Free and anonymous micro-coaching for digital transformation and SaaS leaders who need a dose of support.
What is #AskOtterBear?
#AskOtterBear is free micro-coaching for any digital transformation or SaaS leader. We offer short, anonymous 1:1 sessions so you can tap into tech company expertise without creating any drama.
Whether you need to solve a problem, get feedback about an idea, draft or refine content…or just vent…we're here to help.
Interested already?
How Does it Work?
Schedule
Pick a time that works for you. Sessions are 15 minutes but you can come back as often as you like. (And, let us know if you want more time - we can make that happen.)
Submit
Fill out a brief form and tell us the general gist of what's on your mind (and a tiny bit about your role). No details needed, just the overall category of what you want to talk about.
Show Up
Join the session at your scheduled time, give us a brief overview of why you signed up or what you're looking for, and we'll provide you the support and guidance you need.
Who (or What) is OtterBear?
Experienced Leaders
The OtterBear team is comprised of seasoned tech veterans with 25+ years of IT and SaaS experience leading teams and solving problems like yours.
Empathetic Listeners
A lot can happen in 15 minutes, and our team of coaches is great at listening first, then delivering real value in a small package that you can use immediately.
Realistic Motivators
Sometimes sh*t is hard or frustrating, but you wouldn't have signed up if deep down you couldn't do it. We're here to remind you of how great you are.
Pricing and Scheduling
It's Free.
Yup. We're serious.
Moving on…
Flexible Scheduling.
Book a time that works for you and reschedule as needed. Calendly FTW.
Format of Your Choice.
Cameras on, cameras off, phone vs. computer…you choose how you want to connect during your session. We don't really care – we just want to help.
Want to give it a try?
Things #AskOtterBear Can Help With
Problem Solving
Get a fresh perspective on any challenge or roadblock you're facing. Our coaches are experts at breaking down complex issues and identifying practical solutions.
Ideation
Bounce ideas off our team to generate new solutions, refine your thinking, or explore creative approaches to your work.
Feedback
Get objective, actionable feedback on presentations, documents, or other content to help you improve and grow.
Venting & Support
Sometimes you just need a safe space to unload and get reassurance. Our coaches are great listeners who can provide the empathy and encouragement you need.
Example questions from #AskOtterBear clients
- How do I handle a difficult co-worker who is undermining the work we are doing?
- Our leadership team is skeptical of this transformation - how can I effectively communicate the value of such a big initiative?
- I'm struggling to stay motivated and focused while working from home. Any tips?
- Got any tips, tools, or ways of measuring the impact of digital initiatives on our business?
- I've got a big presentation coming up - can you help me dial in my messaging and delivery?
- I feel stuck in my career and don't know what my next steps should be. Where do I start?
- I'm launching a new product and need to build an effective marketing strategy on a tight budget.
Testimonials:
Exceptional Advice
"OtterBear's micro-coaching sessions were truly transformative. Their personalized guidance and unwavering support helped me achieve my goals."
Insightful Coaching
"I was amazed by OtterBear's ability to uncover new perspectives and provide actionable strategies to overcome my challenges."
Highly Recommended
"If you're looking to get unblocked, I highly recommend #AskOtterBear micro-coaching. It's a game-changer!"
Whispered wisdom from #AskOtterBear