OhHello with Jeremy Bloom is a no-BS career mentorship and leadership podcast for people who want to get better at what they do — and enjoy the process.
Hosted by Jeremy Bloom, founder of OhHello.ai and co-founder of Marketecture Media, the show features unfiltered conversations with executives, founders, and creatives who have learned to navigate change, uncertainty, and reinvention in their careers.
Each episode offers a look into the real stories behind the titles — how leaders overcome burnout, how they stay human while managing growth, and how vulnerability and curiosity shape modern leadership. Whether you’re leading a team, scaling a startup, or figuring out your next move, OhHello gives you actionable insights from people who’ve been there.
No fluff. No jargon. Just human connection, better questions, and stories that remind us how mentorship — and honest conversation — can change everything.
Why listen + watch:
Learn from today’s most empathetic and high-impact leaders.
Discover practical frameworks for growth, decision-making, and resilience.
Hear what modern mentorship looks like in a world of AI, remote work, and constant change.
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OhHello with Jeremy Bloom is a no-BS career mentorship and leadership podcast for people who want to get better at what they do — and enjoy the process.
Hosted by Jeremy Bloom, founder of OhHello.ai and co-founder of Marketecture Media, the show features unfiltered conversations with executives, founders, and creatives who have learned to navigate change, uncertainty, and reinvention in their careers.
Each episode offers a look into the real stories behind the titles — how leaders overcome burnout, how they stay human while managing growth, and how vulnerability and curiosity shape modern leadership. Whether you’re leading a team, scaling a startup, or figuring out your next move, OhHello gives you actionable insights from people who’ve been there.
No fluff. No jargon. Just human connection, better questions, and stories that remind us how mentorship — and honest conversation — can change everything.
Why listen + watch:
Learn from today’s most empathetic and high-impact leaders.
Discover practical frameworks for growth, decision-making, and resilience.
Hear what modern mentorship looks like in a world of AI, remote work, and constant change.
It's episode 95 of the OhHello pod and this founder/CEO is not only wicked smart, but
Everyone loves the “big leap” founder story.
But the truth?
The best companies aren’t built on leaps.
They’re built on small, smart, disciplined hops — over and over again.
Allison Whalen, CEO and Founder of Parentaly, joined Jeremy Bloom of OhHello to share what scaling a real company actually looks like:
Why smart founders de-risk their bets before they jump
How doubling her pricing (thanks to the right mentor) shifted her company’s trajectory
The emotional pressure of building when it’s personal — and how boundaries create better leaders
How “worst-case scenario thinking” can actually fuel, not freeze, growth
This conversation isn’t just about parental leave — it’s a blueprint for how real resilience is built.
If you’re building, investing, or mentoring the next generation of founders, this is a must-listen.
🎧 Full episode now live.
Massive thanks to Allison for keeping it honest, smart, and actionable.
#startups #founders #resilience #riskmanagement #venturecapital #ohhello
OhHello with Jeremy Bloom
OhHello with Jeremy Bloom is a no-BS career mentorship and leadership podcast for people who want to get better at what they do — and enjoy the process.
Hosted by Jeremy Bloom, founder of OhHello.ai and co-founder of Marketecture Media, the show features unfiltered conversations with executives, founders, and creatives who have learned to navigate change, uncertainty, and reinvention in their careers.
Each episode offers a look into the real stories behind the titles — how leaders overcome burnout, how they stay human while managing growth, and how vulnerability and curiosity shape modern leadership. Whether you’re leading a team, scaling a startup, or figuring out your next move, OhHello gives you actionable insights from people who’ve been there.
No fluff. No jargon. Just human connection, better questions, and stories that remind us how mentorship — and honest conversation — can change everything.
Why listen + watch:
Learn from today’s most empathetic and high-impact leaders.
Discover practical frameworks for growth, decision-making, and resilience.
Hear what modern mentorship looks like in a world of AI, remote work, and constant change.
