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Transition Team Lead (Kingston, Ontario)

Gordon’s Downsizing & Estate Services provides peace of mind through our bundled real estate, downsizing, and estate solutions.  Presently, we are excited to offer an opportunity to join our growing professional team as a Transition Team Lead. In this role, you will be responsible for the management and execution of all aspects of our transition process for clients assigned to you by the Company (with expert mentorship and guidance provided by our team). As a team, we deliver an exceptional experience for our clients who are often overwhelmed by the idea of downsizing or settling an estate.

You are fit and energetic person who might:

  • Be semi-retired but wants to stay engaged and active

  • Have relevant experience leading small teams in: healthcare, managing a transition, and/or working with or educating seniors (i.e. nurse, supported a downsizer/executor, teacher, personal support worker, social worker, personal trainer, etc.)

  • Love the idea of helping downsizers or estate executors at a difficult time in their lives

  • Enjoy working in lots of different environments and building close relationships with seniors and their families

  • Live to serve, always leaving an impression of compassion and efficiency

You are looking for:

  • A purposeful career delivering positive outcomes at a difficult time in people’s lives

  • An opportunity demonstrate your leadership, bringing order to chaos through a team

  • Work with seniors and other stakeholders who rely on you to provide exceptional service

  • Autonomy and ownership of the end to end transition relationship with expert mentorship

  • An opportunity to make great first impressions and present yourself as a professional

  • A leadership role leveraging your stamina, work ethic, organizing, and efficiency skills

  • Trust of confidential information from our clients and Company

  • A flexible schedule with ability to set regular working hours

  • The opportunity to problem solve and overcome challenges as part of a team

  • $25/hr to start plus mileage reimbursement at $0.61/km

  • Additional compensation via our team bonus pool

Job Description


As a Transition Team Lead, you will be responsible for both transition based project work as well as overall Company support and team development.  In terms of transition projects, you will be responsible for all aspects of managing the transition relationship with our clients including:

  • Initial meeting to get to know the client and stakeholders, understand their goals and timelines

  • Review the current and future state living environment for health and safety considerations to create a safe and efficient transition plan for the client and team

  • Build the client’s transition plan based on all the constraints as well as moving parts

  • Leadership and execution of the client’s transition, with supporting part time transition team members, including packing, unpacking, sorting, set-up, cataloguing, photography, auction pick-up security, dumpster loading, etc. in an efficient, organized, and timely manner.

  • Work with the Team to solve problems as they arise on-site

  • Communication with our client in a patient, courteous, and compassionate manner understanding that there may be situations where the client is overwhelmed or stressed

  • Keeping the team and stakeholders informed of progress updates via emails, calls, weekly team check ins, and notes in our client management software systems.

  • Engage in opportunities to communicate the company's benefits to potential pipelines (i.e. retirement communities, estate lawyers, professional executors and POAs, healthcare professionals)

In terms of Company support and team development, you will be responsible to:

  • Conduct periodic project and individual performance checks, motivating the team to work efficiently, identifying problems with performance and developing solutions to those problems, determining training needs to improve performance

  • Review scope to assess the team size and materials required to complete the job.

  • Assist in the development and implementation of policies within the office.  Developing operating procedures, forms and systems

  • Advise team when unusual work situations arise or when new procedures are instituted

  • Supervise the initial and ongoing training of new and old team members

  • Support interviews with potential new hires

  • Meet regularly with other Transition Leadership to exchange information and to discuss issues affecting the office or team or ways to be more efficient

  • Assist in learning and training others with our mobile auction cataloguing software

  • Supervises and or performs special projects as required

  • Ensure packing and cataloguing supplies are plentiful, request additional items as needed

Skills and Attributes

  • You believe in values like: delivering positive outcomes, listening first, being compassionate, being health conscious, and providing real expertise

  • You can lead others effectively and efficiently to accomplish tasks and complete projects on time, on budget and with a high level of quality.

  • You enjoy the peace of mind executing a trusted process can deliver to clients, yourself, and your team

  • You are a confident communicator who can navigate challenging situations related to communication

  • You believe that being organized is key to managing the execution of a complex, but standardized, process

  • You are eager to work as part of a larger team that delivers an exceptional and unique customer experience for downsizing and estate clients in need of bundled services

  • You like the idea of contributing to continuous improvement of our processes

  • You have the stamina to lift and move 30lbs boxes repeatedly throughout a day and under varying environmental conditions

  • You are comfortable using a computer and learning new software

  • Demonstrated ability to organize, direct, and perform supervisory duties in a manner conducive to full performance and high morale

  • Ability to maintain a variety of records and the ability to prepare update reports to customers and supervisors

  • Ability to express ideas concisely and clearly, orally and in writing.

  • Considerable interpersonal skills, including the ability to establish and maintain effective working relationships with others.

  • Considerable experience and demonstrated ability to serve the public and others with business in a courteous and professional manner.

  • Excellent writing skills and the demonstrated ability to develop written reports and action plans

Required Qualifications and Experience

  • Valid driver’s license and a reliable vehicle

  • Ability to provide regular supporting hours 2-4 days a week (Mon - Fri)

  • Satisfactory background check

  • Comfortable traveling outside the greater Kingston area ~10% of the time


  • Emergency CPR qualified

  • Knowledge of software platforms such as G-Suite, Trello, zoom, When I Work

About Gordon’s

Gordon’s Downsizing & Estate Services provides peace of mind through our bundled real estate, downsizing, and estate solutions. Our team of professionals offer the efficient sale of real estate, careful handling of assets, and a suite of other services to provide a complete downsize or estate settlement solution. Unique to us:

  1. Our process is centred around prioritizing our client’s well being above all else

  2. We are a Real Estate Brokerage devoted to serving downsizers & estate executors

  3. We have served thousands of families across Ontario for over 6 decades

How to Apply

Email a cover letter and CV/resume to with Transition Team Lead in the subject line.  As a great candidate, you will demonstrate that you understand what we do and highlight why you are the right person to join our growing team.

Applications will be considered commencing on Wednesday, 22 June 2022 and will be considered on a continuous basis until the position(s) have been filled.  Please note that only applicants who have been selected for an interview will be contacted.

Gordon’s Downsizing & Estate Services is committed to employment equity and diversity in the workplace and invites applications from all qualified individuals.

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