Chief of Staff

 (5+ years exp)
Published: 5 months ago
Avatar for Lolli


The Bitcoin Rewards Company
Company Size
Company Type
Loyalty Applications
Mobile App
E Commerce
Software Development
See all jobs at Lolli image

Job Location

Job Type

Full Time

Visa Sponsorship

Not Available

Remote Work Policy

Onsite or remote

Hires remotely





Highly Organized
Project Management
Staff Management

Hiring contact

Camillia Nwokedi

The Role

About Lolli:

Lolli is the leading bitcoin and cashback rewards app that gives 600,000+ shoppers bitcoin and cashback rewards when they shop in-store and online at 25,000+ stores. We partner with top merchants like Sephora, CVS, Nike, Best Buy, Expedia, Macy’s and more to reward shoppers on all their everyday purchases. Join our team and help revolutionize the way people get rewarded when they shop!

Job Description:

As a Chief of Staff at Lolli, you will play a key role in supporting and executing special projects and initiatives on behalf of the executive team in addition to administrative and cross-functional duties aimed at optimizing the time of the CEO and CTO, internal operations of the business and efficiency of its teams and systems. This role offers a unique opportunity to work directly with the executive team, gain hands-on experience in the fast-paced world of cryptocurrency and e-commerce and obtain deep experience in business operations and management.


  • Report directly to the executive team to support the overall business as needed, remaining agile to meet the needs of fast-evolving priorities, goals, and initiatives
  • Add structure, process, and communication to drive strategic prioritization, alignment and outcomes to executive meetings, OKR goals setting, company annual offsites, and more
  • Review and execute improvements to organizational structure; find knowledge, communication and skills gaps and help address them
  • Act as a bridge between the executive team and other team members, facilitating effective communication and alignment
  • Organize and attend key meetings with customers, investors, and internal teams, ensuring follow-ups and action items are addressed promptly
  • Support and lead special projects and initiatives on behalf of the CEO and CTO, working closely with cross-functional teams to establish timelines, monitor progress, and ensure successful completion
  • Prepare and frequently lead executive-level communications, presentations, and reports for internal and external stakeholders
  • Serve as key stakeholder in driving company culture forward in alignment with company values, employee needs, and company profitability goals
  • Identify and lead completion of administrative tasks, including critical company paperwork, applications, and renewals
  • Support payroll operations through JustWorks, facilitate communications for employee benefits and insurance renewals


  • 5 years of work experience, preferably 5 years of experience engaging actively with executive-level leadership
  • Very strong writing skills, especially in simplifying complex issues, and using data to support and explain key points, decisions, and assessing outcomes
  • Strong business acumen with an understanding of what drives value for a business
  • Demonstrated ability to write and speak with high standards of professionalism
  • Strong ability to develop materials for executive and board use
  • Ability to multitask and prioritize assignments daily
  • Strong analytical skills and attention to detail with proficiency in data analysis tools and platforms
  • Preferred: Experience in the startup space
  • Preferred: Experience with JustWorks
  • Preferred: Consulting experience with a focus on technical products
  • Preferred: Product and/or Program Management experience
  • Preferred: Experience working directly with a SaaS product
  • Interest in bitcoin and crypto is a plus, but not required!


  • 401(k) Benefits
  • Unlimited Paid PTO
  • Available medical, dental, and vision insurance for full-time employees
  • Gain hands-on experience in the fast-growing fields of ecommerce, rewards, and cryptocurrency
  • Work closely with a dynamic and passionate team, including hands-on experience working with members of Lolli’s leadership team
  • Ability to work remotely

More about Lolli


2 rounds
Seed May 2020


Alex Adelman
CEO • 3 years
New York City
Go to team image

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