The position

At point.me, we’re on a mission to increase the spending power for millions of people by turning loyalty points into powerful currency. With our recent Series B funding closed, we’re building a high-performing team and we’re looking for a strategic Chief of Staff to partner with our executive team to drive focus, alignment, and impact at the highest levels.

The Chief of Staff is a strategic, high-impact role, focusing on leading key operational and strategic initiatives, and ensuring our leaders can execute at their best while maintaining organizational cohesion. This role is uniquely positioned to be a trusted partner to the executive team, helping steer the company through growth and complexity.

Over time, this role offers a pathway to take ownership of a major function within point.me, making it an ideal experience for an executive-in-the-making. As such, we are seeking experienced and hungry operators who want to work at a start-up where they have significant equity and a chance to make an outsized impact on the company trajectory.

What You'll Do

Strategic Planning and OKR Ownership

• Lead the creation, alignment, and tracking of company strategic planning, working with finance and the executive team to ensure modeling is complete before democratizing OKRs and initiatives to teams.
• Lead the OKR setting and business review processes, ensuring cross-functional teams stay focused on priority outcomes.
• Monitor progress and drive accountability across the organization.

Executive Enablement

• Manage executive team agendas, action items, and follow-through to ensure high-value discussions and decisions.
• Act as a coach and advisor to the executive team, providing clear and direct feedback.
• Establish strong relationships with key company leaders, ensuring a strong communication cascade between the “front line” and the executive team to drive a positive, productive organizational culture.

Investor and Board Relations

• Develop an understanding of investors and their driving interests to be effective at tailoring and advising on communications at the firm and individual level.
• Prepare materials for board meetings, including investor updates, strategy presentations, and operational dashboards.
• Coordinate and triage investor communications to maintain transparency and alignment on strategic priorities while creating leverage for the CEO and President.

Internal Communications

• Own internal communications strategy, including planning and facilitating all-hands meetings that align the team with our mission, goals, and culture.
• Draft critical communications on behalf of the executive team to inspire and inform the broader organization.
• Maintain a centralized company operations hub that ensures transparency around goals, decisions made, and key updates to drive organizational alignment and a democratized decision-making culture.

Special Projects and Initiatives

• Lead high-priority strategic and operational initiatives as assigned by the executive team.
• Identify and drive programs that enhance company culture, promote organizational alignment, navigate growth-related change, and up-level the entire team.
• Act as a "culture carrier" who embodies and reinforces point.me’s values of transparency, kindness, and curiosity.

Who You Are

You are a proven operator with significant experience navigating the demands of high-growth companies. You bring deep strategic insight, operational rigor, and leadership presence to everything you do. You’re energized by ambiguity, relentless in pursuit of results, and skilled at building alignment across teams.

You bring extensive experience working in a fast-paced, high-stakes environment where your ability to prioritize, execute, and influence has driven measurable outcomes. With a passion for building, you’re excited to help shape a company’s culture, operations, and strategy during a pivotal stage of growth.

• Consultative Mindset: You pull experience from your MBA, management consulting, or business operations background, where you have delivered immense value to consumer B2C and B2B organizations. You have consulted on high-impact cross-functional projects, working directly with leadership in go-to-market strategy, or operational scaling.
• Strategic and Data-Driven Operator: You bring structure to ambiguity, always focused on priorities and outcomes. You’re not only comfortable, but confident, in your own process and the data analysis required for making recommendations about when to say “no” to enable focus, and when to say “yes” to experiment with big bets. You are highly analytical and a strong partner to financial and go-to-market teams when it comes to strategic decision making.
• Highly Organized & Nimble: You manage multiple priorities with ease, delivering results efficiently and effectively. You have exceptional time management and judgment, which enable you to focus most of your effort on high-leverage activities.
• Influential Leader: You’re a “connector” across teams, building consensus and fostering collaboration. As a “truth-teller” to the executive team, you know how to build relationships, establish trust within the broader organization, and cascade actionable feedback to drive organizational effectiveness. You know how to guide senior stakeholders while fostering trust and collaboration.
• Exceptional Communicator: Your verbal and written communication skills are unparalleled, ensuring clarity and alignment at all levels. You balance kindness and empathy with candor and a willingness to challenge the status quo within any level. You’re adept at understanding your intended audience and applying multiple mediums and repetition to ensure the narrative you need to move the company forward is internalized. Even in a startup where agility matters, whether to the board or the broader company, you’re an excellent needle threader that can show continuity through change through story-telling, data, and creating effective change ambassadors.
• Change Driver: Comfortable navigating and leading through cultural and organizational change. Your project management skills can single-handedly, if needed, push the business forward during critical times.
• Curious and Passionate about our Industry-specific Problems: You could probably work at any startup you choose, but you have a deep enthusiasm for our mission—increasing the spending power of millions by helping them realize the value of their points as currency. You are energized by the opportunity to dig into the complexities of our business from consumer, issuer, supplier, and investor angles alike.

About point.me

At point.me, we are committed to simplifying the loyalty points experience and increasing our customers' spending power by helping them see their points as currency. Join us and be part of a fast-growing company where your work will make a real impact. We offer competitive salaries, meaningful equity, comprehensive health coverage, and the opportunity to work fully remotely as part of a distributed team.

Benefits & perks

Join our growing team! Here at point.me we believe in taking care of our team, so that our team can take care of our customers. All employees are offered the following:

• Competitive salaries and meaningful equity
• Comprehensive health care coverage
• A 100% distributed workforce, so you can contribute from wherever you prefer
• An open vacation policy, with a minimum of 15 days off each year
• Team trips and outings

The anticipated salary range for this role is $145,000-$190,000. Specific compensation will be determined based on your level of experience.

Given the nature of our business, we anticipate that all team members will be traveling from time to time, including company trips and off-sites, or meeting with strategic partners. As such, being fully vaccinated against COVID-19 is a condition of employment at point.me. We’ll ask you to send us a copy of your vaccination card in advance of your first day.

While our team members can participate from anywhere, all applicants must be eligible to work in the United States.

We respect the individual needs of employees and are an equal opportunity employer.