Job Search Ops

Luis Calderon · VP/Director PM · $200-280K+ Target

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🤖 AI Tools

This Week's Focus

Goal: Get fractional income flowing ($15-25K/month) while building full-time pipeline

Action: 4 fractional applications + 50 Ross alumni messages + LinkedIn update

Expected Outcome: 10-15 responses, 3-5 calls, 1-2 fractional interviews by Friday

Today's Follow-ups

No follow-ups due today. Add contacts to get started!

Today's Priorities

Quick Actions

Apply to Toptal Apply to Catalant Apply to A.Team Apply to Gun.io Find Ross Alumni

Fast Paths to Income

Path 1: Fractional PM Work

2-3 weeks to first check
$15-25K/month (part-time)

Why Fast: Companies hire fractional PMs in 1-2 weeks.

Path 2: Ross Alumni Network

3-4 weeks to offer
$200-280K base + equity

Why Fast: Warm intro → skip HR → hiring manager

Path 3: PE-Backed Companies

4-6 weeks
$180-250K base + equity

Why Faster: PE firms pressure portfolio cos to hire fast

Contact Management

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Data Management

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Performance Analytics

AI Message Analytics

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Conversion Metrics

Activity Timeline

Key Documents

Resume (View/Print)

Hands-on product leader, AI expertise, $900M P&L. Use LinkedIn buttons to copy!

LinkedIn Update Guide

Exact text for About, Headline, Experience sections. Copy-paste ready!

AI Competitive Advantage

Why you're top 1%: Pre-ChatGPT ML + modern LLMs. Use in interviews!

Ross Alumni Message Template

Use this for LinkedIn DMs:

Hey [Name],

Luis Calderon - Ross '11. Led $900M TurboTax, now exploring next move.

Saw you're at [Company]. Quick question - are you hiring product leaders who can ship AI products hands-on? Just cut costs 40% with AI chatbots at my current company.

15 min call to hear what you're building?

Go Blue,
Luis
703.786.7899

Weekly Schedule

Monday (2 hours) - SETUP DAY

  • Update LinkedIn About section (30 mins)
  • Apply to Toptal fractional PM (30 mins)
  • Find 50 Ross alumni at target companies (30 mins)
  • Message 10 Ross alumni (30 mins)

Tuesday-Thursday (1 hour each)

  • Apply to one fractional platform (20 mins)
  • Message 10 Ross alumni (40 mins)
  • Take networking calls as scheduled

Friday (30 mins) - REVIEW DAY

  • Review responses and calls scheduled
  • Follow up with non-responders
  • Plan next week's targets

Your Contact Info

Email: luis@calderon.com

Phone: 703.786.7899

LinkedIn: linkedin.com/in/luiscalderonmba

Location: San Diego, CA (open to remote, willing to travel LA/SF)

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Daily Job Scan & AI Analysis

🚀 The "Scraper + Claude" Methodology

Goal: Find fresh ( < 24h) Director/VP roles in PLG/AI before they hit the LinkedIn black hole.

Process: Scrape Career Pages → AI Filter (Fit Score) → Apply Immediately.

Latest Scan Results (2/21/2026)

# Daily Job Scan Report Date: 2/21/2026, 11:38:59 PM Targets Scanned: 8 ## Retool URL: https://retool.com/careers Potential Roles: - Director of Product, Automation - Global Head of Revenue Operations & Enablement - Head of Global Sales Development ## Plaid URL: https://plaid.com/careers Potential Roles: - App Directory ## Gusto URL: https://gusto.com/careers Potential Roles: - Partner Directory
Open Claude

Master Prompt for Claude

Paste the scan results above into Claude with this prompt:

System/Role: Expert Executive Recruiter for Senior Product Leader (Director/VP).

Candidate Profile:
- 15+ years (Intuit, Ancestry, eBay).
- CPO of $3M e-commerce business.
- Skills: PLG, Data-Driven, AI/ML Product Strategy.

Task: Analyze job descriptions. Output "Fit Score" (0-100) table.

Scoring Criteria:
+20: Seniority (Director, VP, Head of)
+20: Domain (PLG, Consumer, AI/ML)
+20: Keywords ("Data-driven", "Growth", "LLM")
+20: Culture ("Hands-on", "Impact")
-50: IC-level or non-product

Output Table:
| Company & Role | Fit Score | Why Apply | Key Keywords | Action |

🎯 Job Discovery & Fit Engine

Define your ideal role and use AI to evaluate opportunities from target companies.

Your Goal Prompt

This prompt defines your "Fit Criteria". It's used by the AI to score and summarize discovered jobs.

Active Discovery

📋 Career Ops — Manual Pipeline

Manually evaluated jobs via career-ops CLI • AI-scored A–F rubric • Distinct from ApplyPilot auto-scoring

📄 Open Review Dashboard →
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🔥 HIL Queue — Hot Leads

ApplyPilot V2.1 auto-scored leads requiring human review. Score ≥ 8, hil_pending or hil_submitted.

— leads
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🤖 AP Pipeline — Auto-Scored

1700 jobs auto-scored by ApplyPilot V2.1 • Source: ApplyPilot (automated) • Outreach comes from career-ops (manual)

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