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Tracy H.

Tracy H.

Insurance Advisor (Startup/Tech) | Insurance & Risk Management

I help startups avoid expensive insurance mistakes and build the right coverage from day one. With 15+ years leading insurance strategy at companies like Instacart, Uber, and Postmates, I’ve managed over $100M in total cost of risk and designed programs for fast-growing, complex businesses. But more importantly—I understand how confusing and opaque insurance feels if you’re not deep in it. Most early-stage and scaling companies either: - Buy the wrong coverage - Overpay for things they don’t need - Miss critical risks that come back later That’s where I come in. I act as an independent advisor—translating insurance into plain English, helping you make smart decisions, and ensuring your program actually matches how your business operates. I can help with: - Determining what insurance you actually need (and what you don’t) - Reviewing broker proposals and identifying gaps or overspending - Structuring coverage for marketplaces, tech platforms, and contractor models - Preparing for fundraising, contracts, or enterprise customer requirements - Scaling your insurance program as you grow I’ve sat on the client side my entire career, negotiating with carriers and brokers—so I know exactly how the system works (and where it doesn’t work in your favor). If you want a strategic partner who can simplify insurance and help you get it right the first time, I’m happy to help.

🇺🇸San Francisco, United States$250/hr95% JSS5.00 (1)Since Mar 2026

Earnings and projects

MRR (estimate)
≈$1.1k

An estimate from an earlier read

World#45,185 / 412k
🇺🇸Country#7,718 / 62.1k
Revenue, last 30 days
$0

Last 6 months: $5.4k

Total earnings
$5.5k

Billed in all: $5.6k

World#246,904 / 412k
🇺🇸Country#38,919 / 62.1k
Per project
$2.7k

$2.7k in the last 6 months

World#60,011 / 412k
🇺🇸Country#10,019 / 62.1k
Projects, last 6 months
2

Across 3 contracts

33% fixed67% hourly
World#88,922 / 412k
🇺🇸Country#11,762 / 62.1k
Projects in all
2

Across 3 contracts

33% fixed67% hourly
World#328,890 / 412k
🇺🇸Country#47,959 / 62.1k

Earnings, last 30 days

$5.6kNothing earned in the last 30 daysBilled in all, before Upwork's fee · drag across the chart to see what was earned in any stretch
$5.4k$5.5k$5.6k$5.7kOct 9Oct 24Nov 8

No data since Nov 5, 2026.

Skill rankings: Top 14% in Enterprise Risk Management

Ranked by MRR among everyone on Upwork with the skill.

  1. #8Enterprise Risk Management58 freelancers · 🇺🇸 #5Top 14%
  2. #23Insurance & Risk Management150 freelancers · 🇺🇸 #9Top 15%