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Sales Full-Time
Two Dots

Account Executive (US)

Two Dots • San Francisco

Company

Two Dots

Annual salary

$125k – $300k/yr

Location

San Francisco

Listed

51d ago

Experience:
5 to 10 years
Equity:
0.10% - 0.20% equity

Remote (listed in San Francisco).

Send us your LinkedIn and CV. If your experience fits, we'll introduce you to the recruiter filling this role.

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What you'll do

  • Run full-cycle sales from outbound prospecting through discovery, demos, negotiation, and close with institutional property managers and real estate investors
  • Generate your own pipeline through cold outreach and cold calls targeting multifamily owner-operators
  • Deliver tailored demos and presentations aligned to each prospect's specific workflow and pain points
  • Close multi-stakeholder enterprise deals over a 2-5 month sales cycle
  • Work directly with the CEO to refine messaging, strategy, and close high-value accounts
  • Own deals end-to-end and drive revenue growth for Two Dots' AI underwriting and fraud prevention platform

What you need

  • We need someone with 6-10 years of sales experience (4+ as an AE) who has experience selling into multifamily property management and closing enterprise deals. You should be comfortable generating your own pipeline through cold outreach and cold calls, and have a track record of closing contracts between $50K-$300K+ in ARR. Bonus points if you're a former property manager or have deep relationships in the institutional real estate space.

Frequently Asked Questions

How do I apply for the Account Executive (US) role at Two Dots? +

Use the Apply for a referral button on this page to send us your LinkedIn and CV. If your experience fits, we'll introduce you to the recruiter filling this role. They'll email you to check you're interested, then put you forward for this job or others that suit you better. It's free.

What does this Two Dots role pay? +

The listing gives $125k – $300k/yr.

Is this role remote? +

Yes, the listing is remote.

Interview Prep

Sample questions for a Account Executive role, written in-house to help you prepare.

How do you build a sales strategy for a new territory or account list you haven't worked before?

I start by segmenting the accounts based on fit and likely deal size, then prioritize outreach toward the highest-potential segment first rather than working through the list in whatever order it was given. I also research recent activity or triggers at target accounts to time outreach when it's more likely to land.

What data do you look at to decide whether a deal in your pipeline is actually likely to close this quarter?

I look at concrete signals, like whether a specific decision maker has engaged directly and whether next steps have a committed date, rather than relying on a self-reported probability percentage alone. Deals without a clear next step and owner tend to stall regardless of how promising the initial conversation felt.

How do you approach a renewal conversation with a customer whose usage has been declining?

I address the usage decline directly and ask what's changed, rather than pitching the renewal as if everything were fine, since ignoring a visible problem the customer already knows about undermines trust. Understanding the actual cause, whether it's a champion who left or a genuine fit issue, shapes whether the renewal conversation should focus on re-engagement or a different offering.

What's your process for building a business case that resonates with an economic buyer who wasn't involved in earlier conversations?

I translate the value discussed with day-to-day users into terms the economic buyer actually cares about, like cost savings or revenue impact, rather than repeating the same pitch that worked with a different audience. A pitch that worked for a hands-on user often needs to be reframed entirely for someone focused on budget and ROI.

See all 10 questions for this role →

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