Principal Technical Program Manager, Gusto
Data
$170-247k
Salary may differ for Canadian candidates
More information about location
Automated payroll, benefits & HR platform
Open for applications
Automated payroll, benefits & HR platform
1001+ employees
Open for applications
$170-247k
Salary may differ for Canadian candidates
More information about location
1001+ employees
Company mission
To create a world where work empowers a better life.
Role
Who you are
- 8+ years of experience in technical program management at software companies with demonstrated success leading large-scale, cross-functional programs
- Deep experience with data engineering processes, architecture, and workflows, including a strong understanding of data platforms, cloud infrastructures, and ETL pipelines
- Expertise in Agile methodologies, with a solid background in managing scrum teams, product backlogs, and roadmaps using JIRA or similar tools
- Proven ability to communicate effectively across both technical and non-technical audiences, including executive leadership
- Strong analytical, problem-solving, and systems-thinking skills with the ability to evaluate complex issues and propose data-driven solutions
- Proficiency in SQL, with hands-on experience in querying databases like Redshift, Snowflake, or similar platforms
- This role is ideal for a highly strategic, technically adept leader who can navigate the intersection of data, product, and business needs to drive organizational success
Desirable
- Extensive experience implementing tracking solutions for web and mobile apps, as well as familiarity with customer data platforms (e.g., Tealium, Amplitude)
- 3-5 years of experience managing and mentoring teams, with a proven ability to lead and develop individual contributors
What the job involves
- This Technical Program Manager role would add a critical skill set in data product development, enabling our team to build more proactive data solutions to drive our business and create great customer experiences
- As a Principal Technical Program Manager in the Data organization, you will lead high-impact, cross-functional programs that drive the strategic vision of Gusto’s Data initiatives
- In this role, you will collaborate with key business and technical stakeholders to plan, execute, and deliver programs that optimize data systems and governance, advance Gusto analytics maturation and data product capabilities, and expedite the ability for Gusto leadership to make data-informed decisions
- You will not only lead programs but also help shape data strategy, ready the organization for technical change, and ensure alignment across multiple cross-functional teams
- As a critical partner to senior leadership, you will leverage both your technical expertise and program management acumen to influence decisions that support the data needs of the entire organization
- You will work cross-functionally with data practitioners, product managers, and business leaders across the organization to ensure data programs are executed with precision and clarity
- Your ability to manage complexity, balance technical depth with business outcomes, and foster cross-team collaboration will set you apart as a leader in this role
- By joining the Data Leadership team, you will play a key role in the overall data strategy at Gusto, leading efforts that impact data architecture, engineering efficiency, and product delivery
- You will focus on bringing organizational rigor to large-scale data initiatives, while supporting teams in solving complex challenges with clear roadmaps, priorities, and strategic guidance
- Lead and drive complex, cross-functional data programs by developing and managing detailed program roadmaps, project plans, and timelines, ensuring alignment between data teams, product and engineering partners, and business stakeholders
- Partner with the Head of Data and senior leadership to define the data strategy, align on priorities, and report on progress across the organization
- Oversee the implementation of critical data initiatives such as Amplitude re-implementation, optimizing CDP platforms like Tealium, and improving tracking across web and mobile applications
- Collaborate with product managers, data engineers, and analysts to deliver high-quality, scalable data assets that meet organizational and customer needs
- Establish and continuously improve operational procedures to enhance team productivity, streamline communication, and drive program success
- Serve as a thought partner for executives, providing strategic insights and recommendations for data programs, including resource allocation, risk management, and technical considerations
- Design and implement frameworks that ensure readiness for data-driven changes across the business, building scalable solutions to prepare teams for regular data updates and launches
- Build strong relationships with engineering, product, and business stakeholders to ensure seamless delivery of data programs that have wide-reaching impacts
- Help build Data’s brand within Gusto by creating company-wide communication mechanisms around the work we do
- Potential opportunity to lead a small team of TPMs in the future
Our take
For many small businesses, vital administrative tasks such as payroll, taxes, and benefits are manual tasks that take time and energy which many SMB owners don’t have. The three co-founders of Gusto – all coming from small business backgrounds – collaborated on a Fintech company that would handle employee payments, benefits administration, and compliance support specifically for small businesses.
The company may have started slowly, as the founders focused on nailing each individual aspect of Gusto’s operations, but has now skyrocketed to unicorn status with more than 200,000 customers and a multi-billion dollar valuation. In 2021, Gusto began acquiring other companies to strengthen its offering and its position in a competitive market, including two other fintech startups, Ardius and Symmetry.
Through its continued acquisitions and fundraising efforts, the company has carved out a strong position for itself in the space. Although Gusto has found itself impacted by the macroeconomic situation, through the significant effect it has had on its clientele, the company still appears positive for the future after raising funds in 2023 that will see it reach key profitability benchmarks. It continues to consolidate its platform, for example by integrating with OpenComp to grant its users access to the company's Compensation Intelligence Platform.
Steph
Company Specialist at Welcome to the Jungle
Insights
Company
Funding (last 2 of 8 rounds)
May 2022
$55m
SERIES E
Aug 2021
$175m
SERIES E
Total funding: $706.1m
Company benefits
- Comprehensive medical, dental, and vision benefits, plus a variety of mental health resources
- Flexible vacation - Gusties are encouraged to take the time off they need to continue doing great work
- Fertility treatments, parental leave, pregnancy termination, caregiving, gender-affirming surgery, hormone treatments, transgender-inclusive services, and more
- If you work at one of our homebases, enjoy food, drinks, and good conversation — on us
- Celebrate 5 or 10 years at Gusto and take a month off to recharge
- Take advantage of internet, phone, commuter, and wellness stipends each month, along with a WFH stipend and cash for anniversaries
Company values
- Embody a service mindset - Never stop advocating for the needs of others
- Dream big, then make it real - Be ambitious. Show and do, rather than tell and talk
- Be proud of the how - Ensure deep integrity in everything you do
- Embrace an ownership mentality - Take initiative to leave things better than you found them
- Debate then commit - Share openly, question respectfully, and once a decision is made, commit fully
Company HQ
Central Waterfront, San Francisco, CA
Articles
Leadership
Joshua Reeves
(CEO)Studied Electrical Engineering at Stanford and went onto co-found Gusto in 2011.
Tomer London
(CPO)Has a PhD in Electrical Engineering from Stanford. Was a Researcher at Intel, and then interned at Bump Technologies. Co-founded Vizmo, a mobile self-service technologies company, in 2008. Co-founded Gusto in 2011.
Edward Kim
(Head of Engineering)Studied Electrical Engineering at Stanford. Was Senior Project Engineer at Volkswagen of America Electronics Research Lab and then co-founded Picwing, a printed photos company, in 2008. Co-founded Gusto in 2011.
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