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Permit Operations Lead (Midwest Remote)

permitflow

Remoto USA
Advertising

Job Score

100 pts
Remote model (+90) Advertising (+10)

PermitFlow is redefining how America builds. We’re an applied AI company serving the nation’s builders, tackling one of the largest information challenges in the economy: understanding what can be built, where, and how. Our AI agent workforce helps the fastest-growing construction companies navigate everything from permitting and licensing to inspections and project closeouts – accelerating housing, clean-energy, and infrastructure development across the country.

Despite being a $1.6T industry, construction still suffers from massive delays, wasted capital, and lost opportunity. PermitFlow has already delivered unprecedented speed, accuracy, and visibility to over $20B in development, helping contractors reduce compliance time, de-risk projects, and scale with confidence.

As the U.S. enters a new capex supercycle across data centers, factories, housing, and renewables, joining PermitFlow means building the AI infrastructure at the core of every construction project driving the next wave of reindustrialization.

We’ve raised over $90M, most recently completing our Series B, from top-tier investors including Accel, Kleiner Perkins, Initialized, Y Combinator, Felicis, and Altos Ventures, with backing from leaders at OpenAI, Google, Procore, ServiceTitan, Zillow, PlanGrid, and Uber.

Who You Are

  • Customer-Centric: You excel at building and maintaining strong customer relationships, understanding each customer’s unique needs, and identifying how PermitFlow can support their success and growth. You are comfortable and thrive at connecting with customers virtually – spearheading meetings and serving as the face of PermitFlow in all your interactions.

  • Construction Permitting Expert: You have extensive hands-on experience in construction or construction permitting directly, with a thorough understanding of regulations, compliance, and the full permit lifecycle. You’re excited about this space and the construction industry at large.

  • Team Player: You’re a key contributor to the pilot process, ensuring a seamless customer journey from software adoption to full implementation. Collaboration is your strength, and you thrive in a cross-functional environment.

  • Analytical Thinker: You’re data-driven in your decision-making. You know how to gather, interpret, and leverage data to enhance customer conversations and improve processes.

  • Tech-Forward & Adaptable: You’re comfortable leveraging AI tools and emerging technologies to improve workflows and customer outcomes. You’re eager to learn and implement new software features, and you adapt quickly — ready and able to pivot to new processes at a moment’s notice.

What You’ll Do

  • Customer Point of Contact: Serve as the primary resource for customers, keeping them informed on permit status, timelines, and requirements.

  • Team Development: You are comfortable providing clear training, coaching, feedback, and direction to junior team members and oversee their work. You have the skillset to effectively manage a team, hold 1:1s with them, and empower them to learn more.

  • Manage the Permit Process: Oversee the end-to-end lifecycle of permit applications, including researching requirements, preparing forms, gathering documentation, and submitting applications to the relevant authorities.

  • Generate Reports: Produce detailed reports on permit progress, delivering regular, clear updates to customers and stakeholders.

  • Optimize Processes: Continuously identify opportunities for improvement, implementing best practices that streamline workflows, reduce bottlenecks, and enhance operational efficiency.

  • Ensure Compliance and Accuracy: Guarantee that all permit applications are complete, accurate, and compliant with jurisdictional standards and requirements.

  • Monitor and Expedite Approvals: Track permit statuses proactively, engaging with authorities to move applications forward as efficiently as possible.

Qualifications & Fit

  • 3-5+ years of relevant experience: Proven track record in construction permitting, project management, or a similar role—ideally within a SaaS or tech-driven environment.

  • Local Permitting Knowledge: Hands-on, working knowledge of the permitting landscape across the Midwest, with priority given to candidates deeply familiar with Minnesota, Michigan, Iowa, and Wisconsin specifically, plus general familiarity with permitting practices across other Midwest states.

  • Established Municipal Relationships: Existing relationships with municipalities and inspectors in these states — someone who brings local trust and rapport on day one rather than having to build it from scratch.

  • Regional Escalation Point: Comfortable acting as the on-the-ground point of escalation when local jurisdictions push back on remote or third-party submissions.

  • Expediter Unblocking: Demonstrated ability to identify and unblock restrictions that municipalities place specifically on third-party permit expediters, and a track record of working through (or around) those restrictions to keep permits moving.

  • Exceptional project management skills: Ability to balance multiple projects and deadlines without sacrificing attention to detail.

  • Outstanding communication: Strong interpersonal skills with the ability to work cross-functionally, manage customer relationships, and collaborate with AHJs.

  • Leadership experience: Preferred 2+ years leading, managing, and mentoring teams, including coaching, performance management, and team development.

What We Offer (Full Time Roles Only)

  • Competitive salary and meaningful equity in a high-growth company

  • 100% company-paid base medical, dental, and vision coverage for employees + healthcare FSA

  • 401(k) savings plan

  • Unlimited PTO and paid family leave

  • Home office & equipment stipend

  • Daily in-office lunch and dinner provided

  • Commuter benefits (pre-tax transit and parking)

PermitFlow provides equal employment opportunities (EEO) to all employees and applicants for employment without regard to race, color, religion, sex, national origin, age, disability, genetics, sexual orientation, gender identity, gender expression, or family status, as protected by applicable law.


We are committed to a diverse and inclusive workforce and welcome people from all backgrounds, experiences, perspectives, and abilities. All employment decisions are based on merit, qualifications, and business needs.

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About Advertising

The Advertising area is aimed at the planning, creation, and delivery of communication campaigns to promote brands, products, ideas, or services. Professionals in the sector work in advertising agencies or in-house marketing departments in creative fields (art direction, copywriting), strategic planning, account management, and media buying.

Discover Other Areas

Understand the scope of work, key skills, and tools used in different career areas.

About Blockchain

The Blockchain area involves the development and implementation of secure and distributed transaction ledgers. Professionals in this field work with smart contract development, cryptography, consensus algorithms, and platforms such as Ethereum, Hyperledger, and Solana, ensuring security and decentralization for various types of applications.

About Fullstack

Fullstack developers are versatile professionals capable of working on both frontend and backend of web and mobile applications. They master multiple technologies and can build complete products end-to-end, from the user interface to server infrastructure.

Key skills include proficiency in at least one complete stack (React/Vue/Angular + Node.js/PHP/Python/Java), databases (SQL and NoSQL), REST/GraphQL APIs, Git versioning, CI/CD, and basic infrastructure knowledge (Docker, cloud). Clean architecture, DDD, and testing are important differentiators.

Fullstack developers are highly valued in startups and companies that need versatile and autonomous professionals. The field offers opportunities from junior developer to software architect, with a focus on complete delivery, holistic product vision, and ability to work across multiple application layers.

About Design

The Design field, especially UX/UI and Product Design, has experienced significant growth in recent years. With accelerated business digitization, the demand for professionals who can create intuitive and pleasant digital experiences has never been higher.

Key skills include Figma, Sketch, Adobe XD, user research, design thinking, prototyping, and system design. Product designers are increasingly valued for their direct impact on business results.

Remote work has opened doors for Brazilian designers to work for global companies, with competitive salaries in dollars and euros.

About Sales

The Sales area is responsible for generating revenue and expanding the customer base. B2B and B2C sales professionals are fundamental for sustainable growth of any organization.

Key skills include prospecting, negotiation, CRM (Salesforce, HubSpot), sales enablement, and value consulting. The consultative and data-driven approach is increasingly valued.

Consultative sellers and senior Sales Managers have very high earning potential, with OTE (On-Target Earnings) that can exceed monthly salaries in technology companies.

About Business Analysis

The Business Analyst (BA) is the professional responsible for identifying problems, opportunities, and solutions in organizational processes, acting as a bridge between business areas and the technology development team. They gather and specify requirements, map value streams, design future processes, and help ensure that software deliveries align with the company's strategic goals.

Career Guides

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Design Career Guide

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Marketing Career Guide

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Finance Career Guide

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Communication Career Guide

Journalism, PR, Corporate Communication, Content Marketing, and Multimedia Production.

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Administration Career Guide

Business Management, HR, Logistics, Consulting, Project Management, and Entrepreneurship.

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Data Career Guide

Data Science, Data Engineering, BI, Machine Learning, and AI. From training to the job market.

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Product Career Guide

Product Management, Product Ownership, Agile, Scrum, and OKRs. From strategy to execution.

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Tech & Remote Glossary

Stop getting lost in interviews and job descriptions

The job market, especially within tech and global companies, has developed its own dialect. Not understanding these acronyms can make you lose valuable opportunities or poorly negotiate your contract. To end this problem, we created the Definitive Glossary for the Remote Professional.

🏢 Work Models & Routine

Async (Asynchronous Work)
A communication model where responses don't need to be immediate. Instead of back-to-back meetings, the team relies on well-structured documents, threads, and messages. It's the gold standard for global companies spanning multiple time zones.
Sync (Synchronous Work)
The opposite of Async. It requires the team to be online and available at the same time for meetings, live chats, and real-time collaboration.
Daily / Stand-up
A quick daily meeting (usually 15 minutes) common in Agile (Scrum) methodologies. The team answers three questions: What did I do yesterday? What will I do today? Are there any blockers?
All-Hands / Town Hall
A company-wide meeting involving all employees. Usually led by the founders (C-Levels) to present results, new goals, and answer team questions.
1:1 (One-on-One)
A recurring individual meeting between a professional and their direct manager. It is used for career alignment, feedback, and problem-solving, not just for project status updates.

💰 Contracts, Benefits & Compensation

PTO (Paid Time Off)
Instead of strict, categorized leave policies, modern US companies usually offer a flexible pool of days (e.g., 20 days of PTO, or even "Unlimited PTO") that you can use for vacations, sick days, or personal matters, while receiving your regular compensation.
Equity / Stock Options
Company ownership. The startup offers you the right to buy shares at a heavily discounted strike price in the future. If the company grows, goes public, or is acquired, these shares can be highly lucrative.
Vesting (Vesting Schedule)
The rule that controls your Equity. It usually lasts 4 years. You don't get all the shares on day one; you "earn" them gradually as you stay with the company. A "1-year Cliff" means you must stay for at least one year to receive your first batch of shares.
RSUs (Restricted Stock Units)
Unlike Stock Options (where you have the right to buy the stock), RSUs are actual shares the company grants you as a bonus or part of your compensation package, following a strict Vesting schedule.
Independent Contractor (1099 / B2B)
The most common international hiring model for global talent working for US companies. You act as a service provider (business-to-business), receiving the gross salary (often six-figure compensation) without standard local payroll tax deductions at the source.

🤖 Recruitment & Hiring Process

ATS (Applicant Tracking System)
The "robot" that reads your resume. Software like Greenhouse, Ashby, and Workday are used to filter candidates by keywords before a human even looks at the document. (Pro tip: this is why your resume must be clean, semantic, and have the right keywords).
JD (Job Description)
The document that lists the responsibilities, technical requirements, and benefits of the open position.
Cultural Fit
The interview stage that evaluates if your core values, communication style, and worldview align with the company's culture. This is the ultimate test of your Soft Skills.
Onboarding
The integration process. It's the period of your first few weeks at the company, where you get your access credentials, learn about the culture, study the internal documentation, and understand how the product works.

🚀 How to use this to your advantage?

The secret isn't just knowing what these acronyms mean, but using them actively. If during an interview for a premium tech role you ask, "How does your PTO policy and Vesting schedule work?", the recruiter will immediately perceive you as a high-level professional, familiar with the global market standards.

The remote job market requires preparation. And having the right vocabulary is the first big step to securing six-figure proposals and standing out among thousands of applicants.

Expert Tip

Generative Design and AI as a Co-pilot

If the last decade in digital design was defined by mobile standardization and UX/UI becoming the core of product development, 2026 marks the dawn of a new era. We are no longer designing just for flat glass screens; we are building intelligent ecosystems, three-dimensional environments, and autonomous algorithms.

For designers looking to stand out and secure the best six-figure remote opportunities in the US tech market, understanding where the industry is heading is no longer a "nice-to-have" differential—it's a matter of professional survival. Below, we break down the four major trends that will dictate hiring and compensation in the 2026 design landscape.

1. Generative Design and AI as a Co-pilot (Not a Replacement)

The fear of Artificial Intelligence replacing designers is officially in the past. In 2026, generative AI is deeply and natively integrated into industry-standard tools like Figma, Adobe, and Framer. The most valued skill by top-tier tech companies is no longer speed in aligning components, but rather algorithmic art direction and prompt design.

  • UI Automation: Wireframing, component variations, and complex design systems can now be generated with a few text prompts.
  • The Designer's New Role: Professionals are shifting from operational executors to curators and strategists, ensuring that AI-generated outputs align with user psychology and core business objectives.

2. Spatial Design and Spatial Computing

With the maturation of mixed reality devices (such as the Apple Vision Pro and Meta's advanced lineups), Spatial Design has evolved from an experimental niche to a mandatory department in Big Tech and forward-thinking startups.

Designing for spatial computing requires a complete paradigm shift: designers must understand Z-axis depth, visual ergonomics, spatial audio, and interactions based on eye-tracking and hand gestures. Roles like AR/VR Product Designer and 3D Interaction Designer are seeing an exponential jump in job listings, often paired with premium compensation packages.

3. Conversation Design and Invisible Interfaces (Zero-UI)

Driven by the omnipresence of Large Language Models (LLMs), the way users interact with systems has fundamentally changed. In 2026, many of the best interfaces don't rely on buttons or hamburger menus; they are conversational. UX Writing and Conversation Design have taken center stage.

  • The Challenge: How do you design the "personality" and flow of a virtual assistant so it feels natural, empathetic, and on-brand, rather than like a rigid robot?
  • The Opportunity: Designers who know how to map complex decision trees, create logical flows for voice and text, and train the empathy of AI models are being heavily scouted by top US startups.

4. Digital Sustainability and Eco-Design

The ESG (Environmental, Social, and Governance) agenda has finally reached the product design tables. The internet consumes a massive amount of energy, and in 2026, tech companies are being strictly held accountable for their digital carbon footprint.

Enter the demand for Digital Eco-Design. This involves creating lighter interfaces, optimizing user flows to reduce screen time (saving battery life and server processing power), and adopting color palettes and assets (like SVGs instead of heavy raster images) that require less energy to render. Being a sustainable designer has become a powerful B2B selling point for agencies and freelancers alike.

Conclusion: The Evolution of Talent

The 2026 design market is highly rewarding for those who embrace complexity. The barrier to entry for making "pretty screens" has dropped significantly, but the demand for professionals who can solve intricate business problems through empathy, strategy, and the mastery of new technologies has never been higher.

If you want to stay ahead of the curve and get direct access to the remote jobs that are actively looking for these specific skills, make sure to follow Mondywork's daily curation. The future of design is hybrid, remote, and full of opportunities.