or apply directly on Counterpart's site. We never take the application ourselves.
Is this posting real?
- This role has been open
- 26 days Counterpart's roles stay open a median of 45 days
- Reposted
- No
- Salary listed
- No 82% of Counterpart's roles list one
- Ghost-job risk at Counterpart
- high 7 stale, 1 reposted of 11 open
- Hiring momentum
- 14 roles opened in the last 90 days ↑ up vs. the prior 90 days
- Last confirmed on the employer's board
- 2026-09-17
Measured from postings appearing on and disappearing from Counterpart's own greenhouse board since 2026-08-03. Full hiring picture for Counterpart.
About this role
As the VP of Engineering at Counterpart, you will lead a flat engineering organization focused on scaling operations through AI-driven solutions. Your responsibilities include setting the technical vision, managing engineering operations, and overseeing talent development while ensuring compliance with industry regulations. You will collaborate closely with the CEO and other leaders to refine software development processes and represent the technology strategy to the board and external partners.
- benefits
- 5/5
- freshness
- 4/5
- career value
- 5/5
- role clarity
- 5/5
- pay transparency
- 0/5
Scored from the posting itself — how clearly the role is described, how much it says about pay and benefits, and how recently it was listed. Not a judgement of Counterpart as an employer.
What you need
- 12+ years of engineering leadership experience
- Experience leading engineering organizations through multiple company-stage transitions
- Strong point of view on AI-native engineering
- Deep technical fluency in system architecture, AI and data infrastructure, and deployment pipelines
- Customer empathy and product sense
- Experience leading fully distributed teams with high trust and accountability
Nice to have
- Experience in regulated industries (insurance, fintech, healthcare, or similar) is a strong plus
What you get
- Fully remote workplace
- Unlimited Vacation
- Work from Anywhere
- Stock Options
- Health, Dental, and Vision Coverage
- 401(k) Retirement Plan
Worth weighing
- No salary listed
- Focus on AI-native engineering may require adapting to new methodologies
- High level of responsibility in a flat organization may lead to significant pressure
Summarised from Counterpart's posting. Read the full original.
Listed by Counterpart on their greenhouse job board, last confirmed open on 2026-09-17. PitchMeAI is not the employer.