Strive Sessions: Boston, October 16th 2025

Strive Session: 'Scaling from $10M to $50M ARR – Building a Repeatable, Sustainable GTM Motion'
Thank you for your interest in our next Strive Sessions event, where we look forward to welcoming Ethan Schechter, SVP of Global Sales & Customer Success at Qodo!
During the evening, we look forward to discussing:
When (and why) to bring on Sales Enablement
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What are the early signs that rep ramp time is plateauing?
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Where’s the inflection point where enablement becomes ROI-positive?
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What does "just enough" enablement look like at this stage?
Structuring for Scale Without Slowing Down
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How much structure is too much?
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Balancing agility vs. process — which systems help vs. hinder growth?
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Avoiding the trap of “big company” thinking with a lean GTM team.
Evolving the Sales Hiring Profile
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What changes between a great hire at $10M vs. $50M?
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How to adjust your ICP for talent as your motion matures.
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Are you still hiring “athletes,” or do you need specialists?
Scaling the Leadership Layer
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Growing leaders from within vs. bringing in seasoned execs.
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When does it make sense to go external, and how do you integrate them effectively?
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Avoiding culture dilution as the team scales.
Preserving Founder DNA at Scale
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How to cascade founder-driven values across new layers of GTM.
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Tactics to maintain speed, creativity, and mission alignment.
Account Management & Post-Sale Ownership
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When do you start unbundling the full-cycle AE?
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Who owns the renewal and expansion motion — and when should that shift?
Segmentation Strategy: SMB vs. MM vs. Enterprise
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When does it make sense to segment?
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How to design coverage models that reflect your customer base and deal cycles.
For any questions, please reach out to John Hitchen on john@scalewithstrive.com