{"id":198929,"url":"https://alion.io/job/counterpart-vp-of-engineering","title":"VP of Engineering","company":{"id":99053,"name":"Counterpart","domain":"yourcounterpart.com","url":"https://alion.io/company/counterpart","size_band":"201-500","is_staffing_agency":false,"employer_type":"direct","is_intermediary":false,"listed_via":null,"ats_vendor":"Greenhouse","truth_index":{"grade":"B","score":77,"open_postings":10,"ghost_share":0.3,"stale_share":0,"repost_share":0,"time_to_fill_p50_days":182,"computed_at":"2026-10-31T05:58:55Z"}},"role":"Leadership","role_family":"Leadership","seniority":"head","employment_type":null,"work_mode":"remote","remote_scope":"stated_countries","remote_scope_basis":"board_field","remote_working_hours":null,"hiring_geo_confidence":"structured","locations":[],"countries":[],"hiring_countries":["US"],"hiring_countries_total":1,"salary":{"min":250000,"max":400000,"currency":"USD","period":"year","gross":null,"usd_annual":400000},"salary_estimate":null,"experience_years_min":12,"visa_sponsorship":false,"relocation_package":false,"has_equity":true,"technologies":[{"name":"HIPAA","optional":false},{"name":"SOC 2","optional":false}],"status":"live","first_seen_at":"2024-02-07T16:02:18Z","employer_posted_date":"2026-10-20","last_verified_at":"2026-10-31T11:31:40Z","board_verified":true,"closed_at":null,"days_open":996,"trust":{"level":"ghost","repost_count":0,"flags":["stale","company_stale"],"days_open":996},"description":"VP of Engineering \nCounterpart believes in small businesses and is dedicated to helping them do more with less risk. By pairing leading insurance experts with cutting-edge technology, Counterpart empowers small business owners to grow with confidence. Exceptional underwriters, trusted insurance brokers, and prominent insurance carriers come together on the Counterpart platform to support small businesses by providing AI-driven management and professional liability underwriting and claims services. That’s where you come in…\nCounterpart is building the first AI-native insurance company. We are redesigning how we operate from the ground up so that every person carries real context, real ownership, and real leverage, and the system carries the rest. As VP of Engineering, you will lead our flat-by-design engineering organization. Scaling our impact through better infrastructure, better context systems, and agents that compound every engineer's output. You will own the technical vision, engineering operations, and people strategy for the function, and you will represent Counterpart's technology strategy to the board.\nAs VP of Engineering, you will:\nEvolve how our flat engineering organization scales with agents. Ensure and retain high talent density. Drive efficiency by leveraging AI. Set the forward-looking technical vision that supports the business.\nShape how Counterpart builds software in an AI-native world. Partner with the CEO, engineering leaders, and technical product managers to refine how we build, how we operate, and how we compound output.\nRun Engineering as a function that allocates its people and agents across competing initiatives. Own the allocation decisions, engineering standards, delivery quality, and the mechanisms to ensure project teams maintain technical coherence while operating independently.\nOwn the infrastructure that enables AI-native engineering: developer experience, AI and data platforms, and system infrastructure.\nOwn hiring, performance management, compensation, and talent development for the engineering organization. Partner with the Head of People and the Chief of Staff to ensure Engineering's people model and operations fit the company's operating cadence.\nEnsure our systems meet high standards for reliability, observability, and security, including compliance with SOC 2, HIPAA, and NYC Cybersecurity regulations.\nRepresent Counterpart's technology capabilities internally and externally, aligning with leadership, partners, and investors to communicate vision and execution.\nYOU HAVE:\n12+ years of engineering leadership, with experience leading engineering organizations through multiple company-stage transitions. You have operated at a scale that regularly required engagement with the board, investors, and executive leadership. You know what great engineering organizations look like at each stage and what structures break when the company outgrows them.\nA strong point of view on what AI-native engineering looks like. Not just using AI tools. You have thought deeply about how AI changes the role of the engineer, the shape of the engineering org, and the economics of software delivery. You hold opinions on where the industry is going, and you can defend them. You also know where the hype outpaces reality.\nDeep technical fluency to form strong opinions on system architecture, AI and data infrastructure, and deployment pipelines.\nCustomer empathy and product sense. You think about business and technology together, never one at the expense of the other. You constantly look for ways to enable the business through technology: building new capabilities while improving the systems underneath. You do not refactor for refactoring's sake, and you do not ship features on a foundation that cannot support them.\nExperience leading fully distributed teams with high trust and high accountability.\nExperience in regulated industries (insurance, fintech, healthcare, or similar) is a strong plus. You understand that compliance (SOC 2, HIPAA, state cybersecurity regulations) is a constraint you build into systems, not an afterthought you bolt on.\nWHO YOU’LL WORK WITH:\nTanner Hackett, CEO\nTobias Schuler, Chief Underwriting Officer\nKelly North, VP of Revenue \nAli Fiedler, Head of People\nChris Shafer, Chief of Staff \nDave Lin, Head of Product \nRon Alexessen, Engineering Manager\nChad Nierenhausen, Engineering Manager\nJon Mendez, Engineering Manager\nNewton Troung, Engineering Manager\nJulian Prokay, Principal Engineer\nDerrick Franco, Principal Engineer\nBen Nickerson, Technical Product Manager\nNatalie Anderson, Technical Product Manager\nAbhi Singh, Technical Product Manager \nWHAT WE OFFER\nFully remote workplace\nUnlimited Vacation: We offer flexible time off, allowing you to take time when you need it.\nWork from Anywhere: Counterpart is a fully distributed company, meaning there is no office. We allow employees to work from wherever they do their best work, and invite the team to meet in person a couple times per year.\nStock Options \nHealth, Dental, and Vision Coverage\n 401(k) Retirement Plan\nParental Leave\nHome Office Allowance: to set up your home office with the necessary equipment and accessories.\nWellness Stipend\nBook stipend\nProfessional Development Reimbursement\nNo working birthdays: Take your birthday off, giving you the opportunity to relax, enjoy your special day, and spend time with loved ones.\n Charitable Contribution Matching\n\nOur estimated pay range for this role is $ 250,000 to $400,000. Base salary is determined by a variety of factors, including but not limited to, market data, location, internal equitability, and experience.\nWe are committed to being a welcoming and inclusive workplace for everyone, and we are intentional about making sure people feel respected, supported and connected at work-regardless of who you are or where you come from. We value and celebrate our differences and we believe being open about who we are allows us to do the best work of our lives.\nWe are an Equal Opportunity Employer. We do not discriminate against qualified applicants or employees on the basis of race, color, religion, gender identity, sex, sexual preference, sexual identity, pregnancy, national origin, ancestry, citizenship, age, marital status, physical disability, mental disability, medical condition, military status, or any other characteristic protected by federal, state, or local law, rule, or regulation.","description_format":"text","description_chars":6432,"description_truncated":false,"requirements":{"experience_years_min":12,"management_years_min":null,"team_size_min":null,"manages_managers":false,"education":null,"security_clearance":false,"languages":[]},"benefits":["Flexible time off","Home office","Parental leave","Professional development","Retirement plans","Stock options"],"hiring_locations":[{"name":"United States","iso":"US","kind":"country"}],"hiring_excludes":[],"relocation_offered":false,"industries":["Property & Casualty Insurance","InsurTech"],"lifecycle":[{"event":"open","at":"2026-09-04T00:54:21Z"}],"visa":[],"liveness":{"score":8,"band":"cold","label":"Long shot","p_open":1,"p_active":0.3,"p_room":0.28,"age_days":996,"expected_fill_days":182,"reasons":["conf:1","ghost","win:tail","crowd:"],"computed_at":"2026-10-31T05:58:55Z"},"pay":{"stated_usd_annual":400000,"is_top_pay":true},"html_url":"https://alion.io/job/counterpart-vp-of-engineering","json_url":"https://alion.io/job/counterpart-vp-of-engineering.json","meta":{"generated_at":"2026-10-31T13:29:22Z","cache_seconds":300,"methodology":"https://alion.io/methodology","terms":"https://alion.io/terms","contact":"https://alion.io/contact","api":"https://alion.io/developers","about":"Alion is a live layer of people, companies and AI agents: who they are, whether they are real and active right now, what they do and how to work with them, readable by people and by agents and paid per call.","catalog":"https://alion.io/catalog.json","usage":{"tier":"crawler_verified","counted_by":"address","units_charged":1,"used_today":20923,"day_limit":null,"remaining_today":null,"minute_limit":300,"resets_at":"2026-11-01T00:00:00Z"}},"offers":[{"id":"company.slices","title":"One company in depth, by slice","status":"live","price":{"credits":0.02,"usd":0.002,"plus_per_slice":{"credits":0.05,"usd":0.005}},"unit":"per company, plus each slice with data","note":"the employer in depth","call":{"mcp_tool":"get_company","arguments":{"id":99053},"rest":"https://alion.io/mcp/rest/get_company?id=99053"},"human":"https://alion.io/catalog?offer=company.slices&for=job%2Fcounterpart-vp-of-engineering"},{"id":"market.stats","title":"A market slice: pay, demand and time to fill","status":"live","price":{"credits":1,"usd":0.1},"unit":"per slice","note":"pay, demand and time to fill for this role and place","call":{"mcp_tool":"market_stats"},"human":"https://alion.io/catalog?offer=market.stats&for=job%2Fcounterpart-vp-of-engineering"},{"id":"job.search","title":"Open jobs by role, technology, place, pay and visa","status":"live","price":{"credits":0.02,"usd":0.002},"unit":"per posting in a list","note":"similar open postings","call":{"mcp_tool":"search_jobs"},"human":"https://alion.io/catalog?offer=job.search&for=job%2Fcounterpart-vp-of-engineering"},{"id":"company.verify","title":"Is this company real and active right now","status":"pilot","price":null,"unit":"per company","request":{"url":"https://alion.io/catalog/request","method":"POST","body":"{\"offer\": \"company.verify\", \"for\": \"job/counterpart-vp-of-engineering\", \"note\": \"what you need it for\"}"},"human":"https://alion.io/catalog?offer=company.verify&for=job%2Fcounterpart-vp-of-engineering"}],"agent":{"mcp":"https://alion.io/mcp/jobs","mcp_open":"https://alion.io/mcp/open","next":[{"tool":"get_job","arguments":{"id":198929}},{"tool":"search_jobs","arguments":{"company":"yourcounterpart.com","detail":"compact"}},{"tool":"match_people","arguments":{"job_id":198929},"note":"people open to offers who fit this vacancy"}],"note":"The same data through MCP tools: https://alion.io/mcp/open needs no sign-in (compact searches, postings, people); https://alion.io/mcp with an Alion account has everything. Docs: https://alion.io/developers"}}