[Remote] VP of Operations, Software & Product

Note: The job is a remote job and is open to candidates in USA. Plan Left is a startup software company seeking a VP of Operations, Software & Product. This role involves working closely with the founder to manage day-to-day operations and product management, ensuring the company runs efficiently and scales effectively.ResponsibilitiesYou run the company on EOS, OKRs, or a hybrid that fits how the team worksYou own the weekly cadence, the scorecard, and the accountability chart, and you hold people to their commitmentsYou map and document the core processes for the business and each of its products, then improve them so output per dollar and per hour keeps climbing as the company growsYou own a single prioritized roadmap across the product portfolio, translate strategy into shipped work, and keep status visible so nothing stalls in the gap between idea and releaseYou bring a strong sense of UI and UX to every product decision and hold the bar on what good looks like, whether you are shaping it yourself or directing the people who doYou stand up the marketing and go-to-market motions that produce new sales quickly, giving the business the momentum that funds its next stage of growthYou build the operational backbone that supports growth, and you grow a small team beneath you as the company expandsInstall the Operating SystemStand up EOS or OKRs with a weekly cadence and a live scorecard, so the team runs on a rhythm everyone can seeCapture the core processes for each product and get the team following them, so the business runs on systems rather than memoryBring the portfolio onto one prioritized roadmap with status visible, so everyone knows what is shipping and whenBuild the go-to-market motions that bring in new sales, giving the role momentum and funding its growthSkillsA career that blends marketing and technology, so you understand both how products get built and how they get soldA strong eye for UI and UX, ideally with a design background or hands-on design experienceComfort working alongside technology and product teams, without needing to be deeply technical yourself. Terminal level skills and a developer background are a bonus, not a requirementFluency with AI as a daily working tool, with strong prompting and custom Claude Projects or comparable workflows you have built to get real work doneHands-on experience running EOS, OKRs, or a similar operating system inside a real companyA track record of operational excellence, with examples of processes you built that made a team faster, cleaner, and more accountableProduct management experience across more than one product, with the judgment to prioritize across competing roadmapsThe range and judgment of a senior operations leader who can own the entire operation, from systems and team to product and growthA strong bonus if you have already built, scaled, and exited a software company, because you will recognize this path from the inside and know where it tends to bendCompany OverviewPlan Left has shown commitment to understanding my business and they proactively make suggestions to improve my online efforts. It was founded in 2012, and is headquartered in Nashville, Tennessee, USA, with a workforce of 11-50 employees. Its website is https://www.planleft.com.