Note: Wyatt originally recorded the audio clip above for the Head of Engineering position at UpSmith, but pretty much everything he shared in that clip is still relevant to this Head of Product position.

Head of Product @ UpSmith

Location: Dallas, TX (in-person)

You will report to and partner closely with CEO/Founder (Wyatt Smith).

About UpSmith:

At UpSmith, we are on a mission to solve America's skilled workforce shortage. Backed by Andreessen Horowitz and other top-tier investors, we provide cutting-edge SaaS solutions to maximize productivity and foster a high-quality experience for the skilled trades workforce. We partner with employers across the country to identify high-demand labor gaps and fill them with qualified, well-trained candidates. Our technology helps skilled workers thrive, and we are expanding into new industries like advanced manufacturing, aerospace, and biotechnology to further our impact.

Role Overview:

We are seeking a visionary Chief Product Officer (CPO) to lead our product strategy and shape the future of our platform as we expand into new markets and geographies. As CPO, you will work closely with our CEO, Wyatt Smith, to define the product roadmap and bring UpSmith's vision to life. You will lead the product function, provide thought leadership on product direction, and serve as a strategic partner in steering company growth.

Responsibilities:

- Develop and execute the product strategy to align with UpSmith's vision of solving the skilled workforce shortage.

- Lead, mentor, and expand the product team, fostering a culture of innovation and user-centric design.

- Collaborate with engineering and other departments to define and prioritize features that add significant value to users—both employers and tradespeople.

- Oversee the development and evolution of our SaaS platform, ensuring it meets market needs and user expectations.

- Partner with the CEO and executive team to translate business needs into product solutions and innovations.

- Drive the integration of new product features that enhance the worker experience, from gamification to mobile-first productivity tools.

- Take ownership of product management best practices and development processes to maintain quality and delivery excellence.

- Represent the company in product discussions with clients, partners, and investors, showcasing UpSmith's platform as a key differentiator.

- Stay up to date on industry trends, continuously exploring new product opportunities that can help strengthen UpSmith's market position.

Preferred Qualifications:

- 8+ years of product management experience, with 3+ years in a product leadership role such as CPO, VP of Product, or similar.

- Proven experience leading high-performing product teams, ideally in a startup or fast-paced environment.

- Strong background in developing and scaling SaaS platforms, with a focus on mobile-first, user-centric solutions.

- Solid understanding of workforce productivity tools, gamification, or related product areas.

- Experience working with stakeholders to translate business requirements into product roadmaps and go-to-market strategies.

- Ability to manage ambiguity and lead teams through complex projects and strategic pivots.

- Strong analytical skills with the ability to use data to inform product decisions.

- Passionate about UpSmith's mission to energize America's skilled workforce and create high-quality career opportunities.

Why UpSmith?

- Work at a mission-driven company tackling one of the most pressing challenges in the U.S.—the skilled labor shortage.

- Opportunity to shape the product direction of an innovative startup in a high-impact sector.

- Collaborative environment with a culture focused on growth, learning, and action.

Join Us

UpSmith is making a difference in the lives of millions of people by bridging the gap between talent and opportunity. If you are an experienced product leader looking to take on a challenging role in a growing company, we'd love to hear from you.

Libre Talent

Head of Product @ UpSmith

Dallas, TX (in-person)Competitive comp (flexible, but maybe ~$200k cash + 200 BPS equity)full-time