EPISODE · Jun 9, 2026 · 51 MIN
Episode 9: Johnny Childress - Killing the Pilot and How Enterprise Deals Close
from Agents of Change · host Appstream Studio
Johnny Childress, a Series A revenue leader who has interviewed around 6,500 salespeople, joins Justin Tannenbaum to break down how enterprise deals actually close: multi-year options, paid agreements over free pilots, the term-for-convenience trap, the one hiring question, showing up in person, and a pragmatic take on AI.
What this episode covers
Johnny Childress, a Series A revenue leader who has interviewed around 6,500 salespeople, joins Justin Tannenbaum to break down how enterprise deals actually close: multi-year options, paid agreements over free pilots, the term-for-convenience trap, the one hiring question, showing up in person, and a pragmatic take on AI.
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Episode 9: Johnny Childress - Killing the Pilot and How Enterprise Deals Close
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