Insurance Expert, Entrepreneur, Husband, Father, Wannabe Scratch Golfer. Surround Insurance Co-Founder. Thoughts are my own.

Boston, MA
Joined March 2009
My appearance on @theallinpod. We talked TED, color-blindness, institutional capture, and more. Enjoy! youtu.be/4spNsmlxWVQ?si=j6a5…
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I predict Jrue Holiday for Pritchard, Brogdan, and Williams. @wojespn Trade works on many levels.
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This may seem obvious to insurance nerds, but there are only three financial levers that you can pull to grow a carrier in the insurance industry: 1) Operating Leverage, 2) Underwriting Leverage, and 3) Financial Leverage.
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You'll have to eventually take the pain to raise capital by selling assets, cut costs to improve profitability, or shrink your customer base to reduce underwriting leverage.
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It's painful, but that's the cost of unhealthy growth. You're better off being a disciplined company from the start and growing at the pace that your company can *healthily* support.
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I made a visualization of the Top 10 Property and Casualty Insurance Carrier Rankings over the past 25 years public.flourish.studio/visua…
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See the rise and fall of AIG.
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Who says the insurance industry is boring?!?
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Wouldn’t it be great if your AirPods could cache a minute or two of music in case you temporarily went out of range of Bluetooth?
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If I could, I would spend my entire day reading the 20 daily newsletters from @tldrnewsletter I swear @tldrdan and @SteveFlanders22 know exactly what I want to read before I want to read it. Replace "Prime" with "TLDR" youtube.com/watch?v=BGEAiUei…
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This is my 11-year old’s workspace. He gets old hardware from freecycle and tinkers with different configurations. At times the mess drives me crazy, and I don’t understand half of what he describes but I do envy his passion.
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Jay Grayson retweeted
Remember where you were when #AaronJudge made history. 6️⃣2️⃣ #AllRise
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Jay Grayson retweeted
I'm moderating a panel for Boston Fintech Week! Come hear @JakeTamarkin , Randel Bennett, and Meghan Titzer talk about "Insurance for Everyone: Rethinking Insurance for a More Inclusive Future." Tuesday, 9/27 at 2:30pm at MassMutual Fan Pier. bostonfintechweek.org