HR Generalist / Workplace Operations, Thoughtful AI
$100-140k
Salary reflective of roles based in California
AI operating system for healthcare RCM teams
Posted today
AI operating system for healthcare RCM teams
21-100 employees
Posted today
$100-140k
Salary reflective of roles based in California
21-100 employees
Company mission
Tto fix the U.S. healthcare system.
Role
Who you are
- This hybrid role is ideal for someone who thrives at the intersection of people operations and workplace experience
- ~5 years of HR generalist and/or office management experience in a fast-paced, tech-forward environment
- Bachelor’s degree in HR, Business Admin, or a related field preferred
- Working knowledge of employment laws, payroll/benefits operations, and compliance best practices
- Hands-on experience with Gusto, Greenhouse, Notion, Slack, and Google Workspace
- Strong interpersonal, documentation, and organizational skills; high level of empathy and discretion
- Ability to prioritize and execute autonomously, with excellent judgment and attention to detail
- HR certification (PHR, SHRM-CP) a plus
What the job involves
- The HR Generalist / Office Manager will be responsible for executing and enhancing our day-to-day HR functions while maintaining a high-functioning, welcoming Austin office
- You’ll act as a trusted advisor for employees and ensure smooth delivery across onboarding, benefits, payroll, compliance, interview coordination, and employee experience
- You’ll also own local office operations, onsite logistics, and team events—creating an environment where people can do their best work
- Oversee onboarding and offboarding processes, including I-9 verification, equipment setup, and welcome kits
- Conduct exit interviews and provide insights for retention and employee satisfaction
- Organize company swag logistics for new hires, milestones, and events
- Coordinate candidate interview scheduling and communication in Greenhouse
- Administer benefits programs (health, dental, vision, wellness)
- Partner with Finance to ensure timely and accurate payroll processing via Gusto
- Manage employee reimbursements and expense tracking
- Track and administer time off, leave policies, and accommodations (e.g., parental leave, FMLA, ADA)
- Maintain employee data and documentation in HRIS (Gusto), ensuring accuracy and audit readiness
- Ensure compliance with federal, state, and local employment laws and company policies
- Create and maintain internal HR policies, partnering with stakeholders for consistency and clarity
- Support internal audits, HR reporting, and data-driven people insights
- Support performance review cycles, feedback tools, and goal-tracking systems
- Help administer promotion and leveling processes to ensure clarity and equity
- Partner with managers on development plans, learning initiatives, and career pathing
- Collaborate on internal comms, change management, and rollout of new HR tools or systems
- Continuously improve People Ops systems, templates, and workflows
- Manage daily office operations: supplies, snacks, vendor relationships, workspace organization, and general upkeep
- Coordinate logistics for onsite meetings, interviews, and events—room setup, A/V, catering, and travel
- Serve as the Austin point of contact for building access, safety, maintenance, and visitor coordination
- Welcome visiting team members, execs, and candidates to the space with thoughtful hospitality
- Experience or openness to supporting Thoughtful as we move to a new office location
Our take
Staffing is one of the most expensive contributors to business operation expenses, leading OpEx teams to minimize workforce sizes to cut costs. However, this often results in unfilled roles leading to larger workloads for employees, a sacrifice that can lead to lower-quality work and expensive errors.
Thoughtful develops bespoke back office automation bots, allowing businesses to hire bots that are specifically designed to automate their tasks and workflows. After onboarding, the company monitors and provides reports on the performance of each bot, allowing clients to see the value of each bot and whether adjustments are needed.
Whilst back office automation tools are nothing new, these generally work as integrations within other platforms, whereas Thoughtul’s bots are uniquely designed to emulate a position that would otherwise be staffed by a human. The company claims that its bots can help OpEx teams minimize staffing costs and optimize workflows whilst preventing any risk associated with cost cutting.
Freddie
Company Specialist at Welcome to the Jungle
Insights
12% employee growth in 12 months
Company
Funding (last 2 of 4 rounds)
Jul 2024
$20m
SERIES A
Mar 2022
$10m
SEED
Total funding: $35.9m
Company benefits
- Robust Medical/Dental/Vision plans with Employer supported premiums
- Quarterly Company get-togethers
- Gym/Health Perks
- Early employee equity
- Getting your hands dirty at the ground level
- PTO (Sabbatical after 4 years)
Company values
- Experiment always - Don’t let the fear of failure hold you back from doing incredible, original work. We don’t expect perfection on the first swing, just the willingness to keep going until we get it right. It takes grit, a lot of experimentation, and failing fast to optimize learnings
- Do less, deliver more - We focus on doing the right things, not all things. Focus on work that creates an outsized impact for our customers and team. We practice ruthless prioritization and intentionally make trade-offs that best serve our customers and mission
- We are givers - We put our customers and our team ahead of our personal ambitions. We intentionally give without condition in the spirit of advancing our mission. We won’t succeed with a “gimme” culture, but we will win as a team of endless baton-passers who support each other until the race is won
- Be ALL in - We make outsized bets to earn outsized returns for our customers, fellow colleagues, investors and stakeholders. If something critical is broken, we work relentlessly to not only fix it but solve the core issue using first-principles thinking. We obsess everyday to advance the mission and plan on building a durable, resilient 100+ year old company
- Expect to WIN - Winning is the outcome of compounding wins every moment, day, month and year. We are disciplined executors that strive to achieve mastery in everything we do. We win with grace and help elevate everyone around us. We are market makers and leaders
Company HQ
Congress Avenue Historic District, Austin, TX
Articles
Leadership
Alex Zekoff
(CEO)Co-founder and CEO of Like Wallet from 2017 to 2018. Experience as Lead Process Automation Engineer for Deloitte Consulting.
Dan Parsons
(CPO)Experience as CEO of ORA Interactive. Co-founder and CEO of DRYV from 2014 to 2018.
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