H1 Planning Strategy - Aggressive Goals with Staggered Milestones

December 31, 2025 at 1:30 AMstrategycritical

Situation

Articulated H1 strategy: shift from hope to concrete plan with aggressive audacious goals. Achieve goals differently not just faster. Staggered milestones every 4-6 weeks for course correction. Missed milestones trigger retrospectives for process or personnel changes. Clear prioritization at Reno eliminating everything is P0 problem.

Reasoning

2025 was a revenue failure - company must hit aggressive H1 KPIs to become solvent. Hope is not a strategy - need concrete plans with measurable checkpoints. Staggered milestones allow early detection and course correction. Willing to make process or personnel changes if milestones are missed.

Additional Context

This may involve trading short-term tasks for long-term automation (e.g. pausing manual CVE remediation to build automation tool). Reno meeting will define clear hierarchy of priorities. New TPS status Ready for Release tracks engineering-complete features not yet live. Also identified why gap between engineering and GTM that needs bridging.

People Involved

Nathan Blackham, Max Spevack, Justin Haynes, Brady Dibble, Chris Wolford, Ryan Smith, Steve Wallace, Chris Baek

Source

reflection

AI Confidence

88%

Related Context

🎥
Engineering Weekly Sync

fathom

H1 Strategy: Shift from hope to a concrete plan for aggressive H1 goals. This requires new creative methods not just faster execution and commitment to hitting staggered milestones.

Outcome

★★★★★(5/5)

Successful - the aggressive goals with staggered milestones approach is working well

Recorded on January 12, 2026

Decision ID: 929f3e7b-4641-4e5d-857e-0a48def0e17e