ProSight Global : Q3 Investor Presentation

Investor Presentation

Third Quarter 2020

Table of Contents

03 Summary Information

04 The ProSight Story

08 Business Execution

16 Balance Sheet Highlights

21 Appendix

I believe our niche strategy,

exclusive distribution arrangements, and careful exposure management will leave us well-positioned for profitable growth exiting 2020.

Larry Hannon, CEO & President

2

Summary Information

We are PROS

• Specialty Property & Casualty Insurer
• Founded in 2009
• Headquartered in Morristown, NJ
• Publicly traded on the NYSE under ticker symbol "PROS"

Adjusted Operating ROE1		Combined Ratio2		Annual Gross Written
(TTM)		(TTM)		Premium (TTM)3
7.4%		100.4%		$848M
		(64.0% LR | 36.4% ER)

1. Adjusted operating return on equity is a non-GAAP measure. Adjusted operating return on equity is adjusted operating income expressed on an annualized basis as a percentage of average beginning and ending stockholders' equity during the period.
2. Combined Ratio, Loss and LAE Ratio ("LR") and Expense Ratio ("ER") shown on an adjusted basis, excluding the impact of
   WAQS. See Appendix slide 27 for reconciliation of referenced non-GAAP measures.
3. As of September 30, 2020 and excludes other. Other for 3Q 2020 (Trailing Twelve Months - "TTM") GWP was $5.8M. Other includes GWP from certain niches that are no longer part of our ongoing business. All GWP from exited niches are included in
   "Other" which consists of (i) primary and excess workers' compensation coverage for Self-Insured Groups (ii) niches exited prior to 2018, many with a concentration in commercial auto, (iii) certain fronting arrangements in which all premium written is ceded to a third party, (iv) participation in industry pools, and (v) emerging new business customer segments.

Customer Segments

8

(as of 3Q 2020)

Niches

40+

(as of 3Q 2020)

Rating

A- (Excellent)

by A.M.Best

3

The ProSight Story

Who we are, where we've been, and how we make a difference