Deputy Chief of Staff

| Chicago, IL, USA | Hybrid
Sorry, this job was removed at 9:48 a.m. (CST) on Tuesday, June 4, 2024
Find out who's hiring in Chicago.
See all Operations jobs in Chicago
Easy Apply
By clicking Apply Now you agree to share your profile information with the hiring company.

The Deputy Chief of Staff is a pivotal role, based in Chicago, supporting the Smartly CEO & Chief of Staff. This role is integral in representing the CEO, the company, and the brand to various stakeholders. As a key collaborator, the Deputy Chief of Staff will work closely with the Leadership Team, Providence, and the Board of Directors. Unlike the executive assistant role, this position places a strong emphasis on crafting effective communication materials & fostering a culture of transparent and efficient information exchange. The Deputy Chief of Staff must operate with utmost discretion & confidentiality.

Description of Duties

  • Organize & Coordinate: Efficiently organize and coordinate ideas, projects, people, and resources, with a specific focus on enhancing communication strategies and materials
  • Communicate: Craft compelling and visually engaging communication materials, specifically slides, to effectively convey the vision, ideas, and projects to relevant stakeholders. Provide guidance on content creation, offer context, and connect dots across the Leadership Team
  • Delegate & Extend: Delegate projects and tasks to appropriate individuals, providing support and ensuring accountability for results

Key Responsibilities

  • Build and run cadence for the creation of communications materials, ensuring impactful presentations and clear communication
  • Provide support for go-to-market functions, including such items as sales decks, partnership proposals, and marketing events
  • Lead and oversee cross-functional material creation, facilitating special projects with a keen focus on action & accountability
  • Operate at a tactical, strategic, and operational level, overseeing communication projects as needed
  • Coordinate communication between Leadership Team members, bridging gaps in organizational structure, and supporting cross-functional collaboration
  • Serve as the CEO's communication extension, managing information flow, filtering work/requests, and facilitating internal and external stakeholder communications
  • Promote Team Integration through effective communication strategies
  • Track high-priority communication initiatives, KPIs, and outcomes
  • Act as a thought partner and advisor, providing insights into company culture & dynamics at ground level
  • Provide & integrate analysis & recommendations 
  • Set expectations and act as a translator for staff when necessary, ensuring clarity & alignment
  • Travel with CEO when needed, to provide on-the-ground support during key events / activities

Necessary Skills & Attributes:

  • Ability to simplify complexity & communicate effectively to relevant stakeholders, with a strong focus on visual communication
  • Willingness and ability to conduct/oversee analyses
  • Familiarity with a wide range of functional roles and areas of focus, demonstrating confidence in engaging and pressure testing leadership's current thinking
  • Self-prioritization and motivation skills, enabling independent work without continuous intervention from management
  • Facilitate information flows throughout the organization, breaking existing silos and fostering transparent communication

We're looking for you if you are / have:

  • 3-5 years of experience in relevant industries: especially candidates with a strong background in consulting, investment banking, and/or technology, bringing valuable insights to the role.
  • Strategic Leader: Your ability to lead and motivate teams towards organizational goals is essential.
  • Excellent Communicator: Clear and concise communication is your strength, making you an effective bridge between executives and team members.
  • Adaptable Problem Solver: Complex problems don't intimidate you; you excel in identifying and solving them with a mix of analytical thinking and creativity.
  • Trustworthy and Discreet: With access to sensitive information, your trustworthiness and discretion are paramount.



Meet Smartly

Smartly is the AI-powered advertising technology company transforming ad experiences for brands and their consumers. Our comprehensive advertising platform seamlessly integrates the capabilities of media, creative, and intelligence to power more than 800 billion impressions and generate more than 300 billion creatives annually, delivering tangible business outcomes for brands and advertisers. We are the only company managing creative and media for 700+ brands worldwide and $5B in ad spend across the largest media platforms, including Facebook, Google, Instagram, Pinterest, Snap, and TikTok. Our end-to-end technology, unmatched access to media platforms and exceptional customer service help Fortune 500 brands to reach and engage consumers and learn what performs best.

Visit to learn more.

Read Full Job Description
Easy Apply
By clicking Apply Now you agree to share your profile information with the hiring company.

Technology we use

  • Engineering
  • Product
  • Sales & Marketing
  • People Operations
    • JavascriptLanguages
    • KotlinLanguages
    • PHPLanguages
    • RubyLanguages
    • TypeScriptLanguages
    • FlowLanguages
    • ReactLibraries
    • ReduxLibraries
    • Node.jsFrameworks
    • CassandraDatabases
    • PostgreSQLDatabases
    • RedisDatabases
    • RabbitMQDatabases
    • Google AnalyticsAnalytics
    • FigmaDesign
    • IllustratorDesign
    • PhotoshopDesign
    • SketchDesign
    • ConfluenceManagement
    • Google DriveManagement
    • Google DocsManagement
    • Google SlidesManagement
    • JIRAManagement
    • Monday.comManagement
    • WebflowCMS
    • HubspotCMS
    • HubSpotCRM
    • IntercomCRM
    • SalesforceCRM
    • MarketoLead Gen
    • Google HangoutsCollaboration
    • SlackCollaboration


We put Smartlies' health first. While we have created more flexibility for Smartlies to choose where they work, we continue to follow local health guidelines and provide safe options for Smartlies looking for an office environment in Chicago.

An Insider's view of Smartly

What projects are you most excited about?

At we are most excited about continuing to work with our partners to solve challenges and better enable them to enhance their performance on paid social. Many brands we work with have been focusing more and more on creative so it's no surprise that Smartly has as well. I've seen our Creative solutions evolve so much in the last two years


VP US East

What are some things you learned at the company?

Open communication is encouraged at all levels of, it's a big part of the culture. I enjoy the interesting challenges that come from working with customers, and having the autonomy to push your idea's forward and work on things you're interested in or want to add to your skillset.


Customer Solutions Engineer

How do your team's ideas influence the company's direction?

We foster transparency, which allows our teams the freedom and responsibility to pursue our vision in a self-driven way. Everyone is trusted as an owner, we’re all responsible for thinking and acting in the long-term interest of the company. At, nothing is someone else’s problem — we’re all doers with an entrepreneurial attitude.


CEO & Founder

What are Smartly Perks + Benefits

Smartly Benefits Overview’s benefits are meant to ensure that employees stay healthy, well, and energized in different life situations. supports employees so that everyone can focus on learning and creating positive impact in their role.

Growth-minded colleagues. Competitive salaries & option plans. Full five weeks of paid vacation. Paid parental leave. Health coverage. Wellness benefit. Reimbursement flexibility. Opportunities to rotate to our offices across the globe. Get your own laptop + smartphone. Weekly lunches. Opportunities to attend industry events. Team stipends for activities while not in the office.

Volunteer in local community
Partners with nonprofits
Open door policy
OKR operational model
Team based strategic planning
Pair programming
Open office floor plan
Employee resource groups
Employee-led culture committees
Quarterly engagement surveys
Hybrid work model
Flexible work schedule
Remote work program
Mandated unconscious bias training
Mean gender pay gap below 10%
Diversity employee resource groups
Hiring practices that promote diversity
Health Insurance + Wellness
Flexible Spending Account (FSA)
Disability insurance
Dental insurance
Vision insurance
Health insurance
Life insurance
Pet insurance
Wellness programs
Mental health benefits
Financial & Retirement
401(K) matching
Company equity
Performance bonus
Charitable contribution matching
Child Care & Parental Leave
Generous parental leave
Family medical leave
Company sponsored family events
Vacation + Time Off
Generous PTO
5 Weeks Per Year
Paid volunteer time
Paid holidays
Paid sick days
Company-wide vacation
Office Perks
Commuter benefits
Company-sponsored outings
Free snacks and drinks
Some meals provided
Company-sponsored happy hours
Pet friendly
Recreational clubs
Relocation assistance
Fitness stipend
Home-office stipend for remote employees
One-time Benefit for New Hires
Professional Development
Job training & conferences
Lunch and learns
Promote from within
Continuing education available during work hours
Online course subscriptions available
Customized development tracks

More Jobs at Smartly

Easy Apply
By clicking Apply Now you agree to share your profile information with the hiring company.
Learn more about SmartlyFind similar jobs like this