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Ridgeline — Unlimited PTO Jobs

Dave Duffield's investment-management cloud platform — "Unlimited Vacation (Yes, really)", $0-premium insurance and stock options for 100% of employees.

5 day weekUnlimited PTOIncline Village, United StatesLarge (201-1000)Hybrid Remote

About Ridgeline

What is Ridgeline?

Ridgeline is the first front-to-back, AI-native system of record for investment managers — portfolio management, trading, accounting and client ops in one cloud platform. It was founded in 2018 by Dave Duffield, the co-founder of both PeopleSoft and Workday, and runs from the Lake Tahoe area (Incline Village, NV) with offices in Reno, the Bay Area, New York and Dublin. By March 2026 it had surpassed $650 billion in committed assets under management on the platform, with around 550 employees building it.

Where will I work?

Ridgeline is office-anchored with genuine flexibility: hubs in Incline Village (Lake Tahoe!), Reno, San Ramon, New York and Dublin, plus "select remote opportunities". If working a ski season's distance from a world-class lake appeals, this is the rare enterprise-software company where that's the default.

What is the Ridgeline team like?

Around 550 people applying the Duffield playbook — patient capital, enterprise-grade engineering, customer-obsessed culture — to a market still dominated by decades-old systems. Forbes has named it a Best Startup Employer.

Work-Life Balance

The careers page says it with a wink that survived legal review: "Unlimited Vacation (Yes, really)". Job listings repeat the trio: "unlimited vacation, educational and wellness reimbursements, and $0 cost employee insurance plans". Twelve weeks of paid parental leave apply to primary AND secondary caregivers — and dogs get "Paw-ternity leave".

Perks and Benefits

  • "Unlimited Vacation (Yes, really)"
  • $0 premiums for employee-only medical, dental and vision plans
  • 12-week paid parental leave for both primary and secondary caregivers
  • 100% of employees receive stock option grants; 401(k)
  • $1,500/year education + $800/year wellness reimbursements
  • Progyny fertility coverage; dog-friendly offices with Paw-ternity leave

Open Positions

43 jobs