Posted 2 months ago
Senior Manager, Investments and Development
@ Sienna Senior Living
Markham, Ontario
Overview
Sienna Senior Living is hiring a Senior Manager, Investments & Development to lead underwriting, financial modelling, due diligence coordination and investment committee materials for development opportunities. The role reports to the Vice President, Investments and works on-site at the Markham shared support office. The posting states a salary range of $96,655 to $120,818.50 and full-time employment.
Responsibilities:
- Structure and execute development opportunities, including deal terms and financing
- Lead underwriting, financial modelling and redevelopment models
- Prepare investment memoranda and materials for Investment Committee and Board
- Coordinate due diligence and transaction timelines with cross-functional teams
- Review third-party reports such as appraisals and environmental assessments
Requirements summary:
- 5-7+ years in real estate investments, development, asset management or corporate finance
- Experience building dynamic financial and development models
- Strong analytical skills and sound commercial judgment
- Advanced Microsoft Office skills (Excel, Word, PowerPoint)
- Bachelor's in finance, accounting, mathematics or real estate preferred
- CPA, CFA and/or MBA a strong asset
Tools & skills
Benefits mentioned
Source and dates
Employer career site / ATS feed · phenom
- Employer posting date
- 2026-09-17
- First seen by our source
- 2026-10-09
- Source record updated
- 2026-10-16
These dates describe the source record, not a live verification that the employer is still hiring. Check the original posting.
Job details
| Seniority | Senior |
| Department | Finance & accounting |
| Experience | 5+ years |
| Hours per week | 40 (estimated) |
| Travel | air: none · ground: none |
| Work setting | Office |
| Position | Mostly sitting |
| Physical demands | physical low · computer high |
| Background checks | criminal record, references |
| Education | Bachelor’s degree (preferred) |
| Fields of study | Finance, Accounting, Mathematics, Real estate |
| Perks mentioned | Retirement plan, Stock or equity |
Summary and details written by AI from the posting; the employer’s posting is the authority.
Sienna Senior Living
Saved company profile
Historical company information from a saved The Jobs API profile (LinkedIn/Crunchbase fields). It is not live-verified; figures may have changed. Missing values remain unknown.
Cultivating happiness in daily life
Full company description
At Sienna Senior Living, our Purpose is to cultivate happiness in daily life. Our work does not stop at providing the highest quality of service and care to our residents - it goes much further. Each and every day, we strive to bring happiness into our residents’ lives by enabling our team to put their passion for their work into action and supporting families to bring joy into our homes. Sienna is one of Canada’s largest owners and operators of senior living options, with 100+ high-quality residences in key markets in Ontario, British Columbia, Alberta and Saskatchewan. We offer independent living, assisted living and memory care under our Aspira retirement brand, as well as long-term care, specialized programs and services, and expert management services. Our approximately 15,000 team members are committed to helping residents discover happiness through personalization, choice and community engagement in a comfortable, home-like setting. Our aim is to consistently create a positive resident experience, along with a high-performing team and workplace culture that are driven by shared Values and a commitment to innovation and excellence. As leaders in the sector, we leverage technology and best practices to constantly set new benchmarks for quality. At the same time, we never lose sight of our vision— to be Canada’s most trusted and most loved senior living provider.
- LinkedIn followers
- 52,150
- People associated on LinkedIn
- 3,313
- Reported office locations
- 302 Town Centre Blvd, Suite 300, Markham, Ontario L3R0E8, CA
- 225 St George St, Toronto, ON M5R 2M2, CA
- 1850 Rosser Ave, Burnaby, British Columbia V5C 5E1, CA
- 870 Westminster Ave, Kamloops, British Columbia V2B 1N9, CA
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- 2088 152 St, Surrey, British Columbia V4A 9Z4, CA
- 2829 34th St, Vernon, British Columbia V1T 9G4, CA
- 287 King St S, Alliston, Ontario L9R 0C4, CA
- 30 Jack Crescent, Arnprior, Ontario K7S 3Y7, CA
- 132 Edgehill Dr, Barrie, Ontario L4N 1M1, CA
- 110 Lillian Crescent, Barrie, Ontario L4N 5H7, CA
- 30 College St. W, Belleville, Ontario K8P 0A9, CA
- 60 West St, Bobcaygeon, Ontario K0M 1A0, CA
- 18 Trent Dr, Campbellford, Ontario K0L 1L0, CA
- 265 Main St E, Grimsby, Ontario L3M 1P7, CA
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- 833 Sutton Mills Ct, Kingston, Ontario K7P 2N9, CA
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- 471 Cataraqui Woods Dr, Kingston, Ontario K7P 0E6, CA
- 868 Doon Village Rd, Kitchener, Ontario N2P 3A4, CA
- 350 N Centre Rd, London, Ontario N6G 5G3, CA
- 45 Martin St, Milton, Ontario L9T 2R1, CA
- 1255 Bloor St E, Oshawa, Ontario L1H 0B3, CA
- 2645 Innes Rd, Ottawa, Ontario K1B 3J7, CA
- 12 Alma St, Perth, Ontario K7H 2R7, CA
- 1218 Michigan Ave, Sarnia, Ontario N7S 6L1, CA
- 130 Midland Ave, Scarborough, Ontario M1N 4E6, CA
- 113 Scott Street, St. Catherines, Ontario L2N 7L2, CA
- 866 Sheppard Ave W, Toronto, Ontario M3H 2T5, CA
- 7371 Martin Grove Rd, Vaughan, Ontario L4L 9N2, CA
- 605 Laurelwood Dr, Waterloo, Ontario N2V 2W7, CA
- 1953 Cabana Rd W, Windsor, Ontario N9G 2X6, CA
- 45586 McIntosh Dr, Chilliwack, British Columbia V2P 7W8, CA
- 920 Desmond St, Kamloops, British Columbia V2B 5K6, CA
- 325 Drysdale Blvd, Kelowna, British Columbia V1V 1P5, CA
- 10163 Konschuh Road, Lake Country, British Columbia V4V 2M2, CA
- 8816 97th St, Osoyoos, British Columbia V0H 1V5, CA
- 2240 Hawkins St, Port Coquitlam, British Columbia V3B 0M2, CA
- 19550 Fraser Hwy, Surrey, British Columbia V3S 6K5, CA
- 2337 Butt Road, West Kelowna, British Columbia V4T 3L3, CA
- 130 Owen St, Barrie, Ontario L4M 3H7, CA
- 28 Boyed, P.O. Box 670, Bobcaygeon, ON K0M 1A0, CA
- 2656 Line 6, Bradford, Ontario L3Z 2A1, CA
- 9257 Goreway Dr, Brampton, Ontario L6P 0N5, CA
- 215 Sunny Meadow Blvd, Brampton, Ontario L6R 3B5, CA
- 133 Kennedy Rd S, Brampton, Ontario L6W 3G3, CA
- 10260 Kennedy Rd N, Brampton, Ontario L6Z 4N7, CA
- 389 West St, Brantford, Ontario N3R 3V9, CA
- 143 Mary Street, Creemore, Ontario L0M 1G0, CA
- 120 Barnswallow Dr, Elmira, Ontario N3B 2Y9, CA
- 70 Humberline Dr, Toronto, Ontario M9W 7H3, CA
- 200 Kelly Dr, Gravenhurst, Ontario P1P 1P3, CA
- 263 Wonham St S, Ingersoll, Ontario N5C 3P6, CA
- 2250 Hurontario St, Mississauga, Ontario L5B 1M8, CA
- 4350 Mississauga Rd, Mississauga, Ontario L5M 7C8, CA
- 1742 Bristol Rd W, Mississauga, Ontario L5M 1X9, CA
- 401 William St, North Bay, Ontario P1A 1X5, CA
- 22 Norfinch Dr, North York, Ontario M3N 1X1, CA
- 835 W Ridge Blvd, Orillia, Ontario L3V 8B3, CA
- 1541 St. Joseph Boulevard, Orleans, Ontario K1C 7L3, CA
- 170 Red Maple Rd, Richmond Hill, Ontario L4B 4T8, CA
- 1000 Ellesmere Rd, Toronto, Ontario M1P 5G2, CA
- 130 Midland Ave, Scarborough, Ontario M1N 4B2, CA
- 3051 Lawrence Ave E, Scarborough, Ontario M1P 2V7, CA
- 5501 Abbott St E, Stittsville, Ontario K2S 2C5, CA
- 13621 9th Line, Stouffville, Ontario L4A 3C8, CA
- 5935 Bathurst St, Toronto, Ontario M2R 1Y8, CA
- 1800 O'Connor Dr, Toronto, Ontario M4A 1W7, CA
- 2005 Lawrence Ave W, Toronto, Ontario M9M 3V4, CA
- 92 Island Rd, Toronto, Ontario M1C 2P5, CA
- 40 Friuli Ct, Woodbridge, Ontario L4L 9T3, CA
- 5400 Steeles Ave W, Woodbridge, Ontario L4L 9S1, CA
- Business categories
- Health Care
- Communities
- Real Estate
- Other recorded names
- Sienna Senior Living
- Niagara Long Term Care Residence
- Specialties
- Retirement Living
- Long-Term Care
- Consulting Services
- Management Services
- Residential Care
- Complex Care
- Independent Living
- Assisted Living
- and Memory Care
- Profile identifies a recruitment agency
- No
- Reported total investment
- 920,688,068
Currency and observation date were not supplied; this is not a current valuation or a funding round.
At Sienna Senior Living, our Purpose is to cultivate happiness in daily life. Our work does not stop at providing the highest quality of service and care to our residents - it goes much further. Each and every day, we strive to bring happiness into our residents’ lives by enabling our team to put their passion for their work into action and supporting families to bring joy into our homes. Sienna is one of Canada’s…
| Field | Value |
|---|---|
| Industry | Hospitals and Health Care |
| Company size | 10,001+ employees |
| Headquarters | Markham, Ontario |
| Organization type | Public Company |
| Year founded | 1972 |
| Specialties | Retirement LivingLong-Term CareConsulting ServicesManagement ServicesResidential CareComplex CareIndependent LivingAssisted Livingand Memory Care |
| Open jobs on Jobsy | 502 |
| View page |
At Sienna, we empower our team members across Ontario, British Columbia, Saskatchewan and Alberta to help our residents live the life they desire and deserve. Our purpose is simple: to cultivate happiness in daily life!
What Sienna Offers: We aspire to cultivate an environment and culture where team members feel valued, heard and empowered to do meaningful work. We offer a number of programs and benefits that support team members’ financial, personal and professional needs:
- A competitive compensation and vacation package
- Employer Paid Health & Dental Benefits
- RRSP with Company Match
- Share Ownership and Reward Program (SOAR)
- Employee Share Purchase Plan with Company Match
- Continuous learning and growth so you have the skillset needed to succeed and take on new challenges
- A welcoming culture that values diversity and differing perspectives, experiences and beliefs
What You’ll Be Doing:
Reporting to the Vice President, Investments, the Senior Manager, Investments & Development will support the structuring and execution of development opportunities across the organization. This role works cross functionally with all areas of the organization to deliver value-added analysis and actionable recommendations.
The Senior Manager, Investments & Development, plays a pivotal role in the execution of the organization’s development strategy to support long-term financial sustainability and growth, by leading underwriting, financial modelling, due diligence coordination and investment committee materials related to development opportunities.
How You’ll Succeed:
- Support the commercial structuring and execution of development opportunities, including the evaluation and negotiation of key deal parameters, economic terms, and financing considerations to optimize risk-adjusted returns.
- Collaborate closely with internal legal counsel and external advisors throughout the transaction lifecycle, supporting the drafting, negotiation, and execution of Letters of Intent (LOIs), Purchase and Sale Agreements (PSAs), and other transaction-related documentation.
- Develop, maintain and continuously improve comprehensive financial models to forecast project costs, timelines, and expected returns for development opportunities.
- Lead the preparation of investment memoranda, business cases, and development summaries for Investment Committee and Board review, synthesizing complex financial, operational, and due diligence information into clear, actionable recommendations.
- Build and maintain redevelopment models to project cash flows and calculate returns under various operational and financing scenarios.
- Coordinate transaction execution activities, ensuring adherence to critical timelines, approval requirements, and closing deliverables while facilitating communication among internal stakeholders and external partners.
- Lead reporting requirements and oversee procurement process for development projects and contracts.
- Coordinate and manage due diligence process across cross-functional teams.
- Review, interpret, and synthesize third-party reports, including appraisals, environmental assessments, engineering studies, and legal documentation, incorporating key findings into underwriting assumptions and investment recommendations.
- Partner with senior leaders across the organization to align development opportunities with strategic objectives, operational capabilities, and long-term portfolio goals.
- Support portfolio and pipeline reporting activities, providing analysis and insights on development status and strategic opportunities.
Who you are:
- Bachelor’s degree in finance, accounting, mathematics, or real estate preferred.
- CPA, CFA and/or MBA designation a strong asset.
- 5-7+ years of relevant working experience in real estate investments, development, asset management, or corporate finance.
- Strong analytical skills with the ability to gather and synthesize data across Finance and other functions
- Experience building and maintaining dynamic financial and development models across multiple operating, development, and financing scenarios
- Ability to critically assess and summarize third-party reports with sound commercial judgment.
- Strong business acumen with an interest in real estate development, seniors housing, and AI applications.
- Proven capability to develop high-quality presentation materials for Board and Investment Committee review
- Collaborative team player who works effectively across departments and stakeholders.
- Strong work ethic and exceptional attention to detail with a focus on accuracy in dynamic environments.
- Advanced knowledge of Microsoft Office applications (Excel, Word, PowerPoint).
What you need to know:
- The salary range for this position is: $96,655.00-$120,818.50
- This is an on-site position at our Shared Support office in Markham
- Any offer of employment will be conditional upon a criminal background and references check.
- This posting is for an existing position
- Sienna Senior Living may utilize artificial Intelligence to screen or assess applicants for this position.
Sienna Senior Living is committed to employment equity, diversity, and inclusion in the workplace. In accordance with provincial regulations, upon request, support will be provided for accommodations throughout the recruitment, selection, and assessment process.
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