HR Generalist, Thoughtful AI
$100-140k
+ Equity
AI operating system for healthcare RCM teams
Job no longer available
AI operating system for healthcare RCM teams
21-100 employees
Job no longer available
$100-140k
+ Equity
21-100 employees
Company mission
Tto fix the U.S. healthcare system.
Role
Who you are
- Bachelor’s degree in Human Resources, Business Administration, or related field
- ~5 years of HR generalist experience, ideally in a fast-paced, remote-first, tech-forward organization
- Working knowledge of employment laws, benefits administration, payroll processes, and employee relations
- Proficiency with HRIS platforms (e.g., Gusto, Workday, ADP), payroll/benefits systems, and tools like Slack, Zoom, and Notion
- Excellent interpersonal and communication skills, with a high level of discretion and empathy
- Strong project management, documentation, and organizational skills
- HR certification (PHR, SHRM-CP) is a plus
What the job involves
- The HR Generalist will be responsible for executing and enhancing day-to-day HR functions, ensuring smooth operational delivery across benefits, payroll, employee experience, compliance, and more
- You’ll act as a trusted advisor for our employees and partner cross-functionally to bring clarity, consistency, and care to every people touchpoint
- Oversee onboarding and offboarding processes, ensuring a smooth transition for all employees
- Conduct exit interviews, analyze trends, and share insights for retention strategies
- Organize and manage company swag logistics for new hires and special events
- Administer and maintain benefits programs including health, dental, vision, and wellness offerings
- Manage payroll operations in collaboration with Finance and external vendors, ensuring accuracy and compliance
- Process employee expenses and partner with Finance for reimbursement workflows
- Track and administer time off, leaves of absence, and accommodations (FMLA, parental leave, ADA, etc.)
- Maintain and update employee records in HRIS (Gusto), ensuring data accuracy
- Ensure compliance with applicable federal, state, and local employment laws and regulations
- Own documentation of HR policies and ensure consistent application across the organization
- Manage internal audits and support HR reporting and metrics
- Support performance review cycles, feedback tools, and goal-setting frameworks
- Administer promotion processes, maintaining clarity and fairness across levels
- Partner with managers to support employee development initiatives and career pathing
- Lead or support cross-functional people-focused projects such as DEI initiatives, policy development, engagement surveys, and more
- Partner with stakeholders on organizational changes, internal communications, or rollout of new HR technologies and tools
- Contribute to continuous improvement of People Ops systems and processes
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.
Salary benchmarks
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