EP 262 Women, AI, and the Invisible Load (with Heather Cannings)
Release Date: 12/16/2025
AI Literacy for Entrepreneurs
Most of the leaders Sira Laurel works with look like they're winning. Inside, they're exhausted. Sira is an executive coach and facilitator who works on leadership, organizational design, cognitive load, trust and nervous system capacity. She has watched organizations get very good at making work faster while getting worse at deciding what the speed is for. AI raises the stakes on that question. Her starting point is that capacity covers far more than time. It includes attention, decision-making, emotional bandwidth and creative energy. A tool can hand back hours on the calendar while draining...
info_outlineAI Literacy for Entrepreneurs
This episode skips the tools, the prompts, and the latest model release. It goes somewhere more philosophical. started out as an archaeologist and anthropologist. He was the kid who loved museums and Indiana Jones. Since then he has worked across history, contemporary art and culture in Dublin, Istanbul, Beijing, Hong Kong, Pittsburgh and Doha. Now he works as a strategist helping organizations make sense of complexity and line up around change. His starting point is that change itself is old news. Humanity has absorbed huge technological shifts again and again. The new part is the speed....
info_outlineAI Literacy for Entrepreneurs
A previous president from Lindenwood University (a former IBM executive) stands up in town halls and tells people he uses Claude - that it helped him organize the financial report. HR follows and says they used Gemini for an employee questionnaire. Then James Hutson PhD. goes and asks employees whether they understood that as permission. The answer? 'No. The policy says I'll get fired if I use it.' That gap is the subject of this episode. James is Senior Professor and Director of AI-Enabled Academic Transformation at Lindenwood University, with two PhDs - the first in art history, the second...
info_outlineAI Literacy for Entrepreneurs
Most organizations govern AI the same way cities govern speeding. They set a rule, then punish people who break it. Dr. Eugene Chan thinks that's the least interesting tool available. He's a behavioural scientist - founder of the consultancy Behavieural and Professor of Business at Tyndale University - and his argument is that punishment is a lagging response to a problem you could have designed out. His analogy is a speed camera versus a speed bump. Both reduce speeding. The camera does it by fining you after the fact, and it needs maintenance forever. The speed bump does it by making the...
info_outlineAI Literacy for Entrepreneurs
Episode description Julie Cole and her co-founders started Mabel's Labels in a Hamilton basement 23 years ago, back when customers were still nervous about typing a credit card number into a computer. They figured out early that they weren't really running a label company - they were running a tech company that happened to make labels. Nothing off the shelf did what they needed, so they built it themselves. Which is why her read on this moment carries some weight. She's watched every technology wave since. She's not a skeptic and she's not a cheerleader. She uses AI, has a clear personal rule...
info_outlineAI Literacy for Entrepreneurs
"We need AI" is the most common brief in business right now. David Cohen's read on what it means: usually nothing in particular. David is the founder of Superposition, a consultancy for data and AI consultancies - a meta consultancy, as he calls it. He's spent his career inside both big and boutique consulting shops, which makes him refreshingly blunt about what's actually happening in the services world right now. His diagnosis is that we're still in the solution-in-search-of-a-problem stage. Everybody's curious. Everybody's excited. There's enormous movement, enormous hype, and very few real...
info_outlineAI Literacy for Entrepreneurs
Episode description Everyone's arguing about whether AI can be trusted. Almost nobody's asking the harder question underneath it. Grace Gravestock has spent more than twenty years leading change management on some of the highest-profile technology projects around - including the team that set the stage for the $67B Dell EMC integration. Her verdict on why AI pilots stall is unsentimental: it's the same reason ERP stalled, and CRM before that. People aren't using the technology the way it was intended. You can have the best tools in the world, and if people don't use them, it doesn't matter....
info_outlineAI Literacy for Entrepreneurs
In the final episode of the Podcast-to-Book series, host sits down with change leader and AI education lead (Sun Life) for a human-first conversation about what actually makes AI adoption work. They talk productivity vs room-for-life, why one-prompt culture is snake oil, the shift from prompt engineering to context engineering, and the simplest enterprise question that changes everything: “What would make Monday easier for employees?” Episode summary Susan closes out the Podcast-to-Book sprint with a conversation that feels like the point of the whole series: AI isn’t a tool problem....
info_outlineAI Literacy for Entrepreneurs
Most companies do a few AI trainings, run some pilots, and then stall. In this episode, host argues the only real future-proofing strategy is continuous AI literacy. She breaks down what “continuous literacy” actually includes (skill, judgment, workflow, norms), the predictable failure modes of the AI literacy divide, and a simple flywheel you can run monthly so capability keeps compounding. Episode summary Susan opens with a familiar pattern: a burst of AI excitement, a deck called “AI Strategy 2025” a few clever workflows… and then reality hits. Tools change. Policies shift....
info_outlineAI Literacy for Entrepreneurs
Host sits down with sales strategist , founder of Sales Beyond Scripts, to talk about the real ways AI is changing revenue, planning, and scale. They cover AI as a thinking partner, how to use it across departments in a small business, why audits matter more than hype, and how mindset quietly determines whether you treat AI as a threat or an advantage. Episode summary This episode is part of Susan’s 30-episodes-in-30-days “podcast to book” sprint for Swan Dive Backwards. Susan and Gazzy zoom in on the selling process first. Then they zoom out to the whole business. They talk about three...
info_outlineWhy are women adopting AI at lower rates than men - and what’s really going on underneath the stats? In this episode, host Susan Diaz and Heather Cannings, Women Entrepreneurship Program Lead at InVenture and producer of StrikeUP Canada, dig into time poverty, “cheating” fears, late-night upskilling, and what real support for women entrepreneurs needs to look like in an AI-forward world.
Episode summary
Susan is joined by Heather Cannings, who leads women’s entrepreneurship programs at InVenture and runs StrikeUP, a national digital conference that reaches thousands of women entrepreneurs across Canada and beyond.
Heather shares what she’s seeing on the ground: huge curiosity about AI, mixed with pressure, fatigue, and a sense that it’s “one more thing” women are expected to learn on their own time. Many of the women she serves are juggling multiple roles - business owner, employee, caregiver - then experimenting with AI at 10-11 pm after the workday and bedtime routines are done.
They unpack the emotional layer too:
-
why AI still feels like “cheating” or being an imposter for many women
-
the question of whether you have to disclose using AI
-
how to reconcile charging premium prices while using AI behind the scenes
Susan and Heather link lower AI adoption rates among women to a wider pattern: another version of the wage gap and systemic inequities in who has time, safety, and support to skill up.
The conversation then turns to:
-
Practical, real-world use cases women are already using AI for (grant writing, content, summarizing long docs).
-
What good support systems actually look like for time-strapped entrepreneurs (designing for constraints, not fantasy calendars).
-
How small, scrappy businesses and large organizations can learn from each other on speed, governance, and risk.
-
The uncomfortable reality that many roles most at risk of AI automation - admin, entry-level comms, research - are heavily female.
They close with a hopeful lens: how women can use AI to increase their value and control over time and income, why this moment is a genuine opportunity for democratization, and how Heather’s StrikeUP event is trying to meet women exactly where they are.
Key takeaways
AI doesn’t feel neutral for women - it feels like another test. Many women entrepreneurs are curious about AI but also feel judged, worried about “doing it wrong,” or like they’re cheating if they use it. Imposter syndrome shows up as: “Is this really my work if AI helped?”
Time poverty is the real barrier, not lack of interest. Heather sees women using AI at 10-11 pm after full workdays and caregiving, trying to finish newsletters, social posts, or grant drafts. They are upskilling - just in stolen moments, not spacious strategy sessions.
Support systems must be designed for real constraints. Don’t assume people have:
unlimited time
teams
strong internet
quiet workspaces
Many women join digital events from cars, back rooms, or storage areas between tasks. Training and support must be consumable, flexible, and realistic.
One-off AI webinars aren’t enough. A single 60-minute “intro to AI” often just generates an overwhelming to-do list. What works better:
smaller, workshop-style sessions
hands-on guidance on a specific task or tool
practical, “do it in the room” support so women leave with something done, not just inspired.
Women are already using AI for practical, high-impact tasks. Common use cases include:
writing and improving copy
content planning and social media
summarizing long documents
drafting grants and pitches
The focus is on time savings, staying within tight budgets, and safely getting more done—not chasing cutting-edge AI for its own sake.
Enterprise and small business can - and should - learn from each other.
Big firms: bring resources, governance, and policy thinking.
Small businesses: bring speed, scrappiness, and the ability to implement immediately.
Ecosystem players (non-profits, funders, educators) can translate between the two and help find a healthy middle ground.
There’s a gendered risk in AI-driven job change. Roles often flagged as “at risk” - admin, entry-level comms, research - are heavily staffed by women. Without intentional upskilling and redeployment, AI could quietly deepen existing inequities.
There’s also real opportunity. AI can be a “quiet force in the background” that removes 5-10 hours of repetitive work a week - enough to change a woman’s lifestyle, income, and capacity. It can help women move up the ladder, redesign roles, or reshape their businesses around higher-value work.
Designing AI with women’s realities in mind matters. Women shouldn’t just be users; they should help shape how tools are designed, so AI reflects real constraints like caregiving, part-time work, and patchy access - rather than assuming a mythical founder with unlimited time and support.
Episode highlights
[00:01] Susan sets the scene: 30 episodes in 30 days and how Heather fits into the series.
[00:57] Heather introduces InVenture and her role as Women Entrepreneurship Program Lead, plus the StrikeUP conference.
[01:55] Why AI remains a hot topic for StrikeUP’s audience of women entrepreneurs.
[02:57] AI as a catch-22: it can save time, but learning it feels like “one more thing.”
[03:56] “Is this cheating?” – women’s fears about using AI and being judged.
[05:09] AI, transparency, pricing, and the complexity of “should I tell clients I used AI?”
[05:39] How this ties to stats showing women adopting AI 25% less than men—and why Susan sees it as another version of the wage gap.
[07:07] Draft vs final: why treating AI output as a first draft, not finished work, is crucial.
[08:33] The problem with generic, AI-generated content about “women in AI” that sounds impressive but says very little.
[09:20] Real-world use cases Heather sees among small business owners.
[10:22] The 11 pm pattern: women learning AI in stolen, exhausted moments.
[12:06] Why women are resilient and experimenting—but lack daytime access to deep learning and setup time.
[13:27] Designing support systems that don’t assume unlimited time, teams, or bandwidth.
[14:24] Making training consumable, recorded, and accessible from phones, cars, and storage rooms.
[15:34] Why one-off webinars don’t work—and the case for small, workshop-style sessions.
[18:09] What big firms can learn from scrappy entrepreneurs (and vice versa).
[20:10] The myth that corporates “have it all figured out” on AI.
[22:19] AI and job loss: the gendered impact on admin, entry-level comms, and research roles.
[23:20] Reframing: how women can use AI to increase their value and move up.
[25:16] Adaptation over doom: calculators, the internet, and why we’ll adjust again.
[27:04] Heather’s vision: AI as a quiet force helping women gain more control over time and income.
[28:41] StrikeUP 2025 details: date, format, giveaways, and on-demand access.
If you support or are a woman entrepreneur, use this episode as a prompt to ask:
-
Where are women in your world already using AI - in stolen moments - and how could you meet them there with better support?
-
How can you design AI training and tools that assume real constraints, not fantasy calendars?
-
What’s one concrete way you can help a woman in your ecosystem use AI to increase her value and control, instead of feeling like she’s at risk of being automated away?
Connect with Susan Diaz on LinkedIn to get a conversation started.
Agile teams move fast. Grab our 10 AI Deep Research Prompts to see how proven frameworks can unlock clarity in hours, not months. Find the prompt pack here.
You can learn more about StrikeUP and register for the free digital conference at strikeup.ca and connect with Heather Cannings on LinkedIn.