Chief Of Staff

Smartness; Town of Italy (NY); Hybrid; USD 90,000 - 130,000; Full time

Benefits offered by this job

Competitive salary

Remote working options

Team-building events

Growth opportunities

Job summary

A leading hospitality tech firm based in New York is seeking a Strategy Performance Manager to enhance performance and drive strategic initiatives. Candidates should possess strong analytical skills, 2+ years in strategy consulting, and fluency in Italian and English. The role supports executive decision-making and strategic accountability within a fast-growing environment. Join a collaborative team where innovation and learning are integral to the company culture, along with competitive salaries and remote work options.

Qualifications

• Strong analytical skills with data-driven decision making.
• Experience in hypergrowth environments is required.
• Fluency in both Italian and English.

Responsibilities

• Lead performance review processes and ensure alignment with strategic objectives.
• Translate strategic objectives into actionable projects.
• Prepare executive meetings, board decks, and reviews.
• Translate strategy into initiatives with owners and timelines.
• Track cross-functional execution and ensure timely follow-through.
• Prepare executive meetings and board decks.

Skills

Analytical skills

Business acumen

Ability to break down ambiguous goals

Excellent communication

High judgment under pressure

Education

2+ years in strategy consulting or business analysis

Job description

At Smartness, we are building the future of hospitality tech. Our SaaS helps lodging providers boost revenues by 30%+ and get more direct bookings.

We are the fastest‑growing B2B SaaS in the industry, trusted by 4,000+ clients across 40+ countries, with billions of euros in bookings processed. Backed by top international investors and named one of Italy’s Top 10 LinkedIn Startups, we are on a mission to scale globally.

What Will You Do?

You will report directly to the CEO and play a key role in turning strategy, performance, and execution into tangible results.

Performance & Talent Management

• Lead and continuously improve the company’s performance review processes
• Align individual and team goals with Smartness’ strategic objectives
• Measure performance and outcomes consistently using a data‑driven approach
• Provide strategic insights on performance, talent development, and capability gaps
• Ensure performance reviews are fair, consistent, and analytically rigorous
• Act decisively on underperformance

Strategy Execution & Accountability

• Translate strategic objectives into clear initiatives with defined owners and timelines
• Track cross‑functional execution (Product, Ops, Risk, Growth, etc.)
• Push teams to make decisions quickly and close every open loop
• Ensure clear ownership, deadlines, and real follow‑through

Executive Enablement

• Prepare executive meetings, board decks, and weekly business reviews
• Cut through the noise and focus attention on what truly matters
• Challenge assumptions and narratives with data and critical thinking
• Represent the CEO in selected meetings when required

Strategic & Special Projects

• Lead or support organizational design initiatives
• Manage major operational changes and new strategic initiatives

What Are We Looking For?

• Strong analytical skills: ability to turn data and KPIs into concrete decisions
• Strong business acumen (SaaS economics, growth levers, organizational dynamics)
• Ability to break down ambiguous goals into executable plans
• Extreme ownership, strong bias for action, and zero tolerance for open loops
• Ability to drive initiatives without formal authority
• Excellent executive‑level written and verbal communication
• Comfort challenging assumptions and narratives with facts and data
• High judgment under pressure, discretion, and the ability to quickly recognize misleading information, weak narratives, or poorly grounded justifications

Background

• 2+ years of experience in top‑tier strategy consulting (McKinsey / BCG / Bain) or in roles such as ex‑founder, business analyst, or performance manager within high‑growth companies
• Experience in hypergrowth environments (plus: M&A or international expansion exposure)
• Fluent in Italian and English

What Do We Offer?

• Work in a small and top‑performing team that moves extremely fast where you are extremely important.
• Work without having to deal with jerks and ego‑maniacs.
• The opportunity to join one of the best travel‑tech sales teams in Europe.
• A place where your talent can blossom.
• An environment where mistakes are allowed – we make bold choices to achieve ambitious goals, learn from mistakes, and move forward.
• A place where your voice matters – meetings provide space for new ideas and projects, regardless of your role or seniority.
• Continuous growth – we challenge the status quo, renewing our sales processes and approaches to meet challenging goals.
• We have fun while working! We are easygoing people.
• Work with the best software out there to automate repetitive tasks and let you focus on customers and targets.
• Remote working with frequent opportunities to meet up.
• Fun and enriching experiences – unforgettable team‑building events that go beyond the usual outings.
• Competitive salaries and bonuses – as a meritocratic team, we recognize talent and hard work, rewarding them appropriately.

Before you apply

• We’re highly driven and set our goals higher than most, pushing boundaries others may deem impossible.
• We work much harder than most companies out there.
• Every day, we step out of our comfort zones, fueling rapid growth and learning, even though it might come with its stress.
• We hold ourselves and our team to the highest standards of excellence and culture.
• Should we feel that this role isn’t the right match for you, for the benefit of both parties, we may need to part ways.

We hope this sheds light on whether this could be your next adventure. If you believe it is, we warmly invite you to apply. Discover your full potential with us!