--- title: 'Chief of Staff at Twodots' canonical: 'https://feeny.ai/job/chief-of-staff-twodots-santa-monica-gnabms8qgn3s' type: 'job' last_seen: '2026-09-09' --- # Chief of Staff at Twodots - **Company:** Twodots - **Location:** Santa Monica, CA - **Compensation:** $110k–$160k - **Work type:** onsite - **Posted:** 2023-08-02 - **Last confirmed live:** 2026-09-09 - **Apply:** https://jobs.lever.co/twodots/ccd1b8bd-15bb-47ed-841a-ce5af4ba4727 ## Job description As Chief of Staff you will play an essential role within our organization, serving as a right hand to our CEO, helping the company to scale efficiently as we experience rapid growth. To start, a key component of this role will be recruiting. Ultimately we are looking for a true "jack of all trades" – someone who is willing to roll up their sleeves, where no task is too big or small. We need a person with a "get it done" attitude and a solutions-oriented mindset who thrives in a fast-paced, entrepreneurial environment. ## Key Responsibilities - Assisting the CEO in the decision-making process by providing necessary data and information - Put in place innovative hiring methods to help Two Dots bring in the best talent - Work closely with company leaders to grasp their hiring goals and ideal team member characteristics - Pick out and assess candidates to ensure they are high-quality talentCoordinating and driving execution of strategic initiatives to ensure projects are completed timely and [successfully.](http://successfully.Oversee) - Oversee and manage special projects, ensuring they are completed in a timely manner and within budget ## Qualifications - Bachelor’s degree in Business, Finance, or a related field - 4+ years of experience in a strategic role within a fast-paced, startup environment - Excellent communicator in written and verbal form - Extremely versatile, dedicated to efficient productivity - Ability to manage multiple projects simultaneously and meet deadlines ## About Twodots ## Company Overview - **One-liner**: Two Dots builds an AI-powered conversational underwriting agent that automates income verification, fraud detection, and tenant/lending decisions for real estate operators and financial institutions. - **Entity Type**: Private (Series A) - **Headquarters**: San Francisco, CA, United States - **Founded**: 2022 - **Founders**: Henson Orser, Max Ponte ## Core Business - **Primary industry/industries**: Real estate technology (proptech), consumer lending, AI-powered underwriting - **Target customers**: B2B – multifamily property managers, lenders, and financial institutions (enterprise and SMB) - **Mission or purpose**: “Unlock unstructured financial documents to unlock smarter financial decisions” – automating underwriting to make it faster, fairer, and fraud-resistant. ## Products & Services - **Eve (Conversational Underwriting Agent)**: AI agent that handles the entire applicant interaction – identity verification, document collection, income & employment verification, credit, criminal, eviction, and fraud checks – returning a defensible approve/deny recommendation in minutes. - **Lending Product**: Agentic underwriting for consumer lenders (mortgages, personal loans, etc.). - **Document Extraction API**: Straight-through processing (STP) API for parsing unstructured financial documents. - **NOI Max Tier**: AI rent pricing, leasing criteria optimization, and acquisition intelligence for multifamily operators. ## Market Standing - **Valuation**: Not publicly available - **Key Metric**: 1M+ units screened across 43 states; 7M+ documents processed; average savings of ~$2M per year per 10,000 units for customers. - **Notable Investors/Partners**: Y Combinator (S22 batch); clients include BH Management, Pretium, Fogelman, MG Properties, Cerberus, FirstKey, RAM Partners, Moss & Associates, Timberland Partners, Corcoran, Van Metre. - **Growth Signals**: Recently completed a Series A; 70%+ reduction in bad debt for clients; expanding from tenant screening into consumer lending; team size of 28 (as of mid-2024) with active hiring across engineering, sales, and machine learning. ## Competitive Advantages - **AI-native design**: Built to handle complex income types (gig, 1099, self-employment, benefits) that traditional W-2 workflows cannot process – roughly 42% of multifamily applicants fall into this category. - **End-to-end automation**: Replaces a legacy stack of 3–5 separate vendors with one platform, eliminating manual handoffs. - **Proven ROI**: Verified outcomes include 70%+ bad-debt reduction and approval times compressed from days to minutes. - **Regulatory compliance**: SOC 2 Type II certified, FCRA-regulated, and FHA-regulated, providing defensible audit trails. ## Strategic Focus - **Scale platform adoption** across the top multifamily operators and enter the consumer lending market more broadly. - **Integrate additional data sources** (payroll, bank data) to further streamline underwriting. - **Continue to invest in AI** to handle edge cases (currently triaged by a US-based specialist team) and reduce human intervention over time. ## Why Work Here - **Culture**: Mission-driven, low-meeting environment (two recurring meetings per week), heavy emphasis on execution and end-to-end ownership. “Ideas don’t really matter. Completed projects do.” - **Work policy**: Fully in-person (San Francisco HQ). - **Team & stage**: ~28 people with strong product-market fit; employees report a steep learning curve and ability to shape the company’s direction. - **Perks**: Health insurance (healthcare benefits), competitive salary + equity (e.g., MTS Machine Learning: $350K–$400K + 0.10%–1.00% equity). - **Hiring roles**: Account Executive, Backend Engineer, Chatbot Engineer, MTS Machine Learning, Sales Development Representative, Product Engineer (new grads to senior). ## Sources 1. [twodots.com](https://www.twodots.com/about) – Company overview and mission 2. [ycombinator.com](https://www.ycombinator.com/companies/two-dots) – YC company profile, founding story, batch info 3. [ycombinator.com/jobs](https://www.ycombinator.com/companies/two-dots/jobs) – Job listings with salary bands, equity, team size 4. [builtin.com](https://builtin.com/company/two-dots) – Detailed product description, customer outcomes, benefits 5. [twodots.com/resources](https://www.twodots.com/resources/a-spotlight-on-two-dots) – Culture deep-dive, Series A mention, work philosophy ## Other roles at Twodots - [Customer Success Associate](https://feeny.ai/job/customer-success-associate-twodots-santa-monica-zmj5967mcak0) — Santa Monica, CA - [Customer Success Lead](https://feeny.ai/job/customer-success-lead-twodots-santa-monica-3q1p1jm4w2xe) — Santa Monica, CA - [Account Executive](https://feeny.ai/job/account-executive-twodots-santa-monica-5j32703bmcv9) — Santa Monica, CA - [Chief of Staff](https://feeny.ai/job/chief-of-staff-bisnow-new-york-0mq8mw97mmp5) — New York, NY - [Chief of Staff](https://feeny.ai/job/chief-of-staff-pennylane-sas-paris-9p1qm8k9by34) — Paris, France - [Chief of Staff](https://feeny.ai/job/chief-of-staff-sitreps-portland-bevzjkz40a2n) — Portland, OR - [Chief of Staff](https://feeny.ai/job/chief-of-staff-viam-new-york-cfvgrg1194w4) — New York, NY - [Chief of Staff](https://feeny.ai/job/chief-of-staff-cohere-new-york-d36qy9ywqzx1) — New York, NY - [Chief of Staff](https://feeny.ai/job/chief-of-staff-trulioo-san-francisco-1zqtdjgzg2bw) — San Francisco, CA - [Chief of Staff](https://feeny.ai/job/chief-of-staff-trulioo-san-diego-pss5sfzn0th6) — San Diego, CA