VP of Product and Engineering Remote, US

VP of Product and Engineering

Full Time • Remote, US

CareerPlug empowers others to reach their potential, in part by making it easier for our clients to hire and develop the right people.  We provide innovative recruiting and HR software for over 12,000 growing companies.  Our applicant tracking and retention platforms help companies make better hires to have the right people in place to build a successful business.  Our vision is leading us along an exciting path to accomplish much more. Our client-base is growing rapidly and the landscape of HR technology changes quickly. The impacts of this pandemic have only proven how fast the world of hiring and onboarding new employees can change.  We have exciting plans for our existing product and 2021 will include us bringing a second product to market to expand our offerings.  Our next stage of growth will be powerful and will exponentially propel us toward some exciting milestones of success.  Why are we looking for such a critical role right now?  Good question!   After 10 years, our existing product leader, who got us to where we are today, is ready to begin his journey as an entrepreneur.  He's worked to position the product teams to be ready for this change and believes this is the right time for a new leader to bring their expertise to guide the product and the team to the next level as the company takes our next big leaps.  While we search for this new leader, he's continuing to make sure his team leads are well-prepared for the growth opportunity this leaves for them.  


Why choose CareerPlug?  In short, you'll be joining a leadership team that's passionate about the problem we're solving for small businesses, challenges ourselves consistently and humbly lives our values everyday.  We care deeply and tackle big hurdles together.  Leaders within our company have the opportunity have significant influence: our people, our culture, our strategy and our results are areas in which we pour great intention.  We believe that people are the heart of our business and are committed to building one of the best places to work -- anywhere. To us, that begins with putting care and purpose into our hiring process, providing meaningful development and training opportunities for our team members, and living our core values every day.  CareerPlug is proud to be an equal opportunity employer committed to fostering a diverse team. Our leadership team takes responsibility for creating a safe and welcoming environment built on inclusion and respect for all.

What we're looking for: 
We're looking for a VP of Product and Engineering to own, shape and shepherd our most important strategic resource: a winning product strategy, supported by the delivery of reliable, healthy products. You will lead our UX, engineering, and QA functions at CareerPlug. Sitting on the Executive team, you will report directly to the President of CareerPlug.    

 In your role as the VP of Product and Engineering, you're a company leader, not just a product leader.  You will ensure that the entire company understands the vision and direction for the product. This is a shared responsibility with other executives, but you have a unique responsibility to communicate and reinforce that strategy across teams.  You will lead, manage, and hold accountable the UX, engineering and QA team members, developing next-level leaders, processes, and a culture to support a thriving organization that is one of the Best Places to Work. The Team:  The product organization currently includes thirteen team members. 

  • Engineering: A team of eight, led by our Engineering Manager.
  • QA: A team of three, led by our QA Manager
  • Product Design: A team of two (soon to be three), led by our Manager of Product Experience. 

Who you are:

You are an experienced product leader who is passionate about excellent product development through the convergence of highly productive and quality shaping, design, engineering and QA functions.  You are open-minded, quick to listen first, and trust those around you to provide critical information about their work so that you can guide and coach to an ideal outcome.  You are a servant leader who prioritizes the needs of your teams first and foremost, allowing them to be key players in solving problems and improving processes.  Your goal is to succeed through others and develop your teams to be highly valuable contributors to the product offering and business health.  

 You have a proven product leadership background, but can also represent your teams as a technical voice at the executive level. Ideally, you have an engineering background and have stayed relevant in those skills while you have found a passion toward leading the product.  When you don't know the right solution, you are quick to seek outside input and wisdom from other subject matter experts.  You are attracted to the positioning and current stage of CareerPlug's growth, perhaps because you've helped take a product offering from one major milestone to the next and experienced great reward in doing that at a company of our size (~60 employees). You are also highly attracted to the Shape Up approach to product development we’ve adopted and have significant interest in continuing to refine our execution of this approach.  Responsibilities:

  • Lead the CareerPlug UX, Engineering, & QA teams
  • Represent the UX, Engineering, & QA teams at the executive level to set the strategic direction of the product 
  • Shape our product strategy, bringing clear direction and alignment with our Vision
  • Translate product strategy into requirements and clear deliverables
  • Develop a product organization that can design and deliver quality products and features
  • Deeply understand customer needs and industry trends
  • Partner with all teams to bring innovative solutions for our clients 
  • Consolidate client and internal feedback into actionable product pitches 
  • Facilitate the creation and maintenance of proper product documentation
  • Influence and report performance metrics to measure the effectiveness of the entire Product org
  • Support CareerPlug’s data literacy efforts
  • Participate in vendor purchases and tech stack decisions across the company 


  • Proven ability to lead/manage a product organization, including engineering team
  • Experience working with executive teams to set and deliver on product strategy
  • Ruby on Rails experience preferred
  • Bonus: Familiarity with the Shape Up product development process

Compensation: This role pays an annual base rate of $200K, with an additional $25K in bonus potential. 


  • Work from home (we're fully remote)
  • Employer Paid Health Insurance
  • Unlimited PTO (with minimums!)
  • Home Office Stipend
  • 401(k) Company Match
  • Donation Matching 

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Why CareerPlug

See why we're one of the best places to work!

Employer Paid Health Insurance
Unlimited PTO
401(K) Matching
Company Social Events
Remote Work
Home Office Stipend
Donation Matching
Give Back Opportunities