OSE uses several roadmaps. One is the overall roadmap to 2035. Another is the 10 year plan from 2008-2018. Third is a roadmap for each of the 50 machines. Roadmaps focus around product releases, with explicit intent to engage widespread replication as opposed to remaining in a project state. See Project vs Product.
The following are the overarching milestones of OSE for a 20 year period (2016-2035), consistent with evolutionary timescale thinking (500 years). The main milestone for the first 20 years of OSE is eradication of artificial scarcity, as a basis for the evolution of humanity. The following on general roadmaps, and do not necessarily reflect specific milestone dates based on critical paths and sequencing. General notes on sequencing are shown below, but the specific tactical steps are reflected on the Critical Path and OSE Priorities page - which both reflect a strategic approach towards the open source economy.
20 Year Milestones
See corresponding Blog post -  Increasing the social production market share for goods and services...OSE. (Work in progress - 2003-2035)
Work in progress, as everything.
End of 2017 Tasks
Open Source Product Development Method - Roadmap
Agriculture Equipment Construction Set Roadmap
CEB Press Roadmap
3D Printer Roadmap
2 Year Overview Roadmap
2018 - develop open source cloud editable docs equivalent of google docs, and a Collaborative Cloud CAD platform.
Develop list. Prioritize, swat analyze, risk assess to re prioritize.