Coach

Teach Something Complex Until It Clicks

4 milestones · 12 weeks

Get observed teaching by someone who can give honest feedback, then close the specific gap between how you rate yourself and what the observer actually sees.

Free Education Delivered (Documented Community Impact)

4 milestones · 12 weeks

Design a short workshop, pilot it with a small honest-feedback group, then run it at scale with evidence participants actually learned it.

Mentor Someone From Stuck to Moving

4 milestones · 12 weeks

Take on a real mentee with a documented starting point and a specific goal, then show the measurable distance covered against that baseline.

Build Community

4 milestones · 12 weeks

Launch a real community space and grow it past the point where sign-ups alone would count — proof is 10 members still actively participating three weeks in.

Coordinate Volunteers

4 milestones · 12 weeks

Recruit and coordinate 5+ unpaid volunteers on a real initiative to completion — no financial incentive, no authority to compel attendance.

Run Event

4 milestones · 12 weeks

Plan and run a real community event with named volunteers who confirmed their roles in advance — nobody involved can be ordered to help.

Build a High-Signal Team Communication Culture

4 milestones · 12 weeks

Name the specific, evidenced communication failures on a real team, fix the structural gap behind them, and measure the change.

Run Tight, Predictable Sprints

4 milestones · 12 weeks

Build a real multi-sprint baseline for completion rate and cycle time, diagnose the specific root cause of missed commitments, then prove the fix in the data.

Improve Team Accountability

4 milestones · 12 weeks

Measure what a real team actually commits to versus completes, diagnose the specific accountability failure pattern, then show the corrected completion rate.

Improve Knowledge Sharing

4 milestones · 12 weeks

Diagnose the dominant knowledge gap costing a real team time, then build and prove adoption of an actual knowledge system — not a wiki nobody opens.

Improve Decision Cadence

4 milestones · 12 weeks

Diagnose which decision-cadence failure is slowing a real team down, fix it with a structural change, then show decisions moving faster with the same rigor.

Improve Team Retention

4 milestones · 12 weeks

Diagnose why people are actually leaving a real team using exit and stay interview data, then show the change in voluntary turnover rate after intervening.

Improve Volunteer Retention

4 milestones · 12 weeks

Establish an honest baseline of who returns for a second volunteer initiative and why others don't, then show the measurable change in return rate.

Improve Program Management

4 milestones · 12 weeks

Diagnose the dominant failure pattern across a real multi-team programme using completion-rate data, then fix it and show the improved on-time rate.

Teach What You Know

3 milestones · 10 weeks

Create and deliver a course, workshop, or tutorial with real learners completing it.

Scale an Engineering Team from 5 to 20

5 milestones · 24 weeks

Scale an engineering team from 5 to 20 people — the hardest management transition in software. The skills that made you effective at 5 will actively harm you at 20. Every milestone here is about replacing personal relationships with systems, and replacing your presence with documented authority.

Complete a Full Performance Review Cycle

3 milestones · 12 weeks

Run end-to-end reviews: calibration, written assessments, delivery, and follow-through.

Ship a Team Charter and Ways of Working

3 milestones · 8 weeks

Write, get buy-in, and operate by a team charter for 90+ days.

Build a Hiring Funnel from Scratch

3 milestones · 12 weeks

Design and run a hiring process from JD to offer for 3+ roles successfully.

Operate as a Staff Engineer

5 milestones · 20 weeks

Staff Engineer is the most misunderstood title in the industry. Many companies hand out the title for tenure or as a retention tool, without the person ever doing Staff-level work. This outcome's proof standard is about the WORK, not the title — every milestone tests for influence without authority, the hardest skill at this level. The defining shift from Senior to Staff is scope: a Senior engineer is excellent within a defined problem. A Staff engineer identifies which problems matter before anyone assigns them, and influences outcomes across teams they do not manage.

Complete SHRM-CP Certification

3 milestones · 16 weeks

Pass the SHRM Certified Professional exam.

Reduce Team Time-to-Merge by 50%

0 milestones · 12 weeks

Diagnose and fix the bottlenecks in your team's code review process to halve average PR time-to-merge — before and after metrics required.

Deliver a Major Project On Time and On Scope

0 milestones · 16 weeks

Lead a cross-functional project from scoping to launch, hitting the original timeline and scope commitments.

Become VP Engineering (First Time)

0 milestones · 52 weeks

Earn or be promoted to your first VP Engineering role, with documented scope: team size, budget, and reporting line.