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Crossing the skills chasm and making a lot more money immediately are conflicting priorities.

@kovezd suggestion to seeking out leverage from your existing SaaS is more likely to generate greater income. Perhaps your SaaS can be adapted to support some related fields of application and thus increase the revenue base with minimal additional effort.

With the many retrenchments happening there is likely to be ever increasing number of qualified candidates competing for the jobs you mention. The risk is the amount of time and effort chasing such jobs will take you away from the opportunities that you already have in your grasp.



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