest problem) to large-company executive. The latter role requires embracing hierarchy, saying "no" to most things, and managing through leverage rather than direct contribution—a skill set many founders resist and fail to learn.
Snowflake's CRO, Chris Degnan, kept his job through multiple growth stages where he could have been replaced. His longevity wasn't due to a pre-existing "scale" playbook, but his intense coachability and ability to "morph" and adapt his strategies based on direct feedback from the board and new leadership.
The transition from a scientist, trained to control every project variable, to a CEO requires a fundamental mindset shift. The biggest challenge is learning to delegate effectively and trust a team of experts who are smarter than you, moving away from the natural tendency to micromanage.
The transition from a hands-on contributor to a leader is one of the hardest professional shifts. It requires consciously moving away from execution by learning to trust and delegate. This is achieved by hiring talented people and then empowering them to operate, even if it means simply getting out of their way.
Founders are "unicorns" with unique skill sets impossible to hire for in a single person. To scale and remove yourself as a bottleneck, break your responsibilities into their component parts (e.g., sales, marketing, product) and hire specialists for each, assembling a team that approximates your output, even at a lower margin.
The very traits that help a founder succeed initially—doing everything themselves, obsessing over details—become bottlenecks to growth. To scale, founders must abandon the tools that got them started and adopt new ones like delegation and trust.
Snowflake's CRO survived multiple attempts by the board to replace him because he was highly coachable. He embraced a mindset of 'I don't know everything' and was willing to get 'punched in the mouth' with feedback. This openness to being told he was screwing up was essential for his evolution and tenure in the role.
Chris Degnan reflects that financial success made him a worse leader because he lost the desire to do the "hard things" required at scale, like constant global travel and endless internal operations meetings. His passion was for selling and competing, not the operational grind of a multi-billion dollar CRO role.
