Dave Westlake is running for Mayor of Oshawa. Experienced. Community-focused. The voice you deserve.

Leadership Oshawa Can Trust

Just a little bit about me — I promise I'll get to you next!

Hi there Oshawa! If you don't already know me — where have you been? Seriously, I am both honoured and humbled to introduce myself as a candidate for Mayor of the City of Oshawa in the upcoming municipal election. Although I have over 28,000 business contacts on LinkedIn, I rarely post on social media and, as a result, you may find more information on this site than you'd care to see. Over the next bit of time until the election on October 26, 2026 (earlier if you vote online) we can get to know each other and perhaps establish a positive, productive four-year relationship going forward.

Dave's ParentsDave Westlake, candidate for Mayor of Oshawa

My first break in life was becoming the eldest child of Jack and Thelma Westlake — absolutely the most wonderful parents I could have asked for! The values that I learned from them in my early years have served me very well through my entire life.

My dad came back from the Second World War and went to work for GM in Oshawa. After marrying my mom and helping her bring three children into the world, my dad retired at the age of 55 (55 and out) and lived until 2016, age 97.

Dave Westlake with his brother Larry as young men

My mom served as a World War Two Inspector for the Canadian Bomb Girls in Ajax. Throughout her life she was a homemaker, chauffeur, teaching assistant, Church Elder and a loving, kind and supportive mother. Mom passed in 2021 at the age of 98, again, after a life very well lived!

Throughout the 50s, 60s and 70s, my brother Larry, my sister Joyce and I experienced firsthand the strong sense of community that made Oshawa and Whitby such special places to live.

Our schools, churches, parks and community centres created connections and helped shape values and pride in our communities and neighbourhoods.

Just one final word about me

I was fortunate to be born in Oshawa — a place that I have called home my entire life — so far! Other than my years at the University of Guelph and Peterborough Teachers' College, my address has always been Oshawa.

Dave and Lee Westlake on their wedding day, 1971

In 1971, while preparing for Law School, I unexpectedly found myself entering the financial field. Also, that summer I married my wife Lee (Lydia), and we began to build a family and future in Oshawa.

Subsequently, I founded Priority Planning Financial and spent 55 years building businesses, creating opportunities and advising clients on their investments. Along the way, we created several startups in the real estate field, gaming industry and the digital medical field. Priority Planning Financial was sold in 2024 and I planned to retire!

Family has always been the centre of our lives, and Lee and I are proud parents of a lovely daughter, two sons, a daughter-in-law and a beautiful young grandson!

Credentials

  1. Chief Executive Officer and Chairman

    iWound Global

    Jun 2020 – Present · Greater Toronto Area, Canada

    Cofounded iWound in 2019 and expanded into India with iWound Global. Both companies serve multiple health care markets such as post-acute, home, and telehealth agencies, long-term care, home health care, and skilled nursing.

  2. Founder - Owner

    Priority Planning Financial

    Jan 1971 – Present · Greater Toronto Area, Canada

    Portfolio management of high net worth individuals and family-owned enterprises. Asset allocation, diversification and exit planning.

  3. Chairman and CEO

    TrustRobin Inc.

    Oct 2016 – Present · Oshawa, Ontario, Canada

  4. Former Chairman & CEO

    Pro Gaming League (Currently Engine Media Holdings Inc.)

    Jan 2012 – Jun 2016 · Greater Toronto Area, Canada

    Guided startup online gaming platform to successful exit for investor syndicate.

My Platform

Putting More Money in Your Pocket!

  • Lower property taxes throughout the four-year term
  • Protect essential services
  • Reduce city staff through attrition
  • Freeze salaries of the Mayor and Council
  • Focus discretionary spending on safety, financial health, livability and housing
  • Use Artificial Intelligence to make City Hall more productive
  • End the practice of taxpayers subsidizing developers

A Safe, Clean and Inviting Downtown

  • Form a downtown task force to plan and report by mid-January 2027
  • Evaluate the City’s current role and performance; evaluate positive results in other cities
  • Confront the failure of siloed and unaccountable social services
  • Declare a State of Emergency
  • Acquire better decision-making information

Overview

Oshawa City Council has failed residents in two ways. First, it has chosen the wrong priorities by funding amenities instead of funding initiatives that improve safety, financial health and affordable housing. Secondly, it has undercut residents’ power by conceding its power to developers and city staff, and by being too passive with higher tier governments regarding Oshawa’s homelessness and unsheltered crisis. Dave Westlake will address the power imbalance in Oshawa and put the residents and the Councillors who represent them back in the driver’s seat. Dave Westlake will make Oshawa more liveable.

Putting More Money in Your Pocket

At a time when taxpayers are facing mounting affordability challenges, Oshawa’s next mayor must have a plan that is pragmatic and meets the moment. Councillors who seek a promotion to mayor have been part of an administration that has approved operating budgets that ballooned from $183 million in 2024 to $208 million in 2026. They defend Oshawa’s tax rate by saying it falls within the middle range. But they fail to mention that Oshawa’s average household income is only $116 thousand, compared with $158 thousand in the GTHA as a whole. Mid-range tax rates are unaffordable in Oshawa. Residential taxpayers deserve a mayor who will reverse recent tax increases and challenge city staff to deliver essential services more cost-efficiently.

Lower Property Taxes Throughout the Four-Year Term

Some people question Dave Westlake’s ability to cut property taxes. They cite inflation and interest rates as obstacles. They say the City is bound to honour collective bargaining agreements — a position Dave agrees with. In short, they say it will be hard. But this is how easy it is:

  • 2026 $208 million
  • 2027 $205 million
  • 2028 $203 million
  • 2029 $201 million
  • 2030 $199 million

Council and the City’s Chief Administration Officer now know the money they will have to work with during Dave Westlake’s four-year term. And taxpayers will have certainty.

Protect Essential Services

In order to maintain essential services, a line-by-line assessment of discretionary expenditures will be necessary. In some cases, less costly approaches will be possible. In other cases, low priority expenditures will be eliminated or deferred.

Reduce City Staff Through Attrition

Over the next 4 years, it is estimated that 57 city employees will retire. At an average salary of $154 thousand, that’s a potential saving of about $9 million dollars, just through attrition.

Freeze Salaries of the Mayor and Council

In 2025, the total remuneration of Oshawa’s Mayor was $174 thousand, while Councillors earned between $69 thousand and $87 thousand. In view of the City’s financial challenges, a freeze on Council salaries seems appropriate.

Focus Spending on Safety, Financial Health, and Housing

Every year the Globe and Mail publishes a study that measures the livability of Canadian cities based on 10 categories and 58 variables. The survey serves as a report card on the politicians and city staff that make the day-to-day decisions at City Hall.

This year Oshawa ranked 228th in livability, down 57 places from last year, 373rd in housing, 252nd in financial health and an alarming 443rd in safety. Our neighbours, Whitby, Ajax, and Pickering all ranked 56th or better in livability.

The simple fact is Oshawa Council has been spending money on amenities and pet projects. For example, Council authorized spending of $75 million on 6 parks, even though Oshawa already had 130 parks (some that sit empty because of safety concerns). Council approved $25 million dollars for a pool (Rotary Park) and $50 million to expand the Tribute Centre. Even more shocking is the fact that Council approved these expenditures knowing that Oshawa has an infrastructure deficit estimated to be $1.6 billion. Dave Westlake will focus on Oshawa’s real needs, not nice-to-have wants.

Use Artificial Intelligence to Make City Hall More Productive

Artificial Intelligence has the capacity to aid city staff in their day-to-day work. Since 2024, city staff numbers have grown from 923 (Full-Time Equivalent F.T.E.) to 949 F.T.E. That represents a total personnel cost of $146 million or 70% of the city’s operating cost. Increasing labour productivity is key to reducing taxes.

End the Practice of Taxpayers Subsidizing Developers

Development charges are standard fees meant to ensure that developers pay upfront for the roads, pipes and emergency services their new buildings require. Oshawa has made a practice of waiving development charges for builders, which has resulted in taxpayers footing the bill. In 2024, Council considered a motion to phase out the industrial exemption over three years. The proposal was defeated. The mayor and some members of council argued that sacrificing this upfront charge guarantees long-term gains, and that businesses wouldn’t come here without it. But cities like Ajax, Pickering and Whitby charged for fees and secured massive development projects. Asking Oshawa taxpayers to subsidize developers is false economy and will be discontinued.

A Safe, Clean and Inviting Downtown

The Globe and Mail Study ranked Oshawa 443rd in safety. A second study identified Oshawa as the 8th most dangerous city in Canada. For years, city council has promised to improve the homelessness and unsheltered situation. However, the problem is increasing. Granted, the situation is complex. Three groups occupy Oshawa’s downtown: the homeless, the addicted, and people with mental health problems. And, according to the Canadian Mental Health Association, many who are mentally ill are also addicted. A further complication is the myriad of social services operating in the downtown, each with their own mandate, structure, funding sources, and approach. Finally, there is the Durham Regional Police Service (DRPS) who hesitate to arrest offenders because the court system is too congested or there is insufficient information to make a charge stick. As mayor, Dave Westlake will tackle the homeless and unsheltered issues head on. Oshawa’s reputation is at stake. And that affects the city’s ability to attract commercial enterprises that would provide high-paying jobs and relieve the tax burden of residents.

Form a Downtown Task Force to Plan and Report by Mid-January 2027

Dave Westlake’s first act as mayor will be to chair a task force made up of a council member, the Chief of DRPS, the CEO of a local charity, Oshawa’s CAO, the CEO of Oshawa’s Chamber of Commerce, an expert on addiction, and a representative of downtown businesses. Though short, the timeline to formulate a plan is reasonable because some cities have been more proactive than Oshawa and have developed best practices that Oshawa can implement.

Evaluate the City’s Current Role and Performance

Currently, the city performs three roles in the downtown area: cleanup, some ambulance services (provided by the Fire Department), and bylaw enforcement. These functions will be evaluated to ensure that they are cost-effective and cost-efficient.

Confront the Failure of Siloed and Unaccountable Social Services

Dave Westlake is committed to tackling homelessness and the unsheltered problem (addiction and mental health) head on. Despite the efforts of social services operating in Oshawa, the problems are getting worse. Notwithstanding the fact that social services are funded and supported by higher levels of governments, Oshawa council and city administrators have a responsibility to influence the effectiveness of those social services, which are judged to be siloed, uncoordinated, territorial, and lacking accountability. Dave Westlake will rectify this situation by bringing the relevant parties together, building bridges, forming alliances with other municipalities and exerting pressure, when and where required.

Declare a State of Emergency

A State of Emergency would put Oshawa’s mayor in a position to petition the province and federal government to take immediate action to alleviate homelessness and Oshawa’s unsheltered situation. Moreover, it would motivate the province to develop long-term solutions because Ontario’s mental health and addiction systems have been underfunded for years.

Acquire Better Decision-Making Information

Without accurate data, good decision-making is compromised. Dave Westlake will pressure the social services to provide the city with timely, accurate data regarding homelessness and the unsheltered population.



Listening First

Now It's Your Turn

In the last four months, from the feedback I've received, you told me that your concerns included:

  • Taxes, Affordability and housing prices.
  • Downtown revitalization and safety.
  • Economic development and attracting opportunity.
  • Government transparency and accountability.
  • Traffic and infrastructure concerns.
  • Supporting local businesses.
  • Safe and clean neighbourhoods.
  • Homelessness.

Although many of these issues are interrelated and this list is not complete, in the coming months we will continue to solicit your thoughts and attempt to focus on priorities for the immediate future. The City of Oshawa is a corporation and should be run with the number-one priority of serving its shareholders — the citizens of Oshawa. Every decision going forward should improve the quality of life for each Oshawa family.

Community

Annual Celebration & Reunion of Oshawa

A Future Legacy!

Beginning next year, it is my intention, as Mayor, to put all our resources into creating a brand new, exciting weekend event for the citizens of Oshawa.

It will give Oshawa an opportunity to party, reminisce with other reunion participants, and recognize excellence in Oshawa citizens, businesses and amateur athletes. Oshawa has talent — and we'll show it off!

Celebrations will run a full weekend. Going forward, other exciting details will be announced. One weekend a year, we will really put Oshawa on the map! All proceeds from these events will go to Oshawa charities.

Through The Years

Taking Care of Business Through The Years

Tap any photo to enlarge.

Dave Westlake on a business call in a boardroom overlooking the city
Dave Westlake with colleagues in an early business meeting
Dave Westlake early in his business career
Dave Westlake's team receiving the President's Award of Excellence, 1982

55 years in the financial and business sectors

Glory Days

Every family has a story. Every city has a history worth honouring.

Tap any photo to enlarge.

Lee and Dave Westlake
Dave Westlake with his brother Larry as young men at a picnic table
Young David Westlake with family
Dave Westlake and family
Dave Westlake and family
Family gathered on a patio table in the backyard
Three Westlake children in a studio portrait
article about Dave Westlake
Dave with his daughter Lisa
Winter day with skis and a car in the snow
Lee with Dave's sports car
Lee with Dave out for a ride
Oshawa Italia heads for a tournament in Connecticut
Westlakes beside a seaplane at Mississagi Lake, Ontario
Newspaper clipping: David Westlake in an inter-collegiate debate
Anderson senior boys basketball team with Dave Westlake
Kedron Park soccer team photo
Family and friends gathered around the dinner table
Young Dave and Lee
Priority Planning soccer tournament at Lakeview Park
Dave Westlake with his parents at home
Dave and Lee framed in an inner tube on the lake
Dave and Lee at a scenic overlook with ships in the background
Oshawa Times clipping: Dave Westlake with Anderson Street High School senior football
Newspaper clipping: Anderson beats Henry 15-14 — Dave Westlake scores touchdowns and kicks the winning point
Dave Westlake, number 34, with the Junior Varsity basketball team
Dave and Lee on the golf course with mountains in the background
Dave Westlake in graduation gown at university
Dave Westlake and family at Marineland
Family road trip stop among the redwoods
Three Westlake children in a group hug at home
Newspaper clipping: Dave Westlake with Whitby Legion Midgets baseball
Track and Field Day champions including Dave and Larry Westlake
Dave in hockey gear with Lee in the driveway
Family and friends at Thornton's Corners, Oshawa

And Finally

And Finally

Dave Westlake, candidate for Mayor of Oshawa

As previously discussed, Oshawa is a corporate entity, managed by its Board of Directors — City Council. As with any corporate Board, council must be accountable to its shareholders — the citizens of Oshawa. Council makes serious decisions regarding serious expenditures and revenue affecting the quality of life of all the citizens of Oshawa. The Chairman of the Board — the Mayor — leads council in making these serious decisions. Your Mayor should be experienced, composed, focused, mature and serious.

Over the past 55 years in the financial field and business sector, I have held both CEO and Board positions on significant companies, giving me the experience to effectively run the Corporation of Oshawa. I am a serious man!

Dave WestlakeA Lifetime in Oshawa. A Future Worth Building Together.

Please consider giving me your vote for Mayor on October 26!

Social Media Campaign Activities

Check out my Facebook Page

Imagine!

Imagine a businessman, rather than a politician, becoming Mayor of Oshawa in 2026.

Imagine that businessman putting taxpayers’ needs first, not the needs of city suppliers and staff.

Imagine a businessman who knows his job is to have the right questions, not all the answers.

Imagine that businessman not being shackled by past decisions, but looking at Oshawa’s challenges and opportunities with fresh eyes.

Imagine a businessman who doesn’t gaslight taxpayers by saying we don’t have a tax problem, a safety problem, a homelessness problem, an economic problem, or a reputation problem.

Imagine that businessman not offering pat answers, but working with a team to diagnose problems, create guiding policies, develop coherent actions, and focus the city’s resources on solving the problems rather than watching them linger for years.

Imagine a businessman who will give Oshawa a fresh start, not more of the same.

Imagine Dave Westlake as Mayor of Oshawa.

None of the above is imagination! If you do your part and elect me, I will do my part and effectively deal with your issues. Oshawa is a big business. The taxpayers of Oshawa deserve a businesslike approach.

Our Team

People Behind the Campaign

Lisa Westlake, Communications

Lisa Westlake

Communications

Great campaigns are built by great people.

This campaign is powered by family, friends, neighbours and volunteers who love Oshawa as much as I do. These are the people knocking on doors, planting signs, and having real conversations across our city.