We are seeking a highly skilled and strategic Chief of Staff, Technical Engineer to join our team. Working directly with the CEO as an individual contributor, you will drive key projects related to engineering productivity, on-track delivery, and risk mitigation.
What You Will Work On
- Support engineering and executive leadership in strategic decision-making, resource allocation, and performance management.
- As an individual contributor, lead and execute special projects for the CEO.
- Test and experiment with solutions to long existing problems in our offering.
- Take products from 0 to 1 quickly as proof of concepts.
- Act as a thought partner on business growth and experimentation mindset.
What We're Looking For
- 8+ years of experience in engineering leadership or operations, with at least 3+ years in a Chief of Staff, Operations Lead, or similar strategic role.
- Proven track record of leading complex engineering initiatives in high-growth, fast-paced environments.
- Experience with cross-functional project management, with the ability to prioritize tasks and manage multiple initiatives simultaneously.
- Deep understanding of engineering workflows, development methodologies (Agile, Scrum, etc.), and best practices for scaling engineering teams.
More about Guideline
Everyone should have a simple, affordable way to save for retirement. At Guideline, our plans are low cost and highly automated. This makes it easy for companies to offer a valuable benefit—and easy for people to invest in their financial future with confidence.
Compensation
At Guideline, we believe compensation should be fair and equitable. We take a data-driven approach to set our compensation bands; the successful candidate’s starting pay will be determined based on job-related skills, experience, qualifications, and work location. These pay zones may be modified in the future.
Please speak with a recruiter for additional information regarding our tier locations.
- Metro+:
The base salary range for this position is $244,500 - $298,500 annually. - Metro:
The base salary range for this position is $229,500 - $283,500 annually. - National:
The base salary range for this position is $215,000 - $269,000 annually.
In addition to base salary, this position is eligible to receive equity in the form of Incentive Stock Options (ISOs).
At Guideline, base salary is just one component of the overall Total Rewards package offered to employees. All employees are offered comprehensive benefits and perks to help support you and your family.
- Health
- Opt-out credit for waiving coverage
- Medical, dental, and vision insurance — We offer multiple plan options with varying company premium contributions
- Health Savings Account and Flexible Spending Account
- Company paid disability and life insurance
- Optional Voluntary life insurance
- Mental health benefit navigation with Rula for employees and dependents
- Parental Leave
- Paid parental leave for birthing and non-birthing parents
- Generous Time Off
- Flexible time off in addition to company holidays — We observe the NYSE Holiday Calendar
- 401(k) Plan
- We use our own platform and contribute 100% of employee contributions up to 5%
- Other Benefits
- 1-month paid Sabbatical after 5 years of employment
- Annual learning and development stipend — We reimburse approved professional development expenses, up to $750 per employee per year
Guideline provides equal employment opportunities to all employees and applicants for employment without regard to race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, or disability status. Pursuant to the San Francisco Fair Chance Ordinance, we will consider for employment qualified applicants with arrest and conviction records. Additionally, Guideline participates in the E-Verify program in certain locations, as required by law.
If you have a disability or special need that requires accommodation, please don’t be shy and contact us at [email protected].
Guideline is committed to protecting the privacy and security of the personal information of our applicants. Please refer to Guideline's Privacy Policy for information about our privacy and security practices.
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Expected Salary Range
$215,000—$298,500 USD
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What We Do
Guideline. Helping people save for a better future.
Guideline is the only 401(k) provider that doesn’t charge participants any fees on investments, regardless of the value of their assets or retirement account balance. And for employers, Guideline charges a low, flat rate fee per participant, in contrast to the asset-based fee model predominant in the industry.
By offering a full-stack solution that automates plan administration and compliance, the Guideline team is combatting what’s unfortunately become the retirement industry status quo -- legacy providers have put profit over the interests of employees, abandoning the goal of the program in the first place: to give employees the opportunity to save as much as possible for retirement.
