Demo

CTO- Chief Technology Officer LendingWise Broker Better. Lend Smarter

Lendingwise
Miami, FL Full Time
POSTED ON 1/14/2025
AVAILABLE BEFORE 4/3/2025

Job Title : Chief Technology Officer (CTO)

Location : Remote or Hybrid (Miami, Fl)

Employment Type : Full-Time

Who We Are

We are a profitable, fast-growing B2B SaaS platform powering lenders, brokers, and small financial institutions nationwide. Our platform supports the entire lending lifecycle across private mortgages (bridge, fix-and-flip, DSCR), CRE lending, SBA, merchant cash advances, and more. We have a strong brand, a growing roster of clients like CV3, Cross River Bank, and a dedicated team of 5 person dev team and 2 product owners committed to solving complex challenges in the lending space.

Despite our substantial growth and loyal customer base, we remain entirely self-funded (no VC or private equity). This allows us to chart our own course and maintain flexibility in building out our ambitious product roadmap. Our vision is to continually modernize our platform, stay on the cutting edge of lending technology & integrations, and prime ourselves for a future raise and / or exit—an upside our new CTO will be strongly incentivized to share in.

Why This Role Is Exciting

  • Impactful Industry : As a key executive, you will help shape the next generation of lending software in an industry ripe for innovation.
  • Equity Participation : We offer an aggressive equity pool for the right candidate. You’ll have a front-row seat to future valuation events (fundraising or exit) that could greatly amplify your stake.
  • Proven Platform & Growth : We have a strong brand reputation with consistent ARR, significant revenue from 250 customers, and a substantial future pipeline.
  • Team & Culture : Join a lean, highly motivated core team of 5 developers, 2 testers, and 2 product owners. We value collaboration, innovation, and accountability.
  • Full Control & Ownership : With no VC or PE involvement, your technical roadmap will have real influence—this is your chance to shape the entire product suite and technology vision.

Our Current Tech Stack & Challenges

  • Stack : PHP (core php and custom MVC framework), MySQL, HTML, Bootstrap, JavaScript, AWS
  • Legacy Codebase : Built initially in 2009, our codebase has been refactored to MVC over time but still requires modernization.
  • Platform Structure : Multi-tenant with a custom-built ORM for basic CRUD, running on fully scalable AWS infrastructure.
  • Ambitious Roadmap : We have big plans—ranging from microservices to advanced analytics and machine learning—but are constrained by resource limitations.
  • Team Size : Currently 5 devs, 2 testers, 2 product owners. We need a strategic leader who can motivate, mentor, and expand this team effectively.
  • What You’ll Do

  • Technology Vision & Strategy
  • Craft the long-term architecture, product evolution, and roadmap for our entire SaaS platform.

  • Balance tech debt repayment with new feature development to keep us competitive and future-ready.
  • Team Leadership & Growth
  • Manage and mentor a talented dev squad (and quickly add more talent to the bench).

  • Foster a culture of continuous improvement, high-quality code, and agile delivery.
  • Platform Modernization
  • Guide the transition from a monolithic, legacy codebase to a scalable, modular, and resilient infrastructure on AWS.

  • Evaluate and implement best practices around microservices, automated CI / CD, containerization, and more.
  • Lending-Specific Innovations
  • Champion innovation in lending technology, leveraging your industry expertise to prioritize the right features and integrations.

  • Collaborate with product owners and SME teams to architect solutions for new lending verticals and complex compliance requirements.
  • Cross-Functional Collaboration
  • Work closely with the CEO, product, and sales teams to align technology goals with business objectives.

  • Present and communicate technical decisions and trade-offs to leadership, customers, and stakeholders.
  • Drive Results in a Bootstrapped Environment
  • Navigate resource constraints by being inventive and applying lean engineering principles.

  • Identify strategic projects that can deliver the highest ROI and keep the company on track for long-term success.
  • What We’re Looking For

  • Proven Lending Industry Expertise : You understand the nuances of private mortgage lending, CRE, SBA, or similar financial products.
  • Seasoned Engineering Leader : 7 years in technology leadership (Director / VP / CTO) with a track record of shipping scalable SaaS applications.
  • Tech Debt Management Experience : Demonstrated success balancing legacy system rewrites with iterative feature delivery.
  • Hands-On Technical Skills : Comfort with PHP, MySQL, JavaScript, AWS, plus knowledge of modern DevOps and agile methodologies.
  • Growth Mindset & Entrepreneurial Spirit : Thrives in a fast-moving, resource-constrained environment; can rapidly scale teams, processes, and product.
  • Culture Fit : Collaborative, transparent, and mission-driven. Willing to roll up your sleeves and lead by example.
  • What We Offer

  • Competitive Compensation Significant Equity : We firmly believe in rewarding our CTO with an aggressive equity package . When we raise or exit, you will have a meaningful stake.
  • Autonomy & Influence : Your ideas and leadership will directly shape our product and our path to market dominance.
  • Opportunity for Professional Growth : Join a thriving startup environment where your leadership can propel the team and platform to the next level.
  • Work-Life Balance : Flexible work arrangements, remote or hybrid, and a culture built on mutual trust.
  • Ready to Lead the Future of Lending?

    If you’re excited about modernizing a powerful SaaS platform, driving tech strategy in the lending sector, and reaping the rewards of an eventual raise or exit, we want to hear from you!

    Apply Now

    Submit here on this page, but also send your resume, a brief intro, and any relevant work samples to [chris AT lendingwise DOT com]. Please include “CTO Application – [Your Name]” in the subject line

    J-18808-Ljbffr

    If your compensation planning software is too rigid to deploy winning incentive strategies, it’s time to find an adaptable solution. Compensation Planning
    Enhance your organization's compensation strategy with salary data sets that HR and team managers can use to pay your staff right. Surveys & Data Sets

    What is the career path for a CTO- Chief Technology Officer LendingWise Broker Better. Lend Smarter?

    Sign up to receive alerts about other jobs on the CTO- Chief Technology Officer LendingWise Broker Better. Lend Smarter career path by checking the boxes next to the positions that interest you.
    Income Estimation: 
    $323,592 - $466,778
    Income Estimation: 
    $367,615 - $585,869
    Income Estimation: 
    $187,890 - $240,773
    Income Estimation: 
    $208,393 - $280,632
    Income Estimation: 
    $217,249 - $295,152
    Income Estimation: 
    $91,486 - $118,193
    Income Estimation: 
    $111,369 - $141,168
    Income Estimation: 
    $117,871 - $153,580
    Income Estimation: 
    $109,939 - $144,341
    Income Estimation: 
    $114,500 - $144,633
    Income Estimation: 
    $114,500 - $144,633
    Income Estimation: 
    $131,745 - $167,716
    Income Estimation: 
    $144,503 - $184,592
    Income Estimation: 
    $102,541 - $137,871
    Income Estimation: 
    $153,752 - $200,235
    Income Estimation: 
    $155,218 - $198,966
    Income Estimation: 
    $188,900 - $249,994
    Income Estimation: 
    $187,890 - $240,773
    View Core, Job Family, and Industry Job Skills and Competency Data for more than 15,000 Job Titles Skills Library

    Not the job you're looking for? Here are some other CTO- Chief Technology Officer LendingWise Broker Better. Lend Smarter jobs in the Miami, FL area that may be a better fit.

    Chief Technology Officer (CTO)

    Matrix Tutors, Miami, FL

    Chief Technology Officer

    The University of Miami, Coral, FL

    AI Assistant is available now!

    Feel free to start your new journey!