Clear Summit Hospitality LLC Executive Assistant Remote · Contractor Company website

Clear Summit Investments (CSI) is an outdoor hospitality and experiential real estate firm acquiring, developing, and operating hot springs resorts, glamping properties, and RV/outdoor hospitality assets across the country.

About Clear Summit Hospitality LLC

Clear Summit Investments (CSI) is an outdoor hospitality and experiential real estate firm acquiring, developing, and operating hot springs resorts, glamping properties, and RV/outdoor hospitality assets across the country. With 55+ investments, $25M+ AUM, and a portfolio spanning national park destinations, we are in an active growth phase — executing a multi-property development pipeline and expanding our footprint in the outdoor hospitality sector.

Description

About Us

Clear Summit Investments (CSI) is an outdoor hospitality and experiential real estate firm acquiring, developing, and operating hot springs resorts, glamping properties, and RV/outdoor hospitality assets across the country. With 55+ investments, $25M+ AUM, and a portfolio spanning national park destinations, we are in an active growth phase — executing a multi-property development pipeline and expanding our footprint in the outdoor hospitality sector.

The Role

High-trust EA supporting CEO Zander Kempf. You own his calendar, inbox, and a range of operational tasks that keep the business moving. This role requires urgency, ownership, and strong communication — every day.

Responsibilities

  • Manage CEO's inbox, calendar, and travel logistics
  • Draft and send correspondence on behalf of CEO — investor updates, broker emails, vendor follow-ups
  • Collect, organize, and track loan documents across active acquisitions; daily follow-up with lenders, title, and brokers required
  • Coordinate document signing via DocuSign and route executed versions to Google Drive
  • Support investor relations — track signed documents, manage onboarding paperwork, follow up on outstanding items
  • Manage recurring AP obligations: property tax payments, annual insurance renewals, and mortgage payments across the portfolio
  • Maintain a payment calendar and coordinate with CFO and AP team to ensure nothing is missed or late
  • Support personal property tasks — tenant communications, rent follow-up, maintenance coordination
  • Keep Asana task board current; update knowledge base in Notion and Google Drive


Requirements

  • 3+ years supporting a C-suite executive
  • Fluent in Google Workspace (Gmail, Drive, Docs, Sheets) and Slack
  • Experience managing document workflows, loan coordination, or deal tracking preferred
  • Familiarity with Asana, DocuSign, and cloud document management
  • Some AP or financial administration experience a plus
  • Available during core U.S. business hours; Pacific or Mountain time preferred
  • Comfortable with AI tools (Claude, Fireflies) to improve speed and output quality


What We're Looking For

  • Extreme ownership — you close the loop, you don't wait to be reminded
  • Same-day urgency on loan and lender tasks — delays cost real money
  • Clear, proactive communication — you update, escalate, and flag blockers fast
  • Discretion with sensitive financial, legal, and investor information



Salary

$60,000 - $80,000 per year