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Cesko B.

Cesko B.

Commercial Insurance Consultant | InsurTech Advisor

Four years as a commercial insurance Account Executive at a New York brokerage. I manage a live book of business across GL, BOP, Workers Comp, Commercial Auto, Cyber, EPLI, Umbrella, and Professional Liability every day. I know this industry from the inside. I currently consult for two InsurTech startups as their embedded domain expert, helping them validate platforms against real broker workflows. I document the full process, including the workarounds and the steps nobody writes down, and I tell them bluntly what works and what does not. What I bring to every engagement: New business submissions through bind. Full renewal cycles. COI issuance and endorsement processing. Loss run requests and carrier correspondence. AMS operations in Partner XE through Zywave. Coverage analysis, gap identification, and proposal writing. Multilingual client communication in English, Italian, Spanish, Albanian, and French. I also build and write about AI systems for business, and I have 30 years of sports analytics experience including hands-on work building AI-powered predictive models. If you are building something in insurance or need someone who can operate at the level of a senior broker, I am available for consulting, advisory, and domain expert roles.

🇺🇸Scarsdale, United States$150/hr80% JSS4.00 (2)Since Mar 2026

Earnings and projects

MRR
$336

Last 6 months ÷ 6

World#93,792 / 412k
🇺🇸Country#13,556 / 62.1k
Revenue, last 30 days
$0

Last 6 months: $2k

Total earnings
$3k

Billed in all: $3.2k

World#297,578 / 412k
🇺🇸Country#46,235 / 62.1k
Per project
$1k

$1k in the last 6 months

World#123,181 / 412k
🇺🇸Country#20,994 / 62.1k
Projects, last 6 months
2

Across 4 contracts

0% fixed100% hourly
World#88,918 / 412k
🇺🇸Country#11,762 / 62.1k
Projects in all
3

Across 6 contracts

0% fixed100% hourly
World#304,140 / 412k
🇺🇸Country#44,018 / 62.1k

Earnings, last 30 days

$3.2kNothing earned in the last 30 daysBilled in all, before Upwork's fee · drag across the chart to see what was earned in any stretch
$3,150$3,200$3,250$3,300Oct 8Oct 23Nov 7

Skill rankings: Top 16% in Writing

Ranked by MRR among everyone on Upwork with the skill.

  1. #9Skills & Endorsements14 freelancers · 🇺🇸 #4Top 64%
  2. #38Liability Insurance86 freelancers · 🇺🇸 #4Top 44%
  3. #60Property Insurance186 freelancers · 🇺🇸 #7Top 32%
  4. #72Insurance Agency Operations166 freelancers · 🇺🇸 #10Top 43%
  5. #74Policy Analysis270 freelancers · 🇺🇸 #32Top 27%
  6. #75Insurance Consulting200 freelancers · 🇺🇸 #15Top 38%
  7. #87Insurance Policy Analysis232 freelancers · 🇺🇸 #10Top 38%
  8. #90Multilingual Translation397 freelancers · 🇺🇸 #5Top 23%