Most companies hire a Chief of Staff to help manage the business. We're hiring one to help build it. Taiga is building the trusted data foundation for convenience retail. As we expand our enterprise business, launch AI-enabled products, and develop strategic partnerships, we're looking for someone to work with the CEO and leadership team to solve new problems and create clarity from ambiguity. This isn't an Executive Assistant or traditional Chief of Staff role — it's a senior operating role for someone who thinks strategically, executes exceptionally well, and enjoys building companies.
You'll work at the right hand of the CEO to turn ideas into action. This position is not an additional layer of management. It is an execution role. This individual owns the work that begins after the meeting ends - developing artifacts, coordinating internal teams, managing legal and commercial workstreams, and ensuring strategic initiatives continue moving forward without requiring the CEO’s involvement in every step.
You'll often create the first draft of something that has never existed before. We don't expect you to have all the answers. We expect you to know how to find them, structure them, and help the organization move forward. No two weeks are the same, but examples of the types of work you will own include:
Enterprise customer proposals.
Define the implementation approach, recommend a pricing model, identify key risks, and create the proposal that communicates the recommendation, aligns stakeholders, and gives the customer confidence to move forward. You'll work with engineering, customer success, and leadership to refine the approach, then guide the opportunity from the initial discussion through a successful close.
Strategic partnerships.
Determine how a partnership should work, create commercialization frameworks and executive presentations, coordinate legal and technical discussions, align stakeholders on both sides, and move it from concept to launch.
Executive communications.
Create Board presentations, investor updates, strategic planning documents, and fundraising materials that help stakeholders make informed decisions and align around a common direction.
This is an operator role. You don't stop when the first draft of the proposal is written or the presentation is delivered — you own the initiative from the first conversation through close. You naturally:
Exercise sound judgment.
You're comfortable making recommendations with incomplete information and know when to seek input.
Thrive in ambiguity.
You enjoy solving problems that don't have an obvious answer and creating structure where none exists.
Create executive artifacts.
Whether it's an enterprise proposal, Board presentation, commercialization strategy, implementation framework, pricing model, or partnership plan, you know how to transform ambiguous conversations into clear, decision-ready work product that drives alignment and action.
Align stakeholders.
You bring engineering, customer success, sales, marketing, leadership, customers, partners, and outside advisors around a shared plan.
Drive execution.
You coordinate follow-up, anticipate obstacles, maintain momentum, and move initiatives across the finish line.
Leverage AI effectively.
You have moved beyond using AI to improve emails and content and you will bring that expertise into automating the production of these artifacts and workflows on the commercial side of the business.
This is not a role we're hiring someone to grow into. We're looking for an experienced professional who can quickly earn the trust of the CEO, founders, customers, partners, and Board and begin contributing from day one.
Some combination of consulting, corporate strategy, Chief of Staff, business operations, product or program management, banking, PE/VC, or high-growth B2B SaaS experience would be a strong fit.
Our process reflects the work you'll actually do. Rather than relying solely on interviews, we'll ask finalists to demonstrate how they think, write, and solve problems. You may be asked to:
We'll evaluate judgment, strategic thinking, communication, writing ability, and your ability to create clarity from ambiguity.
You'll work directly with experienced founders and have a front-row seat to building a software company — helping shape enterprise sales, strategic partnerships, product launches, fundraising, and company strategy while producing work with immediate impact. This isn't a role where you wait for instructions; we expect you to develop recommendations, challenge assumptions, identify better approaches, and help shape decisions. If your long-term goal is to become a founder, COO, General Manager, or CEO, you'll gain broad operating experience that's difficult to find anywhere else.
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