DianaHR (YC W24)
Client Success Manager, HR Services (Canada)
DianaHR (YC W24), San Francisco, California, United States, 94199
Client Success Manager, HR Services (Canada)
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DianaHR is reshaping how small and medium-sized businesses manage their HR and people operations. We provide AI‑enhanced support to help businesses set up payroll, stay compliant, manage onboarding, and handle employee documentation. Our team combines smart technology with human judgment to give business owners peace of mind.
We’re a small, early‑stage startup — which means the work is fast‑paced, dynamic, and constantly evolving. We work hard, move quickly, and value people who can
bring structure to ambiguity , stay steady under pressure, and
thrive in the unstructured opportunity
that comes with building something new.
We’re looking for a
Client Success Manager
to join our growing team. This is a high‑impact, client‑facing role focused on driving excellent service delivery, managing HR‑related workflows, and supporting operational excellence across multiple client accounts.
Note: this role is an hourly contract and we are only hiring remote candidates in Canada.
What You’ll Do
Own client relationships:
Act as the day‑to‑day point of contact for multiple client accounts.
Build trust through proactive communication, clear updates, and high‑quality delivery.
Anticipate client needs and provide confident, solution‑oriented support.
Drive HR‑related operations for your client portfolio:
Oversee and execute workflows for payroll registration and setup, offer letters, onboarding, employment documentation, basic benefits enrollment, and state and local compliance filings.
Coordinate with third‑party vendors (e.g., Gusto, ADP, brokers) to ensure timely and accurate completion of deliverables.
Support & adhere to DianaHR operations:
Track client deliverables, deadlines, and compliance requirements to keep all accounts running smoothly.
Identify potential risks or delays early and take ownership of driving solutions.
Partner with Product and Engineering teams to improve DianaHR’s tools and automation.
Mentor and lead within the team:
Serve as a pod leader, training and mentoring junior operators.
Contribute to process development and internal playbooks.
Help shape our operational strategy while staying hands‑on with client execution.
About You
2‑4 years of experience in client operations, customer success, strategy, or startup ops roles.
Proven ability to manage multiple workflows and ensure deadlines are met without sacrificing accuracy and attention to detail.
Communicates clearly, professionally, and proactively with external clients.
Learn quickly, especially when navigating new tools, regulations, or workflows.
Highly organized and detail‑oriented. Accuracy and follow‑through are your strengths.
Thrives in fast‑paced, evolving environments: adaptable, resourceful, and solution‑oriented.
Motivated individual contributor who brings structure to ambiguity and enjoys building systems from the ground up.
Comfortable working with tools like Google Workspace, Notion, Slack, Zendesk, or similar.
Bonus Points If You Have
Experience managing or mentoring others.
Familiarity with HR platforms such as Gusto, ADP, Rippling, or similar.
Experience working with or alongside HR, payroll, or legal teams.
Why Join DianaHR?
Meaningful work: we help small businesses thrive by taking complex HR work off their plates.
Growth opportunity: you’ll wear many hats and help build systems from the ground up.
Tight‑knit team: we’re collaborative, high‑performing, and focused on learning and impact.
Culture of ownership: we value initiative, detail‑orientation, and a willingness to roll up your sleeves.
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Get AI-powered advice on this job and more exclusive features.
DianaHR is reshaping how small and medium-sized businesses manage their HR and people operations. We provide AI‑enhanced support to help businesses set up payroll, stay compliant, manage onboarding, and handle employee documentation. Our team combines smart technology with human judgment to give business owners peace of mind.
We’re a small, early‑stage startup — which means the work is fast‑paced, dynamic, and constantly evolving. We work hard, move quickly, and value people who can
bring structure to ambiguity , stay steady under pressure, and
thrive in the unstructured opportunity
that comes with building something new.
We’re looking for a
Client Success Manager
to join our growing team. This is a high‑impact, client‑facing role focused on driving excellent service delivery, managing HR‑related workflows, and supporting operational excellence across multiple client accounts.
Note: this role is an hourly contract and we are only hiring remote candidates in Canada.
What You’ll Do
Own client relationships:
Act as the day‑to‑day point of contact for multiple client accounts.
Build trust through proactive communication, clear updates, and high‑quality delivery.
Anticipate client needs and provide confident, solution‑oriented support.
Drive HR‑related operations for your client portfolio:
Oversee and execute workflows for payroll registration and setup, offer letters, onboarding, employment documentation, basic benefits enrollment, and state and local compliance filings.
Coordinate with third‑party vendors (e.g., Gusto, ADP, brokers) to ensure timely and accurate completion of deliverables.
Support & adhere to DianaHR operations:
Track client deliverables, deadlines, and compliance requirements to keep all accounts running smoothly.
Identify potential risks or delays early and take ownership of driving solutions.
Partner with Product and Engineering teams to improve DianaHR’s tools and automation.
Mentor and lead within the team:
Serve as a pod leader, training and mentoring junior operators.
Contribute to process development and internal playbooks.
Help shape our operational strategy while staying hands‑on with client execution.
About You
2‑4 years of experience in client operations, customer success, strategy, or startup ops roles.
Proven ability to manage multiple workflows and ensure deadlines are met without sacrificing accuracy and attention to detail.
Communicates clearly, professionally, and proactively with external clients.
Learn quickly, especially when navigating new tools, regulations, or workflows.
Highly organized and detail‑oriented. Accuracy and follow‑through are your strengths.
Thrives in fast‑paced, evolving environments: adaptable, resourceful, and solution‑oriented.
Motivated individual contributor who brings structure to ambiguity and enjoys building systems from the ground up.
Comfortable working with tools like Google Workspace, Notion, Slack, Zendesk, or similar.
Bonus Points If You Have
Experience managing or mentoring others.
Familiarity with HR platforms such as Gusto, ADP, Rippling, or similar.
Experience working with or alongside HR, payroll, or legal teams.
Why Join DianaHR?
Meaningful work: we help small businesses thrive by taking complex HR work off their plates.
Growth opportunity: you’ll wear many hats and help build systems from the ground up.
Tight‑knit team: we’re collaborative, high‑performing, and focused on learning and impact.
Culture of ownership: we value initiative, detail‑orientation, and a willingness to roll up your sleeves.
#J-18808-Ljbffr