Director of GTM Enablement

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HouseCanary is creating a more efficient real estate marketplace, where its trusted property valuations help consumers and investors enjoy a frictionless experience in buying, financing, and improving their homes. By working directly with institutional investors, HouseCanary already powers more than $200 million in real estate transactions each month. Through partnerships with leading financial institutions, HouseCanary’s ComeHome platform will enable consumers to close on more than $100 billion of real estate transactions this year. HouseCanary recently raised $65M in Series C funding as our team continues our hyper-growth. Founded in 2013, HouseCanary has built its reputation on developing unique analytics for the $30.7 trillion residential real estate market, based on big data and refined through machine learning. By combining this technology with its nationwide brokerage, HouseCanary is uniquely positioned to connect investors and consumers alike to the information that they care most about in an effort to modernize and streamline the home buying and home ownership process.


We are recognized on Built-in's Best Places to Work, including:

Colorado Best Places to Work

Colorado Best Midsize Companies to Work For

Colorado Best Paying Companies

SF Best Midsize Companies to Work For


Responsibilities:

HouseCanary is looking for an experienced Sales / GTM Enablement Leader who can roll up their sleeves in a role that is both leading strategy and executing in a fast paced startup environment. Someone who can both create a 4 quarter roadmap for our enablement function and collaborate with others to co-create and deliver highly engaging training / enablement. This role will support not just Sales but also supporting functions Customer Success, Solution Architects, SDR, & Operations. Partner closely with internal teams including Marketing and Product to build comprehensive content and collateral to support and ensure Sales and Customer Success productivity. The individual ideally has 8 - 15 years of prior experience in all aspects of enablement from new hire onboarding, new product introductions, creating curriculum, & delivering training with credibility, influence, and impact. This position reports to our VP of Revenue Operations. 


Prior experience within the Real Estate industry or Data / Analytics is desired but not required. Experience in Enablement across Field Sales, Inside Sales, and Channel Sales is preferred. Prior experience having implemented a sales methodology is preferred. We are also looking for prior experience in having rolled out enablement / L&D tools.

You might be a good fit if:

  • You have Enablement Leadership
  • You have a vision for enablement that sharpens the skills and talents of the GTM engine. Your experience spans designing, building, and giving high quality training. You have designed new hire onboarding, the annual sales kickoff, new product introductions, and skills training such as coaching, prospecting, or account planning. You can translate product strategy, industry content, and sales leadership priorities into meaningful sales training. You can share several shining examples of real work you've created, and what you learned along the way.

  • You have GTM Sense
  • You facilitate and draw the best ideas from teammates. You have the ability to think at a high level converting our GTM strategy into what that means for enablement across the revenue engine. You are comfortable at the process level ensuring training is practical and fits our Land, Adopt, Expand, & Renewal priorities. Analytics don’t scare you, because you want to measure the performance/impact of your efforts through KPI/Metrics. You want to contribute to high-level strategic decisions with the rest of the Customer & Revenue Leadership Team.

  • You have strong communication skills
  • You possess excellent communication skills and are able to influence others. You are articulate and can command a room of sales professionals. You think like a Coach to the Sales Organization shining a light on not just what they know they should do but you bring forward advanced techniques (what they don’t know….they don’t know) that support them in becoming a trusted advisor to our clients.

  • You continuously improve:
  • You know that any training/enablement does not end when the Sales Reps log off or leave the kickoff. You work to get post-mortem feedback on what worked well and what can be improved. You give and solicit feedback from teammates in order to continually raise our bar. You then adjust and refine your enablement efforts for the next batch of new hires, the next sales kickoff, or the next new product introduction. You leverage those learnings into a “drumbeat” calendar where the key messages and techniques are reinforced throughout the year. 

We strongly encourage people of color, lesbian, gay, bisexual, transgender, queer and non-binary people, veterans, parents, and individuals with disabilities to apply. HouseCanary is an equal opportunity employer and welcomes everyone to our team. If you need reasonable adjustments at any point in the application or interview process, please let us know. In your application, please feel free to note which pronouns you use (For example - she/her, he/him, they/them, etc).

More Information on HouseCanary
HouseCanary operates in the Artificial Intelligence industry. The company is located in San Francisco, CA. HouseCanary was founded in 2013. It has 134 total employees. It offers perks and benefits such as Friends outside of work, Daily sync, Open door policy, OKR operational model, Team based strategic planning and Group brainstorming sessions. To see all jobs at HouseCanary, click here.
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