Operations · Executive Partnership · Events

Robb DeGarmo

I learned operations on a Las Vegas front desk with 7,500 rooms behind it. These days my guests are investors, CEOs and the occasional crowd of 5,000. The job is the same as it was: know what people need before they ask, and keep the hard parts out of sight.

Email Robb See the work
Portrait of Robb DeGarmo

Eleven years, to scale

Jul 2015 – today
Hospitality AI & events Venture capital
2015 – 2020Caesars

Skills

  • Team leadership
  • Union relations
  • Revenue strategy
  • Guest experience

Special projects

  • Self-service kiosk rollout, 8% to 32% use
  • Upsell program, $360K+ new revenue
  • Security briefings for senior leaders
2020 – 2022Marriott

Skills

  • Hotel operations
  • Hotel openings
  • Service recovery
  • Labor compliance
  • Cross-team coordination

Special projects

  • Complaint-resolution overhaul, 15% fewer complaints
  • Opened a Palo Alto boutique hotel and hired its 15-person front office team
2022 – 2024SandboxAQ

Skills

  • Workplace ops
  • Budgets & real estate
  • Executive support
  • Event production

Special projects

  • Interim partner to the CEO during a 5-month leave
  • Onboarded 90+ hires in a year, plus two acquired teams
  • Offsites and investor events for 250+
2024Aspire Tour

Skills

  • Fundraising events
  • Sponsorships
  • Vendor negotiation
  • Executive travel

Special projects

  • Fundraising grown from $111K to $304K
  • Production costs cut 25%
  • Direct-to-CEO sponsor pitch
2025 – nowGreenoaks

Skills

  • Executive partnership
  • Recruiting
  • Multi-office ops
  • People management

Special projects

  • New York and San Francisco office operations
  • Onboarded 25 people as headcount doubled
  • Admin playbooks and checklists

Where I've worked

5 roles · 3 industries
2× Headcount since I joined, with 25 people onboarded along the way
May 2025 – PresentSan Francisco & New York

Greenoaks Capital

Executive Assistant & Office Manager

  • Executive partner to the firm's Partner and General Counsel and the Legal & Compliance team, plus the Head of IT and the Head of AI Research: calendars, travel, priorities and follow-through.
  • Lead office operations across New York and San Francisco and manage one direct report in each office. Visitors, vendors, catering, facilities and supplies are handled before they reach leadership.
  • Onboarded 25 people as the firm doubled headcount, improving and updating the process along the way.
  • Own onboarding and offboarding end to end, plus recruiting coordination: candidate tracking, recruiter relationships, first interviews, onsites, team dinners, debriefs and case-study development.
  • Coordinate board, investor and executive gatherings from planning through execution.
  • Drive projects with property management, IT, security and vendors; surface risks and follow through on fixes.
  • Write onboarding resources, checklists and administrative playbooks that make handoffs consistent.
+173% Event fundraising, $111K to $304K in one year
Feb 2024 – Jan 2025Remote

Collective Influence Aspire Tour

Executive Operations & Events

  • Owned 5–6 events a month, from concept to execution, for audiences up to 5,000: conferences, fundraisers, executive offsites and community events.
  • Grew event fundraising revenue 173%, from $111K to $304K in 2024, by studying past events and matching staffing to leadership goals.
  • Cut production costs 25% while protecting the guest experience, through venue and vendor negotiation.
  • Raised sponsorship engagement 20%; reached a branding vendor's CEO directly and hosted them at an Aspire event to open a sponsorship.
250+ Guests per offsite, planned end to end from agenda to contracts
Nov 2022 – Feb 2024Palo Alto, CA

SandboxAQ

Global Workplace Operations Manager (Contract)

  • Ran workplace operations across Palo Alto, Washington, DC and Paris: budgets, real estate, vendors and facilities.
  • Served as interim executive partner to the CEO during a five-month parental leave, managing calendars, travel, briefings and meetings.
  • Onboarded 90+ new hires in 12 months, plus the teams from two acquisitions.
  • Owned end-to-end planning of company offsites and investor events for up to 250+ guests: content and agenda, venue sourcing, contract negotiation, travel for attendees from 7 countries, food and beverage, vendors and on-site execution.
−15% Guest complaints at a 235-room hotel
Nov 2020 – Nov 2022San Francisco, CA

Marriott Fisherman's Wharf

Operations Manager

  • Oversaw a 235-room hotel and its unionized front office, coordinating housekeeping, engineering, security and guest services.
  • Reduced guest complaints 15% by improving response and resolution practices.
  • Joined the opening team for a luxury boutique hotel in Palo Alto run by the same management group. Recruited, hired and onboarded its 15-person front office team, and promoted two of them into supervisor and manager roles.
$360K New revenue from an upsell program I launched
Jul 2015 – Nov 2020Las Vegas, NV

Caesars Entertainment

Operations Manager

  • Led and coached unionized front office teams of 45+ across three properties with 7,500+ rooms.
  • Raised self-service kiosk use from 8% to 32%, saving about 65 labor hours a week.
  • Launched an upsell program that brought in $360K+; prepared operational and security briefings for senior leaders.

My toolkit

20 platforms
  • Google Workspace
  • Notion
  • Microsoft 365
  • Slack
  • Superhuman
  • Navan
  • Brex
  • Ramp
  • Asana
  • ClickUp
  • Coda
  • DocuSign
  • Zoom
  • Greenhouse
  • Rippling
  • Salesforce
  • Cvent
  • Eventbrite
  • OpenAI
  • Anthropic