As the title of the question suggests, if $\langle A\,,\,<\rangle$ is an infinite linearly ordered set such that for each $a\in A$, the initial section $\text{sec}(a,A,<)$ is a finite set, ¿is it true that it must be isomorphic to $\langle\mathbb{N}\,,\,\text{<}_{\mathbb{N}}\rangle$?
Obviously, every well-ordered set that verifies this property is isomorphic to $\langle\mathbb{N}\,,\,\text{<}_{\mathbb{N}}\rangle$, for if $\langle A\,,\,<\rangle$ is a well-ordered set, there exists a unique ordinal $\alpha$ such that $\langle A\,,\,<\rangle$ is isomorphic to $\langle\alpha\,,\,\in_{\alpha}\rangle$. In that case, every initial section of the first turns into an ordinal less than $\alpha$, and if every initial section of the first is finite, then every ordinal less than (or in other words, contained in) $\alpha$ is finite, so $\alpha$ is equal to $\omega$, the set of all natural numbers.
However, since a set that is not well-ordered cannot be isomorphic to one that is well-ordered, like $\langle\mathbb{N}\,,\,\text{<}_{\mathbb{N}}\rangle$, we must prove that if every initial section of $\langle A\,,\,<\rangle$ is finite, then the set is well ordered. How shall we proceed?
Thanks in advance.
A linearly ordered set $(A, \le_A)$ whose initial segments are all finite is necessarily well-ordered.
To see this, let $\varnothing \ne U \subseteq A$. Then:
Letting $a \in U$ be such that $|D_a|$ is least, it follows that $a$ is a minimal element of $U$.
Now you know that $(A, \le_A)$ must be well-ordered, you should be able to prove without too much trouble that $(A, \le_A) \cong (\mathbb{N}, \le)$.