Account Executive

Two Dots; San Francisco (CA); On-site; USD 150,000 - 300,000; Full time

Job summary

Two Dots in San Francisco’s SoMa district is hiring an Account Executive to sell our housing verification and risk infrastructure to institutional property managers and real estate investors. You’ll own end-to-end deals from outbound prospecting to discovery, demos, and closing multi-stakeholder contracts.

We seek candidates with 6–10 years’ sales experience, strong cold calling, demo and presentation skills, and exceptional written communication.

Qualifications

• Six to ten years of sales experience, with four or more years as an AE.
• Experience selling to multifamily property management or owners/operators is preferred.
• Strong cold calling and outbound prospecting skills.
• Demonstration and presentation skills are essential.
• Excellent written communication and attention to detail.
• Coachable mindset with ability to apply feedback quickly.

Responsibilities

• Run full-cycle sales: outbound prospecting, discovery, demos, negotiation, close.
• Sell to institutional property managers and owner-operators in multifamily.
• Generate your own pipeline through cold outreach and cold calls.
• Deliver demos and presentations tailored to each prospect’s workflow.
• Close customer contracts between $50k and $300k+ in ARR over a 2–5 month cycle.

Skills

Cold calling

Outbound sales

Demo presentations

Negotiation

Written communication

Attention to detail

Job description

Company Mission / Why This Matters

Two Dots builds verification and risk infrastructure for housing to help solve the housing crisis.

Company Mission / Why This Matters

Two Dots builds verification and risk infrastructure for housing to help solve the housing crisis.

Housing is too expensive because America created a single family mortgage machine to cut average people into home price inflation fueled by soft bans on new development. That worked for many decades, but when a small single family home costs several million dollars, it stops being an engine of opportunity and becomes a source of the very resentment modern mortgages were originally created to solve.

Housing supply has been restricted so much that people have started fabricating documentation or relying on bypasses and overrides to sign up for a payment they can't really afford. That conceals the problem instead of solving it.

We believe that public and private policy has to change, and that involves breaking the system that conceals our affordability crisis and leaves people without the disposable income required to live satisfying lives, fueling resentment and political instability that turns problems at home into problems for the world.

About The Role

We're hiring an Account Executive to sell Two Dots to institutional property managers and real estate investors.

You’ll own deals end to end: prospecting, discovery, demos, and closing multi-stakeholder enterprise deals in multifamily. You’ll work directly with the CEO.

What You’ll Do

• Run full-cycle sales: outbound prospecting, discovery, demos, negotiation, close.
• Sell to institutional property managers and owner-operators in multifamily.
• Generate your own pipeline through cold outreach and cold calls.
• Deliver demos and presentations tailored to each prospect’s workflow.
• Close customer contracts between 50k & 300k+ in ARR over a 2-5m sales cycle

What We’re Looking For

• 6-10 years of sales experience, with 4+ years as an AE.
• Experience selling into multifamily property management. Former property managers are a plus.
• Strong cold calling and outbound skills.
• Strong demo and presentation skills.
• Strong written communication and attention to detail.
• Coachable: you take feedback and apply it on the next rep.
• Low ego, hard worker, entrepreneurial.
• Based in San Francisco. This is an in-person role in SoMa.

Compensation

$150k base + $150k variable (commission), $300k OTE.

The Team

Henson (CEO) started his career selling FX derivatives to hedge funds at Goldman, then worked at a real estate tech startup for several years leading sales. This enables him to engage with the largest institutional property managers and real estate investors in the country and create value through those relationships.

Max (CTO) started out as a software engineer at Blend, a mortgage application company that went public, and went on to work on the search team at Google. That combination of specific consumer fintech experience and knowledge of how sophisticated ML products succeed in production made big enterprise deals work from day 1.

Some of the other members of the GTM team include surfers, car enthusiasts, Texans, and endurance athletes. Overall we like to have fun and work hard.