Jobs at Alumni Ventures Portfolio Companies


Head of Operations

Aware Healthcare

Aware Healthcare

San Francisco, CA, USA
Posted on Wednesday, August 9, 2023

TL;DR: Fast-growing early-stage mental health tech startup seeking a scrappy generalist with prior experience managing operations at a venture-backed startup. In this role, you’ll work alongside our CEO and Head of Therapy to direct internal (team-facing) and external (customer-facing) operations. Together, we'll reinvent therapy and change the mental health of millions. Details below!


About Us:

Aware Healthcare is building the next generation of mental health care. We’re a venture-backed startup, on a mission to create the highest quality therapy experience in the world.

Every day, 100 million Americans struggle with a mental health issue, yet only 10% are receiving care based on science. That’s why we’re building a new mental health care system driven by data, where patients receive individualized care, clinicians deliver proven treatments, and insurance pays for outcomes not sessions.

While the rest of our industry is optimizing for quantity, we are laser focused on quality. Leveraging our data platform, we recently landed contracts with all 7 of the top 7 insurance companies, which unlock access to 200M+ Americans and pay higher rates than any competitor. 

We have raised $5.7mm from top executives at Google, PayPal, Lyft, and AirBnB and investors who previously funded Square, Instacart, Twilio, GrubHub, StitchFix, OpenDoor, and SpaceX. We were founded in 2020 by AJ Goldstein (previously early at Calm and Oura) and are based in San Francisco, CA. You can learn more about Aware here: https://www.awarehc.com/


About the Role:

  • Title: Head of Operations
  • Location: San Francisco (required)
  • Type: Full-Time

We’re looking for a scrappy operations generalist to help reinvent therapy.

In this role you’ll work side-by-side with our CEO and Head of Therapy to direct all internal (team-facing) and external (customer-facing) company operations. This will involve:

  1. working with our Head of Therapy to oversee the operational aspects of delivering mental health care across our national network.
  2. working with our CEO to manage and empower our growing team with the direction and resources they need to thrive.

At Aware you will be in charge of making sure the “trains always run on time”. No day will be the same, as everyday you will be tasked with quickly and creatively solving a new problem, with a bias toward efficiency and and first-principles thinking.

At Aware Healthcare we obsess over quality-of-care for our patients, and bring a level of attention to detail to our care experience that has never been seen before in mental health care. While historically our industry has been content with variable quality from provider-to-provider and session-to-session, at Aware we promise a consistent five-star experience for all patients. The right Head of Operations will be energized by Aware’s culture of excellence, and love the idea of consistently setting a higher quality bar by crossing every “t” and dotting every “i”.

This role is for someone who:

  • Prefers hands-on execution >> to >> big-picture strategy.
  • Is more of a rapid-fire do-er >> than a >> slow methodical thinker.
  • Is more of a scrappy hustler >> than an >> executive manager.

This will be a senior role within the company and a career-defining role for the right person.



You will…

  • Work side-by-side with the CEO and Head of Therapy.
  • Direct all internal and external company operations.
  • Help manage operations, customer success, finance, human resources, and legal.
  • Be simultaneously the most multi-faceted and detail-oriented person in the company.

This involves...

  1. Serving as a “hands-on polymath” by constantly learning new things quickly and contributing wherever it is the organization needs you most that day or week.
  2. Serving as a “systems thinker” by establishing standard operating procedures (e.g. toolkits, handbooks, checklists) to ensure a quality and uniform experience for our customers.
  3. Serving as a “force multiplier” by proactively identifying inefficiencies and developing solutions to expand organizational effectiveness (time/attention/resources/information).
  4. Serving as a “trusted advisor” by listening with an open-mind, asking provocative questions, pressure-testing decisions, and providing divergent points-of-view.
  5. Serving as an “air-traffic controller” by ensuring that communication is smooth across the company and everyone feels happy, resourced, and satisfied in their roles.



  • Have previously directed operations at a fast-growing, venture-backed startup.
  • 5+ years of working experience, primarily in operations roles.
  • 2+ years of experience managing direct reports.
  • 1+ years of experience hiring and firing.

Ideally, you have the right…


  • Prior experience in healthcare (preferred, not required).


  • Believe that nothing is below you and anything is possible.
  • Are more of a generalist than a specialist.
  • Think like a business operator.


  • Have been described as a “very fast learner” and “surprisingly resourceful”.
  • Are a relentless and creative problem solver who “finds a way no matter what”.
  • Can operate in ambiguous situations, at fast speeds, and with lots of self-direction.


  • Are detail-oriented and organized.
  • Have the ability to juggle many priorities at once while not dropping any balls.
  • Can quickly go from 0% to 80% knowledge on a new subject, in a matter of days.


  • Love the experience of autonomy, mastery, and purpose that comes with joining a fast-growing startup and directing operations.


This role is *not* for you if:

  • You're looking for a 9-5 job. We’re an early-stage startup, and we all work hard to push toward our ambitious goals.
  • You ask for permission rather than forgiveness. We're looking for someone who will take ownership of any situation, whether it's part of their normal responsibilities or another hat they've donned at Aware.
  • You're not comfortable with a bit of chaos. Each day is different, and projects and priorities often shift. We're looking for an adaptable team player who is comfortable and confident in the face of change.


Why Aware?

  • Mission-driven company with an industry-shaping goal and world-class team.
  • Opportunity to make a significant difference on the future of mental health.
  • High-growth environment supportive of individual autonomy, mastery, and purpose.
  • 100% coverage of premium medical/dental/vision insurance starting your first day.
  • One-of-a-kind company values and team work culture.
  • Competitive salary, equity, and benefits.
  • Flexible vacation and time-off policy.
  • For more information visit: www.awarehc.com/careers

Company Values:

  1. Growth: We believe it is not where we are, but where we are headed, that matters. We are always improving and never complacent; eager to reflect on and learn from our mistakes.
  2. Relentless: We pride ourselves on persistence, creatively push the limits of what is possible, and ‘find a way no matter what’ after others have given up.
  3. Quality First: We choose quality over speed every day of the week. Because we care deeply about the people we serve, we meticulously craft every detail of our patient experience. 
  4. First Principles: We think from first principles, not by analogy. We curiously question and scientifically test assumptions to arrive at more creative solutions.
  5. Data Driven: We see numbers as a currency for trust. Whenever possible, we use them in place of words to create shared understanding and make objective decisions.
  6. Radical Candor: We embrace difficult conversations, communicate openly what we are thinking and feeling, and build trust through transparency with one another.

About the Founder:

AJ Goldstein is the Founder and CEO of Aware Healthcare. Prior to Aware, AJ founded and ran a six-figure profitable AI consulting group called Conscious Insights, where he helped grow 8 early-stage startups into leading digital health brands over 3 years, including Calm, Oura, and Akili. While running Conscious Insights, AJ founded and hosted a popular data science podcast called Data Journeys, where he interviewed 25 world class data scientists from 13 organizations with over $1B in annual revenue and grew a following of 50k+ in 128 countries. Motivated by his own personal experience with the problem, AJ has committed the next decade of his life to creating a new mental health care system with Aware. You can read AJ’s story behind Aware here: https://www.awarehc.com/founders-story


If you’re interested in working with us, we’d love to hear from you! We encourage you to apply even if your experience doesn't precisely match the job description.

At Aware, we know employing a team rich in diverse thoughts, experiences, and opinions allows our employees, our product and our community to flourish. Aware is an equal opportunity workplace. We are dedicated to equal employment opportunities regardless of race, color, ancestry, religion, gender, national origin, sexual orientation, age, citizenship, marital status, disability, gender identity or Veteran status.