Digitize parking

Head of Sales at Smarking

1516 Folsom St. Unit C San Francisco, CA 94103 / Remote
Job Type
6+ years
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Maokai Lin
Maokai Lin

About the role


This is an excellent position for a highly capable and successful enterprise sales professional who's ready to take on bigger responsibilities and a leap of faith, to not only continue closing six/seven figure deals, but also lead and build an army of amazing closers to go after a massive and overlooked market, armed with the best tech solution in the industry.

The Head of Sales will report to the CEO directly, and join the management team to provide business leadership company wide.

KEY RESPONSIBILITIES (in the order of priorities)

  • Hands on work developing and closing enterprise deals (six/seven/eight figure ACV)
  • Recruiting and onboarding successful sales AEs with great fit
  • Provide managerial, operational, and leadership support to enable a sales team of 3-10
  • Work with the CEO to refine/improve GTM playbook and strategy
  • Empower other parts of the company with market/clientele/industry insights


  • Successful track records closing enterprise deals (five to eight figure) for software solutions hands on
  • Great and consistent quota achievements
  • Successful experience working with a team of people (cross functionally and leading Jr. sales AEs/SDRs) to win complex deals
  • Successful experience selling reasonably complex software solutions
  • Experience in recruiting solid sales AEs (participation at least if not leading)
  • Experience in mentoring, coaching if not leading and managing other sales AEs/SDRs
  • Experience in very early stage tech start ups is a plus
  • Experience in selling to commercial real estate (asset management, property management), municipality, hospitals, airports, universities, parking operators is a plus


  • Hungry for responsibility, impact, and growth
  • Humble to learn, curious to learn, open-minded to learn
  • Team first
  • Strong sense of ownership
  • Treat others with respect, empathy, and constructive candor


  • Competitive OTE and base.
  • 100% coverage of medical, dental, and vision insurances.
  • 401K plan with 3% company hard match.
  • $100 monthly data plan.
  • Unlimited paid time off.
  • Expenses for setting up home-office.

Email your resume to for an interview with the CEO directly! Apply here:

About Smarking

Smarking is a group of passionate MIT PhDs, data scientists, Silicon Valley engineers, and battle-tested business professionals, committed to enable highly efficient urban mobility by building the digital infrastructure for the massively overlooked $131B parking industry.

Smarking is hired by organizations like Brookfield Properties, City of Miami, ABM Industry Groups, and many other enterprise industry leaders to turn their parking data into business results. Smarking's dynamic pricing engine has been creating 40%-400% revenue uplift for online parking sales at parking facilities in Chicago, NYC, Boston, and many other cities, without any manual involvement required from property managers, leveraging fully automatic algorithm-driven yield management technologies similar to the airline and hotel industries.

By providing the very first business intelligence and yield management enterprise SaaS to the parking industry, Smarking is establishing itself as an emerging leader in the US parking market. Smarking currently works with 2,500+ parking locations cross North America, based in San Francisco, and backed by top investors like Khosla Ventures and Y Combinator.

Why you should join Smarking

Smarking is a group of hyper-driven MIT PhDs, data scientists, engineers, transportation experts, and battle-tested business professionals working to solve the notorious parking problem via a unique enterprise approach. Smarking aims to enable highly efficient urban mobility by digitizing parking spaces and distributing parking inventory dynamically, in order to get the world ready for the connected, shared, and autonomous future.

Backed by top VCs like Y Combinator and Khosla Ventures, Smarking has brought its solution to over 2,500 parking locations across North America. For the first time, cities, parking asset owners, and parking operators can make data-driven decisions easily. Smarking also launched the industry’s first fully automatic dynamic pricing engine, producing 40%-400% revenue uplifts for online sales at at parking locations Chicago, NYC, Boston, and many other cities.