Chief of Staff

Alpha Medical; Palo Alto (CA); Remote; USD 120,000 - 180,000; Full time

Benefits offered by this job

Remote work

Full-time position

Job summary

Hello Alpha is seeking a results-driven Chief of Staff to lead cross-functional operations including People Ops, Business Operations, and Business Development. You will work closely with executive leadership to build scalable processes, ensure legal and security compliance, and manage strategic partner relationships that drive growth.

The role emphasizes hands-on operational management, vendor coordination, and effective executive support, with a focus on payroll, benefits, risk management, and

Qualifications

• 4+ years of experience in business operations, chief of staff, or general management roles.
• Hands-on experience with payroll, 401k, onboarding, and leave policies.
• Experience coordinating with external vendors and legal counsel.
• Strong writing and analytical skills with RFIs and client reporting.

Responsibilities

• Oversee payroll processing and retirement plan administration.
• Manage the full employee lifecycle including onboarding, offboarding, and leave management.
• Coordinate employee benefits inquiries and HR operational inquiries.
• Drive SOC2 readiness and manage corporate insurance renewals.
• Manage multi-state compliance and liaise with outside legal counsel.
• Directly supervise the Executive Assistant and optimize administrative workflows.
• Drive end-to-end B2B partnership management and client reporting dashboards.
• Lead RFI/RFP processes and assemble materials for opportunities.

Skills

Business ops

Chief of staff

People Ops

Vendor management

RFIs & reporting

Job description

Chief of Staff

About Hello Alpha

At Hello Alpha, we are on a mission to revolutionize healthcare by providing accessible, equitable, and affordable virtual care for all. Joining our team means becoming part of a deeply mission-driven organization at a thrilling inflection point of growth. This is a rare opportunity to shape the operational foundation of a company that is directly impacting patient lives and redefining the telemedicine landscape. If you are a builder who thrives in dynamic environments and wants your work to have a meaningful, real-world impact, there has never been a more exciting time to join us.

Role Overview

The Chief of Staff serves as a key strategic and operational lead, driving execution across People Operations, Business Operations, and Business Development. Working directly with executive leadership, this role manages organizational infrastructure, legal and security compliance, employee administration, and strategic B2B partner relationships to support scalable growth.

Key Responsibilities

People Operations

• Oversee end-to-end payroll processing and retirement plan administration.
• Manage the full employee lifecycle, including onboarding, offboarding, and leave management policies.
• Serve as the internal point of contact for employee benefits and HR operational inquiries.

Business Operations, Audit & Compliance

• Own and manage organizational compliance initiatives, including driving SOC2 readiness, and lead annual corporate insurance renewals and ongoing risk management processes
• Manage 50-state operational compliance and entity state qualifications in partnership with external compliance vendors
• Serve as the primary operational liaison to outside legal counsel for corporate and contractual matters.
• Directly manage the Executive Assistant (EA) and establish delegation frameworks to optimize administrative and executive workflows.

Business Development & Strategic Growth

• Drive end-to-end B2B partnership management and lead initiatives focused on partner success and retention.
• Establish data-sharing protocols and maintain regular performance reporting and dashboarding for key clients and partners.
• Own and execute the Request for Information/Proposal (RFI/RFP) process, writing and assembling materials for business development opportunities.

Qualifications

• 4+ years of experience in business operations, chief of staff, or general management roles within a fast-paced environment.
• Demonstrated hands-on experience in basic People Ops workflows (payroll, 401k, leave, onboarding).
• Proven track record of managing external vendors, legal counsel, and complex multi-state operational requirements.
• Experience managing executive support personnel and delegating complex administrative workflows.
• Strong written communication and analytical skills, with specific experience executing RFIs and client reporting frameworks.

Position Details:

• Full time (1.0 FTE)
• Hiring range: $120K-$180K
• Remote