• Execute administrative duties to support founders. • Manage operations and systems. • Align teams and boost productivity. • Coordinate hiring and interviews. • Handle executive communications and logistics.

Headway’s mission is a big one – to build a new mental health care system everyone can access. We’ve built technology that helps people find great therapists with the first software-enabled national network of providers accepting insurance. 1 in 4 people in the US have a treatable mental health condition, but the majority of providers don’t accept insurance, making therapy too expensive for most people. Headway is building a new mental healthcare system that everyone can access by making it easy for therapists to accept insurance and scale their practice. Headway was founded in 2019. Since then, we’ve grown into a diverse, national network of over 60,000 mental healthcare providers across all 50 states who run their practice on our software and have served over 1 million patients. We’re a Series D company with over $325m in funding from a16z (Andreessen Horowitz), Accel, GV (formerly Google Ventures), Spark Capital, Thrive Capital, Forerunner Ventures and Health Care Service Corporation. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better. This is not a traditional EA role. You'll be a force multiplier to the COO of a category-defining healthcare company — and the architect of how executive support works across the entire organization. In a year, you won't just be running the COO's calendar. You'll have built the function that makes Headway's leadership team operate at its best. The Role We're hiring an Executive Assistant / Head of EA Program to partner directly with Rob Sadow, our Chief Operating Officer, in a high-impact, high-visibility role. You'll own Rob's calendar, commitments, and operating rhythm — ensuring his time and energy are consistently focused on the highest-leverage priorities across a portfolio that spans CX, Operations, Legal, Compliance, Accounting, Finance, and the Executive Team. But this role goes beyond supporting one executive. Headway is scaling rapidly, and we need someone to define what world-class executive support looks like here — setting the standard, building the team, and ensuring every senior leader at Headway gets exceptional EA support. What You'll Own COO Time, Energy & Focus (70%) - Own the COO's calendar end-to-end — not just scheduling, but making hard prioritization decisions about what gets Rob's time and what doesn't - Design schedules for deep work, energy, and presence — not just efficiency - Prep Rob for every meeting with full context on attendees, purpose, relevant documents, and key decisions needed — he should never walk into a meeting cold - Own travel logistics end-to-end, including events and personal travel - Manage key relationships on Rob's behalf — knowing who to prioritize, who to push, and when to escalate - Track action items and commitments across Rob's portfolio so nothing falls through the cracks - Support personal and family logistics where relevant — including protecting boundaries that matter (like being offline for family time in the evenings) EA Program & Team (30%) - Define what exceptional EA performance looks like at Headway — set the operating model, tools, rituals, and standards for the function - Hire, manage, and coach EAs supporting the CEO and other executives - Own performance management, career development, and onboarding for the EA team - Build an EA-specific leveling framework and ensure compensation, expectations, and growth paths are clear and competitive You'd be a great fit if... - You are based in the NY area and are excited to be in the office 3-4 days / week - You have 8+ years of experience supporting C-suite executives at high-growth technology companies — and you genuinely love being an EA. This isn't a stepping stone; it's the career you've chosen and you want to be exceptional at it - You have experience managing other EAs — hiring, coaching, giving direct feedback, and building a team culture of excellence - You manage your executive, not the other way around — you're comfortable being vocal, direct, and decisive with a senior leader, and you make independent judgment calls and see three steps ahead - Your written and verbal communication is flawless — grammar, punctuation, tone, and clarity are non-negotiable. You represent your executive in every interaction - You build strong relationships cross-functionally — other leaders and EAs trust you, enjoy working with you, and see you as someone who makes things easier, not harder - You thrive in fast-paced, high-standards environments — Headway operates at an Olympic performance standard, and you're energized by that, not intimidated - You are excited by our mission to rewire mental healthcare for access and affordability Compensation and Benefits: The expected base pay range for this position is $200,000 - $250,000, based on a variety of factors including qualifications and experience. In addition to base salary, this role may be eligible for an equity grant, depending on the position and level. We are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity. Compensation decisions are made holistically, ensuring fairness and alignment with market benchmarks while recognizing individual contributions and potential. - Benefits offered include: - Equity compensation - Medical, Dental, and Vision coverage - HSA / FSA - 401K - Work-from-Home Stipend - Therapy Reimbursement - 16-week parental leave for eligible employees - Carrot Fertility annual reimbursement and membership - 13 paid holidays each year as well as a Holiday Break during the week between December 25th and December 31st - Flexible PTO - Employee Assistance Program (EAP) - Training and professional development We believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview. Headway participates in E-Verify. To learn more, click here. A notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam.

• Provide administrative partnership for complex calendar management, planning, arranging domestic and international travel, and creating expense reports • Provide calendar support to the aligned leader and partner closely with the team to align on operating rhythm and cadences • Plan and coordinate events and multi-day meetings including preparation of meeting materials, logistics, food, agenda, amenities, activities, and communications with attendees • Develop and maintain positive working relationships with internal and outside parties, including high-level contacts of a sensitive nature • Partner with other EAs to coordinate and manage tradeoffs and prioritization • Maintain email aliases, distribution lists and shared directories • Support contract execution and ensure department bills are paid promptly and manage departmental purchases • Provide staff meeting support, including preparing agendas, taking notes as needed, and distributing meeting minutes and presentations on occasion • Manage complex calendars, priorities, and logistics with a focus on optimizing executive time • Anticipate needs and proactively solve problems before they arise • Act as a liaison across teams, ensuring clear communication and follow-through • Own end-to-end management of team meetings and leadership forums: Build and distribute agendas, solicit input and materials from stakeholders, ensure meetings are well-structured and run on time, capture high-quality notes, decisions, and action items, follow up on action items to ensure accountability and progress • Create clear, polished presentations (e.g., team meetings, town halls, leadership updates) • Synthesize information into concise summaries and materials • Support internal communications and messaging as needed

We are Aaron’s - an industry leader in the sales and lease-to-own retail industry known for quality brand names and superior customer service. We provide our team members the opportunity to reach their full potential in a team-oriented, high-energy, recognition-based environment with competitive pay and benefits. This is much more than a job – it is a career with purpose. Summary The salary range for this role is $13.70 to $17.75 per hour and is a remote role. The Virtual tech is responsible for conducting virtual store visits across the company to ensure compliance with the company policies and procedures. Duties and Responsibilities - Schedule, facilitate and manage Virtual Visits across the company. - Organize data received from each visit utilizing OneDrive - Follow up with incomplete visits to follow through to the completion - Manage results of Virtual Visits inside OneDrive - Create reporting for each store with information gathered from. - Manage scoring and reporting for Virtual Visits each visit Education, Experience, and Certifications - High School Diploma - 0-2 years of retail operations experience Required Skills and Competencies - Good communication and interpersonal skills - Professional appearance - High level of energy - Above average computer skills - Proficient in Excel, ZOOM, OneDrive, and Outlook - Excellent organizational skills Aaron’s Total Rewards Our team members are our greatest asset. As an expression of our appreciation, Aaron’s is proud to offer outstanding career training, competitive performance incentives, excellent advancement opportunities, and a distinctive benefits package which includes: - Sundays off - Employee assistance program - Employee purchase program with exclusive discounts - Physical and financial well-being programs - Tuition reimbursement - Employee Business Resource Groups - 401(k) plan with contribution matching - Paid time off, including vacation days, sick days, and holidays - Life and disability insurance - Medical, dental and vision insurance - Paid paternal leave - Pay on Demand **Benefits vary based on full- and part-time employment status. Note that the pay range provided above is the lowest to highest rate we in good faith believe we would pay for this role at the time of this posting. We may ultimately pay more or less than the posted range, and the range may be modified in the future. An employee’s pay position within the salary range will be based on several factors including, but not limited to, relevant education, qualifications, certifications, experience, skills, seniority, geographic location, performance, shift, travel requirements, sales or revenue-based metrics, any collective bargaining agreements, and business or organizational needs. About Aaron’s At Aaron’s we offer sales and lease-to-ownership of specialty items including furniture, consumer electronics, home appliances, and accessories throughout the United States and Canada. Our customers shop at Aaron’s for the same reason you should choose us for the next step in your career – our ability to positively influence people’s lives. If you are looking for a company with the passion and dedication to make a difference in the lives of customers and team members alike, join us today. Aaron’s is committed to creating a diverse and inclusive work environment, celebrates our team members’ differences, and is proud to be an equal opportunity employer. All qualified applicants will receive consideration for employment without regard to race, color, pregnancy, religion, sex, sexual orientation, gender identity, national origin, age, disability, veteran status, military duty, gender expression, genetic information, or any other protected class. Candidates who require accommodation during the recruitment process should contact hrsupport@aarons.com.Aaron’s is an Equal Opportunity Employer. #LI-Remote#Indeed-Full-Time