Summary
Overview
Work History
Education
Skills
Timeline
AWARDS
Generic
Sean O'Brien CPA (inactive)

Sean O'Brien CPA (inactive)

New York,NY

Summary

Seasoned sales professional with a consistent track record of exceeding goals and a strong commitment to continuous self-improvement. Outside of work, I stay active and curious—whether on the basketball court, skiing, exploring new real estate opportunities, or diving into a good book (currently enjoying the Red Rising series).


30 Minutes to Presidents Club Podcast Appearance - > How to use Perplexity and Chat GPT to prospect

Overview

9
9
years of professional experience

Work History

Enterprise Account Executive

Harvey
12.2024 - 07.2025

Enterprise Account Executive | Harvey

  • Exceeded H1 ramp quota at 119% ($450K), closing 4 new logos and 1 upsell within first six months.
  • Ranked 10th of 40 in first full post-ramp quarter and 2nd of 18 within Q3/Q4 cohort.
  • Drove $185K in new ARR in July,
  • Prospected and opened opportunities in 28 of 50 named enterprise accounts, expanding Harvey’s footprint across key targets.
  • Collaborated with AmLaw 200, Fortune 500, and global law firms to introduce AI-driven solutions that improved operational efficiency and client service.

Regional Sales Director

Diligent
11.2023 - 12.2025
  • Responsible for a blended quarterly quota of $150K closed revenue + 1 strategic partnership signed. 83% Revenue Attainment 120% Logo Attainment
  • Opened opportunities in 30 of 70 named target accounts, driving pipeline development with top-tier private equity firms.
  • Closed Carlyle Group, now one of Diligent’s largest PE clients.
  • Worked with key industry leaders including Carlyle, TA Associates, Bain Capital Finance, and Hamilton Lane.

Sabbatical

Health/Travel Break
05.2023 - 10.2023

Sr. Account Executive - 35k ACV - 1 Mil Quota

Mosaic. Tech
01.2022 - 05.2023
  • Jan 2022 - May 2023 (1 year 5 months)
  • 2022 Attainment - 134% of Ramped Number + 255% of Q1 Ramp Quarter - Self sourced 43% of my opportunities
  • No 1 rep out of 7 in ARR (2nd inclusive of implementation)
  • 2023 - 81% attainment
  • Found and implemented Chris Orlob’s Discovery + Demo training within Mosaic.

SMB AE - MM AE - Enterprise AE

Carta
07.2018 - 11.2021
  • Jan 2021-Nov 2021 - Enterprise AE (Investor Services) - ACV 200k - 1.6 M Quota
  • 82% Q1 195% Q2 147% Q3
  • #2/8 reps in enterprise despite coming into the year with 0 pipeline
  • MM AE Apr 2019- December 2020- ACV 35k - 800k Quota
  • #1 rep in sales out of 50 Private markets reps from Jul 2018- Dec 2020
  • 143% average attainment in MM
  • ACV 35k, Company Size
  • SMB AE July 2018- Mar 2019 - ACV 10k - 400k Quota
  • Number one Rep out of 14 Reps, 156% average attainment.
  • Historically self-sourced ~40% of my CW revenue

Assurance and Advisory Associate

Frank, Rimerman + Co
10.2016 - 07.2018
  • Underwent a rotational program, doing Tax, Audit, Business Valuations and fund audit work - Passed CPA

Education

Double Major - Accounting and Finance

University of San Diego
San Diego, CA
01.2016

Skills

  • Prospecting
  • Negotiating
  • Multi threading
  • Forecasting
  • Strategic planning
  • Team Selling
  • Staff development

Timeline

Enterprise Account Executive

Harvey
12.2024 - 07.2025

Regional Sales Director

Diligent
11.2023 - 12.2025

Sabbatical

Health/Travel Break
05.2023 - 10.2023

Sr. Account Executive - 35k ACV - 1 Mil Quota

Mosaic. Tech
01.2022 - 05.2023

SMB AE - MM AE - Enterprise AE

Carta
07.2018 - 11.2021

Assurance and Advisory Associate

Frank, Rimerman + Co
10.2016 - 07.2018

Double Major - Accounting and Finance

University of San Diego

AWARDS

Play to Win Award 2022, Mosaic core value award for hustle, Presidents Club 2019 + 2020, Carta, MM Rep of the year 2019, Carta
Sean O'Brien CPA (inactive)