Director Of Engineering

We are seeking a Director of Engineering (Ecommerce) for a remote fulltime and direct hire role for one of our amazing partners.

You will lead the development and enhancement of their customerfacing applications (web and mobile) ecommerce store and customer service backoffice systems. This role will be pivotal in shaping their product strategy and will directly impact the success of this highscale ecommerce platform. We are looking for a datadriven problem solver that strives for impact scalability and simplicity. You should be a natural leader in the eCommerce space with a proven track record of building highperforming teams and driving impactful results.

Responsibilities:

• You will drive performance optimization initiatives across both web and mobile platforms to ensure fast and responsive applications and result in increased user satisfaction and engagement with the platforms.
• You will provide technical leadership and strategic direction for the development of all customerfacing applications and ensure alignment with overall business goals and objectives. This includes web and mobile platforms ecommerce store and customer service tools.

• Deliver seamless and integrated experiences across web and mobile that address the needs of their users.
• You will have a strong customer focus to obsess over the users experience and to ensure that every application and feature is designed with their needs and challenges in mind. You should prioritize empathy and understanding in every aspect of web and mobile development.
• Collaborate effectively with crossfunctional teams which includes product management design marketing and customer service.
• Manage the engineering budget while optimizing resources to achieve maximum impact to ensure that the technology investments align with their mission.
• Build mentor and lead a highperforming engineering team that includes a culture of collaboration innovation and continuous improvement.
• You will guide the team in leveraging technologies to build scalable robust and userfriendly web and mobile applications.
• Ensure that the platforms are reliable and accessible for all users by being a champion for quality assurance and software testing methodologies across web and mobile platforms to deliver exceptional user experiences and maintain the highest standards of code quality.
• Knowledge of emerging technologies and industry trends relevant to their industry web and mobile development. Evaluate and implement new tools and techniques to enhance the customerfacing solutions and provide cuttingedge support for their users.

Qualifications:

• Experience leading and mentoring engineering teams and ecommerce platform experience in both web and mobile development
• Strong expertise in Next.js React TypeScript AWS Services GCP CI/CD pipelines (using GitHub Actions) release management tools (such as Vercel) and marketing technologies (like Google Tag Manager and Google Analytics).
• Proven track record of delivering highquality web and mobile software products within budget and timeline constraints and a demonstrated commitment to efficiency and effectiveness.
• Strong commitment to code quality performance and the overall user experience across web and mobile.
• Exceptional analytical and problemsolving skills with the ability to address complex challenges related to web and mobile development and the ability to effectively communicate technical concepts to both technical and nontechnical stakeholders.
• Bachelors or Masters degree in Computer Science or a related field.

All qualified applicants will receive consideration for employment without regard to race color national origin age ancestry religion sex sexual orientation gender identity gender expression marital status disability medical condition genetic information pregnancy or military or veteran status. You must be legally authorized to work in the United States without current or future sponsorship.

My notes:

• Role: This role reports directly to the CTO and is a top priority role for them. You will lead the development and enhancement of their customerfacing applications (web and mobile) ecommerce store and customer service backoffice systems.

• Outcomes: and impacts we want them to have on business:
  • Launch ecommerce MVP ASAP: Deliver the ecommerce MVP highconverting website experience that is customer first simple focused to customers and google bot as quickly as possible.
  • GTM and Marketing tags uptime: Ensure all marketing and data platforms have consistent and highquality data from our website in order to power customer acquisitions retargeting efforts and personalization.
  • Uptime scalability site reliability and repeatability: Ensure customers and CX always have access to a fastperforming site and tools.
  • Drive down friction to servicing customers: Delivering time/cost saving features and tools to customers and our CX team to allow both parties to selfserve more efficiently.
  • Drive a highperformance (speed quality and reliability) culture aligned with Carewells values of customerfirst speed to market simplicity focus accountability professionalism and trust.
• Must: Deep understanding and hands on experience with Next.js React TypeScript AWS GCP CI/CD pipelines and relevant marketing technologies. They must have a leadership ability and can manage while being hands on. They need an architectural vision and the ability to technical problem solve. They must have risk management agile methodology proficiency and process optimization.
• How much hands on coding will they be doing
• Is it 50/50 web vs mobile
• Is it just the customer facing applications or will they helping in other areas as well
• Is this leading a fullstack team or is there a strong preference on the backend
• Is there a specific part of ecommerce that they need experience with the most
• Fall Short:
• Why open:
• Interview Process:
• What does their team look like now and what will it look like in the future
• Additional Personalities other than what you see below under company notes: Someone who is highly productive with a focus on urgent and quality delivery. They must have strong communication and documentation abilities. They should have good collaboration skills with a proactive and selfdirected work style. They should be a hard worker that has the ability to work under pressure.
• Salary: $190K$210K/year plus 5% bonus (equity of 2030K options depending on salary)
• Interview Process: Submit resumes to Greenhouse and the CTO will review. The COO or HR Manager will do culture screening (45min video interview) and then a tech interview with Sam (CTO) & Ryan Martin (60min technical video interview). If that goes well they will do a case study which is an architecture challenge followed by a scheduled meeting with Sam (CTO) Ryan Bianca (CEO) and a Product Manager (1 hour panel video case study interview and a technical conversation). They want to know their experiences and what they would build. They can use AI tools if needed but be honest and just say that you used AI (someone in the past lied about it and it didnt go well).

Company:

• Website Description: Their website is Carewell is a categorydefining business that is dedicated to providing the most trusted and reputable retail source for caregiving products. Our vast selection of expertvetted products includes incontinence supplies wound care nutrition mobility aids and more all available at the s with fast reliable shipping. We are proud to have been recognized as one of the fastestgrowing companies in the US ranked on the Inc. 5000 and named one of the most customercentric companies in the world by Forbes in 2022. At Carewell we understand the importance of caregiving and we strive to provide the highest quality products to help caregivers provide the best care possible for their loved ones. As the number of older adults in the US grows the need for caregiving solutions will only increase. By joining Carewell you will have the opportunity to work in a space that is constantly evolving with new challenges and opportunities for growth. We are committed to being architects of our own success always striving to improve our teams partnerships and solutions to ensure impact scalability and simplicity. As a member of our team you will have the opportunity to collaborate with likeminded individuals using customer insights data research and feedback to make decisions and create the most effective solutions. If you are ready to join a team of dedicated individuals who are committed to making a difference in the world Carewell is the place for you.
• The Carewell story: Our story began in 2015 when our cofounder and CEO Bianca helped her mom care for her grandmother. They had no clue which products they needed much less where to find them or how to use them. Online marketplaces were confusing local shops had limited selection and no discretion and both experiences lacked empathy. Bianca was shocked there was no What to Expect guide like there is for new parents so she and her husband/cofounder Jonathan dedicated their lives to creating a solution for family caregivers just like you. Heres a great article about them at
• Overview: They are an ecommerce first marketplace. Its the chewy blueprint but instead of products for animals its products for the elderly. They want to get into prescriptions and private label products like Chewy in the future too. In May 2024 they were at about $50$100 million in revenue and they are looking to 10X that which they believe is on the low end. They also closed a $25 million in series B in early 2024 that is for hiring. The former CFO at Chewy is on their board and hes the one that negotiated the $3.5 billion sale of Chewy. Plus most of their leadership team is from Chewy so they are looking to replicate that.
• Upcoming Projects: They are currently doing a revamp their ecommerce website and they will look to add prescriptions and private labels in the future. They will likely add a mobile app down the line but fixing the website is the #1 priority. Their CEO is technical and originally put it together but it is a lot of systems connected together.
• Company size: They have hired a ton of former Chewy leaders and have over 200 employees as of May 2024. They are looking to grow and expand that number. Some of the former Chewy leaders are their CFO CTO CMO (was VP of Growth) the VP of Marketing Head of customer service Head of merchandising and others that lead analytics direct mail and paid search and the creative direction. They have double the amount of women in leadership than men.
• Size of IT Team: Currently there are 810 people. They have 45 on the front end which is their storefront team. Ryan Martin is leading their backend team and they have some people from Brazil helping for now. Daryl Altenhof is the Director of IT. They might build an infosec team but Darryl is doing it now. They will be adding 3 Staff Engineers and an SRE. There is also someone in the UK but Im not sure what they do. The product and design team is currently under the CTO but its moving to marketing under the VP of Brand Andrea Wolfe. One person in the UIK.
• Tech stack: They use the GCP cloud PostgreSQL serverless GCP typescript and react on the front end. Same tech as BEX (loves Dierdre).
• Remote/Onsite: remote but EST is the preference. They can technically live anywhere but CA and NY arent a preference. They have daily 9am EST standups.
• Benefits: Competitive compensation Health Dental and Vision insurance Shortterm Disability and Life Insurance (100% employersponsored) Supplemental Life Insurance (employeesponsored) 401(k) Retirement Plan (no employer contribution) 100% Remote company laptop and Employee discount. They have flexible PTO with a soft cap at 20 days plus 6 paid holidays. Onsite opportunity in Miami up to 2x per year. Maternity leave is 13 weeks @ 100% and Parental leave (nonbirthing parents) at 4 weeks @ 100%. They have 3 United Healthcare plans.
  • The Base Plan (comes with HSA): employee only covered at 80% employee spouse covered at 39% employee child/children covered at 49% and employee family covered at 44%.
  • The Buy Up Plan: employee only covered at 70% employee spouse covered at 34% employee child/children covered at 48% and employee family covered at 37%.
  • Buy Up Plan 2: employee only covered at 64% employee spouse covered at 31% employee child/children covered at 57% and employee family covered at 48%.
  • Guardian Dental: Covered at 75% of employee only
  • Guardian Vision: Covered at 75% of employee only
  • Guardian STD provided at no cost to employee Guardian LTD Guardian basic life & AD&D at no cost to employee and Guardian supplemental basic life & AD&D.

• Hiring/Staffing: Their career page is They used Tech Recruiters before but they were not producing. Plus people tried to negotiate too much at the end. They asked the CTO who to use and she immediately asked for us. They dont want to renegotiate with candidates at the end. They like a pipeline of candidates in case someone falls off. They dont want to have to start the search again. They targeted Wayfair (too expensive) and chewy. Working for Shopify is a big plus.
• Offers: There is no bonus for roles under director. They will get 2 offers to choose from with different stock options and they will not renegotiate. For the higher base salaries they will get 15K in stock options. The stock value for 15K in stock options is about $52K in todays value but if they get to a 10x and $500 million acquisition that would be $520K. For a midlevel salary offers theyd get 20K in stock. The stock value for 20K in stock options is about $87.5K in todays value but at 10X growth and acquisition that puts it at $875K. At a lower salary theyd get 25K in stock. Chewy sold at $3.5 billion with the same team and they have no doubt this will be in that ballpark too.
• Personalities: They want people that get things done have a low ego can take responsibility and have an ownership mindset. They have a strong cameras on culture and they are highly communicative with a lot of humor. They like people that have experience in a startup and working with a lean team. Also someone that is ok with oncall support outside of typical working hours. There is a lot of work and they want a hard worker that can be productive quickly. Someone who can see what the problems are and can solve them. They like selfstarters that dont need a lot of hand holding. Ecommerce experience is important and they ideally want someone whos recently worked for an ecomm first platform.
• Carewell Competencies: Customer first simple high impact only scalable frugal and high bar.
• Headquarters: South Florida
• Competitors:
• Hiring Managers:
  • o Sam Rassner (CTO): Her LI is Her meeting scheduler is at this link: Just as a heads up shes usually 510 minutes late so please let us know if shes running late so we can ping her. Ive known her since she was at Chewy. We placed her at BEX and then filled multiple positions for her at BEX and Emed. She is a leader a builder a thinker and an engineer with experience from idea to product launch. She loves leading technology teams at SaaS companies and started as a Software Engineer herself. She is not only a phenomenal CTO but she can get her hands dirty with technology and could step in to be an Architect if needed. Sam loves building products and working for a company that appreciates technology. She has strong experience building and running teams in the software space and her specialty is helping early startup software companies build. She understands business value and can bring together excellent teams that can work miracles and enjoy each other. She also has strong cloud experience with AWS and Google. Sams technical and leadership skills are incredible but what really sets her apart is her personality. She is someone who never loses sight of the companys mission and goals. She can build a world class organization and then lead that organization to record breaking success. Sam is detail driven and technically knowledgeable. She will push her team to be the best versions of themselves that they can be and she will never ask them to do more than she herself is already doing with her incredible work ethic. Shes a workaholic that any team can rally behind and a huge value to any company shes worked for.
    • Sams work background: Sam was the VP of Software Development at Chewy an ecommerce pet store with more than 100000 pet products and Rx pet medications. She was vital in helping them grow from a startup to where they are today and grew the development team from 6 developers to 120 in 2.5 years. She led multiple departments multiple locations and high scale development that covered endtoend ecommerce systems. She collaborated across IT departments and created a DevOps organizational structure across all teams. She even led the Agile Transformation and brought them from a startup style software team to a mature software team using Agile Methodologies using Scrum KanBan and ScrumBan. After Chewy she missed the smaller team she had at Chewy and wanted to help another startup grow. She then joined BEX Realty as their CTO and led a technical team similar in size to what she started with at Chewy. BEX Realty is a nationwide technologydriven real estate firm. She loved it there and loved her team but was recruited to take over as the CTO at eMed. This was a fantastic opportunity to not only lead this innovative SaaS startup in the healthcare space but to help save lives during the Covid pandemic. She has remained close with BEX and is their Technical Advisor when needed. She then became the CTO at eMed which is democratizing healthcare with a digital pointofcare platform for athome healthcare testing. They were focused on the global COVID19 pandemic and have provided tens of millions of virtuallyproctored athome COVID19 tests. They were trying to restructure post covid and they had plans to expand its technology to other use cases and common illnesses in the future. Their software and testing products could include drug screening lime disease sinus covid/flu strep throat etc. She ended up leaving there because they were restructuring and considering putting technology in maintenance mode. They have such potential and great products but they dont understand what they have and the talented people on their team.
  • Tarah Kendall (HR Manager): Her Linked In is She was a Branch Manager at Enterprise before coming to Carewell in 2021. She lives in VA and she is very nice.
  • Jonathan Magolnick (COO & CoFounder): His Linked In is Jonathan is an efficient analytic techsavvy business professional who obtained his MBA in May 2017. He has significant experience in contract negotiation sales and account management and has owned and operated a medical supply company since August 2015. He has business acumen with outstanding relationship building skills business development experience and exceptional writing and communication abilities that maximize organizational needs. Jonathan is recognized for critical thinking collaborative work processes and excelling in fastpaced environments while meeting time sensitive deadlines. He is bilingual in English and Spanish. He went to the University of Miami and got his MBA there. Then he was a sports staff writer and then worked at FOX Sports in add sales and programming & acquisitions. Hes been at Carewell since Aug 2015 and Cofounded the company with his wife Bianca.
  • Bianca Padilla (CEO & Cofounder): Her Linked In is She started this company with her husband Jonathan Magolnick. She went to NYU and worked in Private Equity and was a software engineer prior. CEO and cofounder of Carewell a familyfounded company that simplifies life for caregivers by providing personalized service compassionate content and expertvetted home care products. Graduate of NYU and the Disney Institute. Founder and ambassador of the Charlotte chapter of Aging 2.0. Miami native traveler foodie and reader of books about entrepreneurship leadership tech and comedy open to recommendations!
  • Ryan Martin: His Linked In is Hes a strong data guy and is leading the backend engineers under the CTO. He came over from eMed.
  • Daryl Altenhof: His Linked IN is Hes the Director of IT and came over from eMed. We placed him at eMed. Hes leading IT and doing infosec for now.
  • Andrea Wolfe (VP of Brand): Her LI is She lives in Austin TX. She was formerly the VP of Marketing at Chewy and has held marketing and brand leadership roles at Spreetail Outdoorsy and GameStop. She is an Ecommerce marketing executive leading brand marketing performance marketing growth marketing and customer experience teams. She develops online content to educate and engage audiences that leads to conversion and builds captivating social communities and brand advocate platforms. She has experience achieving maximum impact in changing growing decentralized cultures. She is a strategic thinker who can collaborate with a diverse set of stakeholders. Strengths Finder: Command Futuristic Intellection Positivity Includer. She loves dogs yoga eating plantbased foods (and BBQ) reading and travel. Specialties: advertising agency broadcast budgeting creative direction customer relations marketing merchandising sales strategic marketing QSR new business development consumer promotions direct marketing ecommerce retail