Kelly O'Halloran

A.I. | Health Tech |

New York2.2k followers
Amigoex-StayMarquisex-Grubhub

5X President's Club (Top 5 across National Team) 2020, 2021, 2022, 2024, 2025 #1 Nationally TVM (ARR) 2021,2022, & 2025

Career Timeline

JobSchool

GTM Index

  1. AMIGOJOB
    1. Partnerships Lead
      6M
  2. GRUBHUBJOB
    1. Senior Strategic Account E…
      1M
    2. Senior Enterprise Account…
      5M
    3. Enterprise Sales Executive
      5Y 1M
  3. THE REAL DEALJOB
    1. Account Executive
      2Y 11M
  4. UPTOPJOB
    1. Senior Account Executive
      11M
  5. STAYMARQUISJOB
    1. BD & Expansion
      1Y 11M
  6. DOUGLAS ELLIMAN REAL ESTATEJOB
    1. Licensed Sales Associate
      3Y 8M
    2. Assistant to Managing Brok…
      1Y 8M
  7. BISHOP MCGANN-MERCY DIOCESAN HIGH SCHOOLJOB
    1. Assistant Varsity Boys Bas…
      3M
  8. ROSS SCHOOLJOB
    1. Head Varsity/JV Boys Socce…
      2Y 6M

Time in market 15Y 7MOpen 3Closed 10Stints 13

gtmindex.io/p/kellyohalloran

  1. Job: StayMarquis — Business Development & Expansion · 2016 – 2017 — Recruited into the business by former clients as the first hire of their vacation rental management software startup. Today this role would be called "Founding AE". SaaS platform that empowers single-family homeowners to run their properties like luxury hotels resulting in happier tenants and more overall revenue for owners. I lead the growth of B2C & B2B clients from under 30 to over 200. The influx of revenue-generating vacation rental properties on the platform led to booking revenues increasing by +200% year over year the season, and +500% the second. I developed internal processes and sales process from scratch, authored sales scripts, & marketing email campaigns. I audited client and…
  2. Job: Grubhub — Senior Enterprise Account Executive · 2025-08 – 2026-01 — Carrying and Exceeding a $2,500,000 sales quota Grubhub Corporate is the B2B SaaS arm of Grubhub providing expense management and all-in-one office food programs for in-person, hybrid, and remote companies across every industry, but mainly Financial Services, Tech, Professional Services, Hospital Systems, & Colleges and Universities. 2025- #1 TMV (Sales) for the year across the national team. ~140% to goal. President's Club. Mentor/Train new hires while handling the highest quota on the team Run a bi-weekly Learning Lab for mock pitches, objection handling, prospecting idea share, with internal and external guest speakers . Member of Grubhub-wide Wellness Committee
  3. Job: Douglas Elliman Real Estate — Assistant to Managing Broker/Licensed Sales Associate · 2011-01 – 2012-09 — Recruited into the business where I shadowed and was trained and mentored by a multimillion-dollar veteran broker who also managed two offices of agents as the VP of The Hamptons & The North Fork. From there I was quickly managing the day-to-day business of showing, selling, negotiating, and guiding multi-million dollar deals. Learned how to build a brand from scratch by planning, executing, and tracking marketing campaigns. Wrote and revised legally binding contracts and listing agreements, achieved fluency in transaction law and zoning regulations.
  4. Job: Grubhub — Senior Strategic Account Executive · 2026-01 – 2026-02 — 2025- "Magnitude of Output" Award Winner, "Delivers Results" Award Winner #1 across National Team TMV (ARR) Acquired by Wonder
  5. Job: The Real Deal — Account Executive · 2017 – 2019 — Sold digital advertising, programmatic ads, and event sponsorships for the largest Real Estate media company in the US. In my first 12 months established the record for sales by closing 1.5X over quota. Built a book of Enterprise B2B business including Landlords, Brokerages, Lenders, Banks, Developers, as well as breaking into new non-endemic verticals. Attended and exhibited at trade shows and spoke in public on behalf of TRD. Spearheaded, planned, and produced the first-ever client co-sponsored event/networking series which continues quarterly. “The future of co-working” with Regus/SPACES at Hudson Yards, and “The 100” with Greystone-on-Hudson in Tarrytown.
  6. Job: Bishop McGann-Mercy Diocesan High School — Assistant Varsity Boys Basketball Coach · 2014-11 – 2015-02 — Assisted the head coach with practice plans, game prep, and led strength and conditioning program.
  7. Job: Grubhub — Enterprise Sales Executive · 2020-07 – 2025-08 — Over 50M in sales in the past 5 years 2024- President's Club (Top 5 Nationally, first 3x winner in company history) Golden Truffle Award Winner (Highest TMV) Joey Chestnut Award Winner 154% to Goal currently 2023 Joey Chestnut Award Winner 2022 President's Club (only repeat winner, 155% to goal, top 2 out of all reps Nationally) Golden Truffle Award Winner Q1, Q2, Q3, Q4 2021 President's Club 7M in sales, 302% to goal #1 in % to goal, #1 in TMV for the year out of all reps nationally Golden Truffle Award Winner Q1, Q2, Q3, Q4 Acquired by JET
  8. Job: Amigo — Partnerships Lead / Founding GTM · 2026-02 – present — Amigo is the platform that enables healthcare organizations to build, test, and deploy trusted clinical AI agents at scale, so care teams can multiply their capacity without compromising safety or quality. The result: better patient outcomes, faster access to care, zero wait-times, and improved experiences. https://www.linkedin.com/redir/suspicious-page?url=amigo%2eai
  9. Job: UpTop — Senior Account Executive · 2019 – 2019 — UpTop is property management software as a service that makes renting easier for landlords, property managers, and their tenants with a simple and clean UX, listings portal, full-featured accounting, payment processing, management software, and tenant engagement app. I was recruited directly by the founder to be player-coach of the sales team, and individually focus on Enterprise B2B accounts and expansion into new cities.
  10. Job: Ross School — Head Varsity/JV Boys Soccer & Head JV/Middle School Boys Basketball Coach · 2011-08 – 2014-02 — Boys Soccer- Undefeated League VIII Champs 2013 http://blogs.ross.org/news/2013/11/20/jv-boys-soccer-completes-historic-season/ Boys Basketball- Suffolk County Playoffs 2014 https://www.ross.org
  11. Job: Douglas Elliman Real Estate — Licensed Sales Associate · 2012-09 – 2016-05 — Put up my own shingle and to become CEO/CMO/CFO of my own business and brand. I used the marketing techniques I'd learned along with a heavy dose of cold-calling to quickly build a book of my own business. I advised my clients in the purchase, rental, and resale of luxury residential real estate. Exposed to commercial real estate transactions, mainly leasing pop-up retail or restaurant space for F500 companies and local businesses. "Leading Edge" and “President’s Circle” award winner for 2013, 2014, & 2015 fiscal years. Founded a referral network of brokers under age 30 working in other luxury markets. https://www.danspapers.com/2013/12/director-brian-de-palma-buys-in-east-hampton/
  12. School: Hobart and William Smith Colleges
  13. School: University of Mary Washington

Skills

Go-to-Market StrategyOutbound SalesReal EstateTrade ShowsVenture CapitalCommercial Real EstateCommercial LendingConsultative SellingAnalytical SkillsSales & MarketingArtificial Intelligence (AI)SalesB2BBusiness DevelopmentMarketingAccount ManagementCustomer Relationship Management (CRM)SaaSMicrosoft ExcelMicrosoft PowerPoint

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