Chief of Staff

**About Stalwart**

Stalwart is a growing Canadian life insurance brokerage looking to become one of Canada’s leading insurance and finance enterprises, through a combination of its unmatched industry expertise and innovative financial technology.

Stalwart values entrepreneurship and excellence, and is committed to rapid execution on its ambitious plans for growth.

**Summary**

As **Chief of Staff**, you will work directly with Stalwart’s principals to perform a broad range of integral functions for the business, including managing Stalwart’s existing activities, developing, evaluating, and implementing strategic operational initiatives, supporting process systematization, and leading recruiting efforts. These activities will collectively drive improved execution capacity and efficiency while leading Stalwart towards successful implementation of its business plan.

This position is a unique opportunity for a self-motivated, analytical and process-driven individual to have a transformational impact on the trajectory of Stalwart as it becomes a leading Canadian insurance business.

Your role will include:

- Supporting the evaluation of strategic opportunities and presenting analysis in a manner that drives data driven decision-making
- Developing project plans for operational initiatives and providing project management oversight to see through their implementation
- Managing ongoing workstreams and deliverable timings through the development and maintenance of reporting structures and active engagement with key stakeholders to satisfy all timings
- Performing commercial review of legal documentation for partnership activities with external parties
- Executing on diverse insurance transactions with high-net-worth / ultra-high-net-worth clients and Canadian employee groups
- Liaising with key suppliers such as insurance companies and credit groups to ensure smooth execution of the strategies
- Managing several operations and analyst teams and ensuring smooth team integration and cooperation
- Ensuring the effective ongoing management of client files
- Participating in or leading key strategic meetings

**Required Skills or Experience**
- Excellent analytical reasoning, problem-solving, time management, and organizational skills
- Excellent written and verbal communication skills
- Excellent attention to detail
- Experience in project management
- A self-starter with problem-solving initiative and an ability to learn quickly
- Committed to producing meticulous, accurate, and thorough work product

**Nice to Have Skills or Experience**
- Experience within the Canadian insurance market
- Experience with software-based approaches to underwriting
- Experience in corporate development
- Experience in process development and systematization
- Experience collaborating with senior executives
- Staff-college level military experience, or a special operations military background

**Salary and Benefits**
- A high-performing executive-level salary
- A market-leading, performance-based short-term incentive plan
- A long-term incentive plan without upside caps and the potential for exceptional compensation
- Extended health benefits plan

**Position Type**
- Permanent, Full-Time
- Location: Vancouver or Toronto
- Start Date: As soon as possible

**Benefits**:

- Casual dress
- Company events
- Dental care
- Discounted or free food
- Employee stock purchase plan
- Extended health care
- On-site gym
- Paid time off
- Tuition reimbursement

Flexible Language Requirement:

- French not required

Schedule:

- Monday to Friday

Ability to commute/relocate:

- Vancouver, BC: reliably commute or plan to relocate before starting work (required)

**Education**:

- Bachelor's Degree (preferred)

**Experience**:

- management: 1 year (preferred)

Work Location: One location