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Cascade AI

Enterprise HR AI assistant and automation

Implementation Engineer

Full-Time
$90k - $125k/yr
Mid
San Francisco, CA, USA
Hybrid
Solution EngineeringImplementation & Technical Account Management

About the job

Requirements
  • Strong engineering fundamentals, including the ability to build and ship production integrations independently rather than only configuring a user interface.
  • Direct customer-facing experience, including comfort running technical conversations on working calls and sales calls.
  • Comfort with ambiguity and ownership, including the ability to enter an unstructured customer environment and drive a working outcome without a fully specified plan.
  • Ability to explain technical work to non-technical stakeholders and describe implementation work clearly.
Responsibilities
  • Own customer implementations end to end, including scoping, integration, configuration, data setup, testing, and launch, and remain accountable for them in production.
  • Work directly with each customer's team to understand their systems, constraints, and goals, and translate those into a working Cascade deployment.
  • Write and ship the code, integrations, and custom configuration needed to make each implementation succeed.
  • Debug and resolve issues in customer environments, and feed recurring problems back to product and engineering.
  • Join late-stage sales calls to present real customer implementations to prospects, explaining what was built, the outcomes, and how the implementation maps to their situation.
  • Build reusable tooling, templates, and playbooks to make each new implementation faster.
Desired Qualifications
  • Prior experience as a Forward Deployed Engineer, implementation engineer, founding or solutions engineer, or early implementation hire at a startup.
  • Experience integrating with HR, benefits, payroll, or HRIS systems.
  • Comfort working closely with sales and being measured partly on customer outcomes and deal support.

About the company

Cascade AI is an enterprise AI platform for HR and Benefits that acts as a 24/7 assistant to employees. It provides personalized support and automates responses to common questions, reducing HR workload. The system integrates with a company’s existing knowledge base, including PDF documents, to deliver accurate information. It operates on a B2B SaaS model, selling to HR teams in large organizations. Unlike generic chatbots, Cascade AI targets HR automation and benefits administration with an enterprise-ready integration layer. Its goal is to improve employee experience while freeing HR teams to focus on higher-value work.

Company Size

11-50

Company Stage

Seed

Total Funding

$5.5M

Headquarters

Bellevue, Washington

Founded

2022

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Simplify's Take

What believers are saying

  • Cascade joined Microsoft for Startups Pegasus on September 15, 2026.
  • Its June 17, 2026 ITSM preview expands the product beyond HR.
  • The company says new customers go live in two to four weeks.

What critics are saying

  • ServiceNow, Moveworks, and Rippling already attack employee support with deeper distribution.
  • HR and IT workflow accuracy failures trigger bad answers, escalations, and churn.
  • If Microsoft or Workday bundle similar agents, Cascade becomes a feature.

What makes Cascade AI unique

  • Cascade routes HR and IT requests through one identity-first workflow layer.
  • It integrates with 200-plus systems and resolves cases in Teams, Slack, email, and intranets.
  • OneOncology reports 99.3% case deflection and Kastle is live.

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Benefits

  • Unlimited Paid Time Off
  • Company Equity

Growth & Insights and Company News

Headcount

6 month growth

4%

1 year growth

9%

2 year growth

9%
The Business Journals
Oct 24th, 2024
Cascade AI raises $3.75M seed round

Seattle-based HR tech startup Cascade AI raised a $3.75M seed round led by Gradient, Google's venture fund, with participation from Myriad Venture Partners and Success Venture Partners. Co-founder and CEO Ana-Maria Constantin stated the company is hiring but did not disclose employee numbers. Cascade, founded in 2022, automates HR support for companies with over 1,000 employees across various industries. The startup is currently remote but may seek office space in Seattle as it grows.

GeekWire
May 2nd, 2024
Meet The Startups That Just Graduated From Creative Destruction Lab’S Accelerator In Seattle

Members of the Creative Destruction Lab team in Seattle. Back row, from left: Macey McGovern (Seattle), Dhwani Patel (Seattle), Emer Dooley (Seattle), Ramzy Huneidi (Seattle), Carter McDonald (Vancouver). Front row: Lauren Cheung (Seattle), Amy Lippman (Seattle), Jon Haun (Vancouver), Jimmy Ye (Seattle). (CDL Photo)Creative Destruction Lab (CDL), a nonprofit that runs 13 startup accelerators across the world, just graduated another swath of early stage companies from its Seattle program. CDL launched its Seattle hub in 2021. The 9-month accelerator, based at the University of Washington, is unique because it does not take equity from companies and relies on funding from founding members such as the UW and Microsoft

GeekWire
May 19th, 2023
Geekwire Awards 2023 Revealed: Community Honors Top Innovation In Pacific Northwest Tech

Jake Stallman, VP of build quality and design at Carbon Robotics, snags a selfie with R2-D2 while accepting the Hardware/Gadget/Robotics of the Year Award at the 2023 GeekWire Awards. (GeekWire Photo / Kevin Lisota)A Star Wars theme complemented the rising stars on hand as light sabers glowed and a galaxy of lights twinkled overhead during the GeekWire Awards on Thursday in Seattle. We celebrated the top innovators, entrepreneurs, scientists and educators in the Pacific Northwest, across 15 categories. The 60 finalists attracted more than 10,000 votes. The force of the community was indeed strong at the Showbox SoDo. There were surprises and guest appearances, including our resident geek entertainer Robert “The Drunken Tenor” McPherson; newly returned Seattle Seahawks legend Bobby Wagner; Netflix’s “Love is Blind” star Kwame Appiah; and NASA Astronaut Kayla Barron

LinkedIn
May 16th, 2023
Ana-Maria Constantin on LinkedIn: Cascade Health Announces Venture Funding Round to Build Intelligent… | 15 comments

I couldn't be more excited to announce our recent venture funding round led by AlleyCorp! Cost and complexity of care are two harsh realities of our… | 15 comments on LinkedIn

HealthTechReport
May 16th, 2023
Cascade Health Announces Venture Funding Round to Build Intelligent Platform for Healthcare Transparency

Cascade Health, an intelligent platform for healthcare transparency, announced it has raised $1.7 million in venture funding led by AlleyCorp with participation from other strategic angel investors.