rep-onboarding

Generate personalized 30/60/90-day sales rep onboarding plans as Notion-ready markdown.

Updated May 2, 2026
One-click install
npx skills add https://github.com/marius-bughiu/ooligo --skill rep-onboarding
Or copy as Structured Prompt for Agent
Please help me install this Agent Skill.
Skill: rep-onboarding
Source: https://github.com/marius-bughiu/ooligo/tree/main/apps/web/public/artifacts/rep-onboarding-skill
Command: npx skills add https://github.com/marius-bughiu/ooligo --skill rep-onboarding

SYSTEM DOCUMENTATION & REQUIREMENTS

💡 This Skill includes references (resource) components.

What problem does it solve?

Sales managers waste hours building generic, one-size-fits-all onboarding plans for new sales reps that fail to account for the rep's prior background, the sales segment they will support, and the team's actual historical ramp data, leading to slower time-to-productivity and inconsistent rep performance.

Core Features & Use Cases

  • Personalized plan calibration: Tailors week-by-week milestones, learning resources, and manager check-in questions to the rep's background classification (first sales job, competitor hire, adjacent SaaS, up/down-market transfer) and their assigned sales segment (SMB, mid-market, enterprise).
  • Team-aligned resource selection: Pulls named, up-to-date Gong call recordings, certifications, role-play exercises, and internal documentation from your team's actual resource library instead of generic placeholders, so reps can self-serve from day one.
  • Ramp data calibration: Adjusts milestone timelines based on your team's historical ramp data for the specific segment, rather than using industry-average defaults that do not match your team's actual performance.
  • Use case example: A sales manager hiring a competitor hire for the mid-market segment can generate a fully customized 12-week onboarding plan with competitive positioning resources, calibrated milestone dates, and weekly coaching questions in 5 minutes instead of 2 hours of manual work.

Quick Start

Use the rep-onboarding skill to generate a personalized 12-week onboarding plan for new sales rep [rep name] with [rep background] background for the [segment] segment starting on [start date].

Frequently Asked Questions about rep-onboarding

High-intent search queries and answers about installing and using this skill.

FAQPage Schema
How do I create a 30-60-90 day sales onboarding plan for a new hire?

Generate a tailored 30/60/90-day sales onboarding plan by inputting the rep's name, background classification, assigned sales segment, and start date, producing a 12-week Notion-ready markdown plan with weekly milestones and manager check-in questions.

Can I customize a sales ramp plan for different rep backgrounds like competitor hires?

Yes, sales ramp plans calibrate milestones and learning resources based on rep background classifications, including competitor hires, adjacent SaaS transfers, and first sales job hires, ensuring the onboarding content matches their prior experience level.

How do you calibrate sales onboarding milestones to a team's historical ramp data?

Sales onboarding milestone timelines adjust based on your team's historical ramp performance data for the specific segment, replacing industry-average defaults with calibrated dates that reflect actual rep productivity patterns.

What is the best way to build a sales rep onboarding plan for different market segments?

Building a sales rep onboarding plan for SMB, mid-market, or enterprise segments requires segment-specific milestone timelines, named learning resources like Gong call recordings, and role-play exercises tailored to each segment's sales cycle.

Does the rep onboarding output work with Notion?

Yes, the rep onboarding output produces Notion-ready markdown formatted with week-by-week milestones, named learning resources, and manager check-in questions that can be directly pasted into Notion pages.

Can I use this for re-ramping a sales rep transferring between segments?

Yes, segment transfer re-ramping is a supported use case alongside new hire onboarding and backfill plan drafting, allowing you to generate customized transition plans for reps moving between SMB, mid-market, and enterprise segments.