Head of Revenue

Parkade is a vertical-SaaS technology system for private parking — think apartment, condo and office buildings. With Parkade, they run all aspects of their private parking lots on Parkade, including payments, assignments, gate access, CS, enforcement, etc. We now have hundreds of customers, 99%+ retention, unparalleled unit economics for a parking company and very little competition (mostly, it’s spreadsheets). 

This growth culminated in us closing our Series A late last year, which was led by a syndicate of some of America’s largest real estate companies. Hand-in-hand with our CEO, our sales team — two AEs, two SDRs and one CSM — has built our mid-market playbook, and are hitting quota quarter after quarter. 

Now it’s time to aggressively scale our go-to-market, and we’re looking for a Head of Revenue to do just that. You will play the critical role in defining our sales playbook, optimizing sales processes, growing the top-of-funnel lead volume, scaling a high-performing sales organization who closes deals, ensuring your AEs chase the right deals and aligning cross-functional teams to hit ambitious targets.

With your help, every off-street parking spot should be managed by/available on Parkade in a couple of years.

Key Responsibilities

• Own and drive rapid growth: Define and execute a strategy to scale ARR 10x within two years.

• Build and lead the sales org: Recruit, train, and mentor a high-performing team, creating a high-caliber culture of collaboration, learning and shared goals — where everyone wins – while scaling your org. 

• Experiment. Aggressively experiment with our sales motion, pricing, talk tracks and channels. Quickly double down on things that work, experiment with new ideas and close down things that are not working. 

• Crack enterprise: All of our sales to date have been one building at a time. Especially with our new real estate investors backing us, it’s time to figure out how to sell into entire portfolios at once (and you can start with theirs!)

• Run a tight ship. From CRM hygiene to ensuring we never lose track of a deal, ensure that you and your team run a clean, crisp and flawless sales operation.

• Demonstrate organization. Set clear goals for your team, while documenting resources and expectations. 

• Drive cross-functional alignment. Work closely with finance, product, operations, engineering, design, and marketing to embed a customer-centric sales mindset into every department. Feed them ideas, deliver on your promises and rally the team around our revenue goal or the new cases you’re developing.

• Create forecasts, reporting and structure: Build effective forecasting models, KPI reports, sales processes, and compensation structures. Use the data to drive your decisions. 

Who You Are

• 10+ years in SaaS sales-leadership roles, including experience at a high-growth startup, including successful VC-backed companies. 

• Proven ARR growth track record of scaling a sales team and 3x/yr (or more) revenue growth, ideally from ~$3-7m to $25-50m ARR.

• Deep understanding of modern SaaS GTM motions — PLG, SLG, hybrid, usage-based models, etc.

• Comfortable in fast-changing startup environments, with changing priorities, a multitude of deals to track at once and aggressive growth targets.

• Strong experience with key sales tools like CRMs, outbound tools, inbound tools, AI enablement tools and forecasting.

• Deep mid-market sales experience around $40k ACV, and expanding your sales motion to enterprise sales ($250k+). 

• A coach (who can play when needed) who knows how to hire, coach, and develop top talent in both outbound and inbound sales environments.

• Exceptional communication and leadership skills, with the ability to inspire and lead from the front.

Bonus Points

• You know the real estate tech space (aka “prop tech”), or know how to market to real estate companies and close deals with them. 

• You’ve written and won RFPs, especially if you won the first one(s) at prior companies. Extra bonus points if you’ve been able to convince customers not to do RFPs.  

• Previous experience with business models that include payment processing, as Parkade makes money from both SaaS fees and payments. 

Location

Strong preference given to California applicants who want to work a hybrid schedule out of our San Francisco or Long Beach offices. Applicants who live within 30 mins of a major airport and within 1,000 miles of San Francisco are also welcome to apply but will be at a disadvantage relative to California applicants, while applicants beyond 1,000mi are unlikely to be considered.

Benefits

• Competitive compensation and an equity stake in Parkade, to reflect the company owner mindset you’ll have

• Medical, dental and vision insurance to ensure all your bases are covered for you and your family

• 401k, dependent care FSAs, pre-tax commuter/parking benefits, and more

• Flexible PTO to take the time you need to rest, recharge, or take care of life -- no set limits, just responsible time off when it works for you and your team.

• Great culture embodied in our small, high-caliber team of mission-driven doers