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Getting Through Startup Doubt
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Getting Through Startup Doubt
!Blog thumbnail
September 29, 2025
2025-04-29T20:45:26+00:00 Mindset
The startup blues happen to the best of us.
#### Veniesha Wannamaker
April 29, 2025
Overwhelmed? Confused? Feeling Helpless?
You’re standing exactly where every business owner has once stood.
You’ve entered “the valley of despair,” and it’s a normal part of building your business.
What is the Valley of Despair?
The valley of despair happens when the initial excitement of starting your business fades and reality sets in.
Suddenly, there are more questions than answers, more problems than solutions, and more work than hours in the day.
You might be wondering if you’ve made a mistake or if you have what it takes.
Signs You’re in the Valley:
Why This Happens:
1. When you start a new business, you’re learning multiple skills at once, and it can feel like a steep learning curve.
2. You’re likely working with tight finances, facing slow profitability, and have a small network, which can feel daunting.
3. When reality differs significantly from your expectations, it can trigger doubt and frustration.
4. Transitioning from employee to business owner requires a significant identity shift. You’re now the decision-maker, with no manager to validate your choices. You might go long periods without clear indicators of whether you’re on the right track.
5. New business owners make countless decisions daily about pricing, services, scheduling, and client relationships – far more than in most jobs, and this can lead to decision fatigue.
6. As you progress, you uncover skills you need but don’t yet have (like bookkeeping, negotiation, or marketing), which can be overwhelming.
7. Initial customer responses may reveal flaws in your business model or approach that require significant adjustments.
7 Practical Steps to Climb Out
1\. Create a minimal “no-fuss” routine
Define the absolute essentials that must happen each day for your business to function (like responding to client inquiries or marketing yourself). On tough days, focus only on this set of tasks and permit yourself to let other things wait.
2\. Use the “just 20 minutes” rule
When feeling paralyzed, commit to working on a challenging task for just 20 minutes. Often, getting started is the hardest part, and momentum builds naturally once you begin.
3\. Create templated responses and processes
Develop templates for common client communications, service quotes, and follow-ups. Having ready-made frameworks reduces decision fatigue and makes daily operations less overwhelming.
4\. Start a 5-minute end-of-day reflection habit
Before closing up shop each day, write down: one thing that went well, one challenge you faced, and one specific action for tomorrow. This builds self-awareness about your business patterns.
5\. Use the “Success Partner” system
Have open discussions with another Northstar entrepreneur or your mentor at your check-in meetings. Ask for honest feedback and offer reciprocal support. Having someone expecting your update creates accountability and reduces isolation.
6\. Schedule “Creative Play” Time
Dedicate a specific time each week for unstructured creative play. This could be anything from doodling to brainstorming new product ideas, without any pressure to produce a “result.” It helps to reignite passion and bring out innovative thinking.
7\. Have a “Done is Better Than Perfect” Mentality
Pick one task that you have been putting off due to the need for perfection. Set a timer for a short amount of time, and force yourself to complete the task within that time, even if it is not perfect.
_Every problem solved makes you better equipped for the next one. Embrace the valley, learn from it, and emerge stronger._
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