Startups grapple with raising funds amid tech downturn, fall in valuations

Advertisement

Advertise with us

TORONTO - Jonathan Hillis is on the hunt for money.

Read this article for free:


or

Already have an account? Log in here »

To continue reading, please subscribe:

Subscribe and receive a limited-edition Free Press branded hat or tote.

Digital Subscription

One year of digital access for only $205*

  • Enjoy unlimited reading on winnipegfreepress.com
  • Read the E-Edition, our digital replica newspaper
  • Access News Break, our award-winning app
  • Play interactive puzzles

*First annual payment billed as $205.00 + GST for one year. This annual subscription will automatically renew at $233.00 + GST every 52 weeks (10% off the regular annual price of $259.35). Offer available to new and qualified returning subscribers only. Cancel any time.

To continue reading, please subscribe:

Add Free Press access to your Brandon Sun subscription for only an additional

$1 for the first 4 weeks*

  • Enjoy unlimited reading on winnipegfreepress.com
  • Read the E-Edition, our digital replica newspaper
  • Access News Break, our award-winning app
  • Play interactive puzzles
Start now

*Your next Brandon Sun subscription payment will increase by $1.00 and you will be charged $17.95 plus GST for four weeks. After four weeks, your payment will increase to $24.95 plus GST every four weeks.

Hey there, time traveller!
This article was published 22/07/2022 (1513 days ago), so information in it may no longer be current.

TORONTO – Jonathan Hillis is on the hunt for money.

Over the next few months, the Toronto entrepreneur wants to raise a $1 million pre-seed round for Payd, a student card app he founded, followed by a seed round between $3 million and $4 million.

But it won’t be a quick or easy task.

Jonathan Hillis, shown in a handout photo, is a Toronto entrepreneur raising money for Payd, a student card app he founded. THE CANADIAN PRESS/HO-Michelle Hillis **MANDATORY CREDIT**
Jonathan Hillis, shown in a handout photo, is a Toronto entrepreneur raising money for Payd, a student card app he founded. THE CANADIAN PRESS/HO-Michelle Hillis **MANDATORY CREDIT**

While money poured into startups as stocks soared and people sought technology to work from home during the first two years of the COVID-19 pandemic, investor cash isn’t flowing in the same way now.

Businesses as prominent as Netflix and Twitter have carried out layoffs and investor exuberance is fading as tech companies try to stave off a potential recession.

“Canadian investors were already pretty risk averse to begin with, so to shell out money in a downturn is pretty difficult in most cases,” said Hillis.

“I think everybody’s…in this holding pattern, waiting to see where the dust settles.”

Payd closed 25 per cent of its funding round but has lately wondered whether it will need to adjust its valuation because of current climes.

Swedish “buy now, pay later” darling Klarna, for example, raised US$800 million earlier this month at a valuation of US$6.7 billion, down around 85 per cent from its US$46 billion valuation last year. It also cut roughly 10 per cent of its workforce, blaming the move on inflation and Russia’s war on Ukraine hampering business sentiment.

Regardless of what valuation Payd raises at, Hillis expects the funding process will be slower than usual because of the current market.

“Everybody is kind of just sitting and waiting and hoping in the next couple of weeks, they have a better idea of where things are headed, so these investors can make more calculated decisions on where they deploy (money),” he said.

Waterloo, Ont. data firm Briefed.In found Canadian tech companies received 107 investments totaling $1.9 billion in the second quarter of this year, down from 167 deals and $4.9 billion in the first quarter of the year and 184 deals and $4.7 billion in the second quarter of 2021.

The number of investments in Toronto companies alone fell by 69 per cent between the first and second quarters of this year and 61 per cent since last year, while deal volume dropped 22 per cent from last quarter and 40 per cent from the second quarter of 2021.

Investors have recently had to weigh “one thing piled on top of another thing on top of another thing,” said John Stokes, co-founder and partner at venture capital firm Real Ventures, which has funded Clutch, Element AI, League and Mejuri.

As soon as COVID-19 cases subsided, Russia’s war on Ukraine began and then there was a “dragging” in the market largely triggered by a 39-year high inflation rate and soaring interest rates.

By now most people in the industry have gone through “the various stages of shock and grief” about the downturn and are settling into “the new normal,” Stokes said.

“People are starting to realize that it’s going to be different but…none of them really know how it’s going to be different,” he added.

A downturn doesn’t change Stokes’ investing process much because he always follows the same due diligence process and advises companies he puts money into to be careful about spending.

However, he expects seed companies to be impacted most because they usually face more difficulties when raising funds. These companies typically garner less money from institutional investors and more from private sources and family offices, whose stocks have been hit hard in recent months.

Brendan King, chief executive of Saskatoon software company Vendasta, said entrepreneurs raising money in this environment should expect investors to be even more prudent than last year.

“In the past, people were fighting to make these investments,” he said.

“Now, they’ve got a lot of time, they’re going to do due diligence, they’re going to look at all the unit economics.”

Vendasta raised $120 million in private financing in May 2021. While much of the money hasn’t been used, King is constantly talking to investors, so when Vendasta needs more cash, the relationships are already there.

Even though valuations are down, he senses investors still have money at the ready for the right opportunities.

Vipan Nikore sees it similarly. The doctor is in the early stages of raising money for Homecare Hub, a company he co-founded in 2019 to help seniors and their families find affordable and quality care.

He says Homecare Hub’s mission has always been important, but that’s become more apparent to others during the COVID-19 pandemic, and he hopes it will translate to investor interest, even if current conditions continue.

He chalked up the prospect of lower valuations as a “good thing” because they signal a market correction and rein in companies that raise a lot of money but have little to show for it.

He added, “Even if this didn’t happen, at some point, it’s going to… so I’d almost much rather sooner than later.”

This report by The Canadian Press was first published July 22, 2022.

Report Error Submit a Tip

More Stories

Lone Manitoba 9/11 victim's legacy lives on helping Inuit students become nurses

Melissa Martin 13 minute read Preview

Lone Manitoba 9/11 victim's legacy lives on helping Inuit students become nurses

Melissa Martin 13 minute read Yesterday at 5:24 PM CDT

On the night before the morning that everyone remembers, Ellen Judd spoke to her partner, Christine Egan, several times on the phone. Egan was in New York, where she’d gone to look after her nephews so her beloved brother, Michael, and his wife, Anna, could treat themselves to an anniversary vacation.

Usually, Judd would have been there, too. The couple had been together for more than 15 years, and loved sharing all the good parts of life. But at the time, she was an anthropology professor at the University of Manitoba, and the school year was just starting; she had classes the next day. Staying connected by phone would have to suffice.

In their calls that night, Judd remembers, Egan was happy. Christmas was the main topic. They were planning to spend the holiday with Judd’s family in Ontario, and talked about when to book flights. Egan was looking forward to that visit; Judd’s family “loved her to bits,” the now-retired professor says, and the affection was mutual.

The next day, Egan said, she planned to go into Manhattan with Michael. He was an executive at Aon, a global risk, retirement and health services corporation, and had an office on the 105th floor of the World Trade Centre’s South Tower.

Read
Yesterday at 5:24 PM CDT

Movie review: sequel to cult classic fails to conjure same charms

Alison Gillmor 4 minute read Preview

Movie review: sequel to cult classic fails to conjure same charms

Alison Gillmor 4 minute read 6:47 PM CDT

“You’ve heard tell of the Owens sisters,” says a handy voiceover at the start of this unsatisfying sequel.

Why, yes, they were in a movie 28 years ago, which did so-so box office at the time but went on to develop a large and loyal cult following.

That first Practical Magic go-round, adapted from the book by Alice Hoffman, was full of crowd-pleasing “You go, girl” empowerment and witchy shenanigans, making for a sweet, supernatural-lite kind of vibe.

It wasn’t a great movie, but it had its own hokey, Halloweeny charm. It was a pumpkin spice latte before pumpkin spice lattes were even a thing.

Read
6:47 PM CDT

Childfree Winnipeg group gives women without kids a place to gather

AV Kitching 5 minute read Preview

Childfree Winnipeg group gives women without kids a place to gather

AV Kitching 5 minute read Wednesday, Sep. 9, 2026

Katelyn Sawatzky founded Childfree Winnipeg Women in 2021 to bring together women who don’t have kids — be it by choice or circumstance — and do not plan on raising children.

The group is designed to help them share experiences and build meaningful friendships.

The community welcomes cisgender, straight, transgender, bisexual and lesbian women. Parents, including empty nesters and men, are turned away.

“Our group is a safe space where women can hang out with other women without being asked when you’re going to have kids or why you don’t have kids … where you don’t feel like you have to validate or defend your choices in any way, because everyone gets it,” Sawatzky says.

Read
Wednesday, Sep. 9, 2026

Manitoba gains doctors for third straight year, but loses at pandemic-level rate: report

Scott Billeck 5 minute read Preview

Manitoba gains doctors for third straight year, but loses at pandemic-level rate: report

Scott Billeck 5 minute read Wednesday, Sep. 9, 2026

Manitoba is adding doctors at a record clip — but it’s also losing them at a rate not seen since the depths of the COVID-19 pandemic, a physicians advocacy organization cautioned Wednesday.

Read
Wednesday, Sep. 9, 2026

City rapped for taking five days to remove animal carcass

Morgan Modjeski 2 minute read Yesterday at 8:34 PM CDT

A Winnipeg resident said she’s upset it took the city five days to retrieve a dead fawn from her yard after she reported it to 311.

Amy Gelhorn said she and her family noticed the animal carcass in her garden on Saturday. She called 311 and was told it would be picked up after the long weekend.

“It was removed this afternoon,” the north River Heights resident said Thursday. “So it took six days to remove it and we had to basically phone every day.”

She said neighbours on both sides of her house told her they saw the animal acting strangely on Friday and reported their concerns to 311. It’s believed the animal died overnight. As the days dragged on, the body continued to rot.

Cancelling court erodes access to justice — just ask Matt Wiebe

Dan Lett 5 minute read Preview

Cancelling court erodes access to justice — just ask Matt Wiebe

Dan Lett 5 minute read Yesterday at 12:22 PM CDT

Back in May 2023, when the NDP was in opposition and Matt Wiebe was just an earnest justice critic, he had harsh words for the Progressive Conservative government when provincial circuit court sessions were being cancelled.

Read
Yesterday at 12:22 PM CDT